Title: Trending Chicago Vacation Packages 2026 | Browse & Book Now - Expedia.com [Chicago Travel Guide](https://expedia.com/Chicago.dx178248)[Hotels in Chicago](https://expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels)[Vacation Rentals in Chicago](https://expedia.com/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.com/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.com/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Car Rentals in Chicago](https://expedia.com/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chicago Vacations from $229 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Chicago getaway With a multitude of well-known landmarks and vibrant neighborhoods to explore, Chicago promises an unforgettable vacation. Discover accommodations in downtown Chicago, offering access to top-tier dining, cultural hotspots, and captivating entertainment. From [Millennium Park](https://www.expedia.com/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) to [the Art Institute of Chicago](https://www.expedia.com/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction), design your perfect itinerary and make unforgettable memories with ease through Expedia. ## The Latest Chicago vacation packages Price found within the past 48 hours. Click for updated prices. ![Holiday Inn Chicago - Schaumburg by IHG](https://images.trvl-media.com/lodging/13000000/12080000/12078100/12078090/c8bab089_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Chicago - Schaumburg by IHG Save 100% on your flight $229 per person Apr 18 - Apr 21 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 8.2/10 Very Good! (999 reviews) Staff was very courteous however the hotel needs to be updated. One little tiny bar of soap in the room was rather skimpy. Reviewed on Jan 11, 2026 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago Save 100% on your flight $364 per person Apr 18 - Apr 21 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Excellent in every way Reviewed on Feb 6, 2026 ![Level Chicago - River North](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/668d065a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago - River North Downtown Chicago Save 100% on your flight $472 per person Apr 18 - Apr 23 found 11 hours ago Roundtrip flight included Los Angeles (LAX) to Chicago (ORD) 9/10 Wonderful! (766 reviews) Great stay. Would come again. Reviewed on Jan 19, 2026 ![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Felix River North/Magnificent Mile Downtown Chicago Save 100% on your flight $261 per person Apr 18 - Apr 21 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 8.2/10 Very Good! (2,365 reviews) There were no glasses in the room to drink out of. There was no lotion. There was no coffee maker. The shower curtain does not stretch the whole way so water gets all over the bathroom. We had a free VIP "hot" breakfast. When went down, there was no hot food. Just coffee and some bakery items. And no employee to serve us. Very, very misleading. We won't be staying here again. Reviewed on Feb 2, 2026 ![JW Marriott Chicago](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Chicago Downtown Chicago Save 100% on your flight $614 per person Apr 30 - May 3 found 15 hours ago Roundtrip flight included Dallas (DAL) to Chicago (ORD) 9.2/10 Wonderful! (1,000 reviews) Bottle of waters were not stocked in the refrigerator. Reviewed on Jan 6, 2026 Don't see what you're looking for? See all available trips from Eagle Mountain to Chicago [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-06/2026-03-13/?FromAirport=Eagle%20Mountain,%20Utah,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Where to stay in Chicago Find the best Chicago areas and neighborhoods for the activities you enjoy most. [Learn more about Chicago](https://expedia.com/Chicago.dx178248) ![Downtown Chicago showing a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Chicago 5 out of top 10 points of interest in this area The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art. [Find hotel + flight trips in Downtown Chicago](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Eagle%20Mountain,%20Utah,%20United%20States%20of%20America&Destination=Downtown%20Chicago&DestID=6350699&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Magnificent Mile illuminated at night showcasing vibrant lights and cultural attractions in Chicago, Illinois](https://images.trvl-media.com/place/800025/2f4bc1ac-f370-4b72-8a89-0aa7dcb93f0c.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Magnificent Mile Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service. [Find hotel + flight trips in Magnificent Mile](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Eagle%20Mountain,%20Utah,%20United%20States%20of%20America&Destination=Magnificent%20Mile&DestID=800025&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![The Loop - Downtown which includes a river or creek](https://images.trvl-media.com/place/800024/9e323a45-98da-4519-b5ca-71275e70174f.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### The Loop 4.5/5(9,481 area reviews) Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago. [Find hotel + flight trips in The Loop](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Eagle%20Mountain,%20Utah,%20United%20States%20of%20America&Destination=The%20Loop&DestID=800024&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![River North showing railway items, street scenes and a city](https://images.trvl-media.com/place/6350695/b009c703-f7ab-4e4c-95a4-4b883071adef.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### River North Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building. [Find hotel + flight trips in River North](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Eagle%20Mountain,%20Utah,%20United%20States%20of%20America&Destination=River%20North&DestID=6350695&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Underground passage in the Chicago O'Hare airport](https://images.trvl-media.com/place/553248635074842747/1dda5453-2f05-4485-9f3c-404a7075d270.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### O'Hare 4/5(776 area reviews) Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates. [Find hotel + flight trips in O'Hare](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Eagle%20Mountain,%20Utah,%20United%20States%20of%20America&Destination=O%27Hare&DestID=553248635074842747&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ### Discover the most popular places to visit in Chicago ![Wrigley Field featuring cbd, a sporting event and a city](https://images.trvl-media.com/place/6034754/d10ea4fa-9a61-425f-b749-3325e9303223.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.com/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) ![Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept](https://images.trvl-media.com/place/6156167/9a44be22-322b-4187-8844-e2aa99b46184.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Michigan Avenue You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. [](https://expedia.com/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) ![Navy Pier featuring a sunset and rides](https://images.trvl-media.com/place/6069215/a6173fc5-04f4-4a58-b70a-61c78e1b648e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.com/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) ### What to do in Chicago ![Chicago: Navy Pier Centennial Wheel Regular & Express Ticket](https://mediaim.expedia.com/localexpert/4851853/9464687e-f5ac-4a15-9285-f6e26537484c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago: Navy Pier Centennial Wheel Ticket $25 per adult **88%** of travellers recommend [](https://expedia.com/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details) ![Flyover in Chicago](https://mediaim.expedia.com/localexpert/50023979/095bdacd-a8be-4515-aac0-469239aa8c0a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Flyover in Chicago $38 per adult **98%** of travellers recommend [](https://expedia.com/things-to-do/flyover-in-chicago.a50023979.activity-details) ![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wendella's 90-min Chicago River Architecture Tour $41 per adult **94%** of travellers recommend [](https://expedia.com/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details) [See all activities in Chicago](https://expedia.com/things-to-do/search?rid=178248) ## Chicago Hotel Deals ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue Chicago IL Fully refundableReserve now, pay when you stay $95 nightly $112 total Feb 8 - Feb 9 Total with taxes and fees 8/10 Very Good! (9,852 reviews) Friendly staff. Clean room. Reviewed on Feb 5, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F8%2F2026&endDate=2%2F9%2F2026&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=178248) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St Chicago IL Fully refundableReserve now, pay when you stay $103 nightly $120 total Feb 22 - Feb 23 Total with taxes and fees 8.4/10 Very Good! (5,637 reviews) Yes room was spotless Reviewed on Feb 4, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=178248) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago 720 S Michigan Ave Chicago IL Fully refundableReserve now, pay when you stay $164 nightly $192 total Feb 21 - Feb 22 Total with taxes and fees 8.4/10 Very Good! (2,605 reviews) Great location and great hotel! Reviewed on Feb 3, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=12570&PinnedHotelID=12570&HadPinnedHotel=true®ionId=178248) [See all 5,734 properties in Chicago](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F7%2F2026&endDate=2%2F8%2F2026®ionId=178248) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Find the Best Chicago Vacation Packages - Plan a family vacation - Where to stay - Things to do - Personalize your itinerary - Cheap deals ## Family-friendly Chicago vacation packages Chicago is a vibrant city with a plethora of family-friendly attractions and activities, making it an ideal destination for a memorable vacation for the whole gang. Book one of Expedia's [kid-friendly vacation packages to Chicago](https://www.expedia.com/lp/theme-vacations/kid-friendly-vacations/178248/Chicago) and embark on an adventure everyone will cherish. Use Expedia's handy filters to narrow down your search by the number of bedrooms to find spacious accommodations like the [Residence Inn by Marriott Chicago Downtown / River North](https://www.expedia.com/Chicago-Hotels-Residence-Inn-By-Marriott-Chicago-Downtown-River-North.h1763534.Hotel-Information), which has rooms with kitchens for added convenience. You can also use the location filter to find downtown Chicago hotels close to all the attractions, like the [Embassy Suites by Hilton Chicago Downtown River North](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) or [the DoubleTree by Hilton Chicago – Magnificent Mile.](https://www.expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ## Where to stay [**Downtown Chicago**](https://www.expedia.com/Downtown-Chicago.d6350699.Destination-Travel-Guides): Ideal for first-time visitors, [Downtown Chicago](https://www.expedia.com/Chicago-Downtown-Chicago.dx6350699) offers easy access to iconic attractions like Millennium Park, [Navy Pier](https://www.expedia.com/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction), and the [Magnificent Mile](https://www.expedia.com/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) shopping district. Visitors can choose from a variety of hotels ranging from luxurious upscale properties like [The Langham, Chicago](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) to more budget-friendly options, like the [Hilton Garden Inn Chicago McCormick Place](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-McCormick-Place.h20114575.Hotel-Information). **The Loop:** Located in the heart of downtown, The Loop is known for its skyscrapers, theaters, and cultural attractions like the Art Institute of Chicago and the Chicago Symphony Orchestra. Hotels near The Loop are a great choice for those interested in history, architecture, and the arts. **River North**: This trendy neighborhood is known for its vibrant nightlife, art galleries, and upscale dining scene. Visitors staying at hotels close to River North like [The Royal Sonesta Chicago River North](https://www.expedia.com/Chicago-Hotels-Royal-Sonesta-Chicago-River-North.h3023837.Hotel-Information) or [21c Museum Hotel Chicago](https://www.expedia.com/Chicago-Hotels-21c-Museum-Hotel-Chicago.h26728.Hotel-Information) can enjoy easy access to attractions like the Museum of Contemporary Art and the Chicago Riverwalk. **Lincoln Park**: Situated just north of downtown, Lincoln Park is known for its leafy streets, historic homes, and the sprawling Lincoln Park Zoo. Enjoy boutique shopping, charming cafes, and easy access to the lakefront when you stay here at an affordable option like the [Hotel Lincoln,](https://www.expedia.com/Chicago-Hotels-Hotel-Lincoln.h23314.Hotel-Information) or really splash out for a luxurious trendy experience at [Claridge House](https://www.expedia.com/Chicago-Hotels-Claridge-House.h22684.Hotel-Information), which is close to the park. ## Top things to do **Iconic landmarks:** Choose hotels nearMillennium Park, like [The Westin Chicago River North](https://www.expedia.com/Chicago-Hotels-The-Westin-Chicago-River-North.h41800.Hotel-Information) or the upscale [Kinzie Hotel](https://www.expedia.com/Chicago-Hotels-Kinzie-Hotel.h992500.Hotel-Information), where you can marvel at the famous Cloud Gate sculpture and enjoy interactive exhibits at the Crown Fountain. Take a leisurely stroll along the Lakefront Trail or hop on a sightseeing cruise on Lake Michigan for breathtaking views of the city skyline. Stay in hotels near Lincoln Park to visit the Lincoln Park Zoo, one of the oldest zoos in the United States, which offers free admission and is home to a diverse array of animals from around the world, sure to delight visitors of all ages. **Museums and cultural attractions:** Discover Chicago's rich cultural heritage at world-class museums like the Field Museum, home to Sue the T. rex, and the Museum of Science and Industry, where interactive exhibits ignite curiosity in visitors of all ages. Don't miss the Shedd Aquarium and Adler Planetarium for immersive learning experiences. Many museums and attractions offer special exhibits and programs designed specifically for families, providing engaging and educational opportunities for children to learn while having fun. **Entertainment and shows:** Catch a Broadway musical or comedy show at one of Chicago's renowned theaters like the Cadillac Palace Theatre or the Chicago Shakespeare Theater. Experience the magic of live performances at Navy Pier's iconic Crystal Gardens or the Chicago Children's Theatre. There's also the Chicago Children's Museum at Navy Pier, where hands-on exhibits and interactive play areas spark creativity and imagination in young visitors. **Sporting experiences**: Chicago boasts a rich sporting culture with attractions that cater to both fans and athletes alike. Key highlights include iconic venues like Wrigley Field and Soldier Field, home to the Chicago Cubs and Chicago Bears, respectively. Basketball enthusiasts can catch NBA games at the United Center, where the Chicago Bulls play. Additionally, the city offers opportunities for outdoor activities, such as golfing along Lake Michigan or sailing on the Chicago River. For those interested in sports history, the Chicago Sports Museum at Water Tower Place provides an immersive experience showcasing the city's athletic legacy. ## City vacation in Chicago Experience the vibrant cultural scene of Chicago with Expedia's vacation packages, and immerse yourself in the city's rich heritage and artistic flair. Stay close to iconic landmarks at [citizenM Chicago Downtown](https://www.expedia.com/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) or [Hyatt Regency Chicago](https://www.expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information), and easily visit Millennium Park and the Art Institute of Chicago, where you can explore world-class exhibits and outdoor art installations. For a truly unique experience, opt for accommodations near the historic neighborhoods of Pilsen or Hyde Park, like [The Hoxton Chicago](https://www.expedia.com/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) with its rooftop swimming pool, or the [Sophy Hyde Park](https://www.expedia-aarp.com/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information), which boasts excellent guest reviews. ## How to find Chicago package deals Browse Expedia's selection of [Chicago vacation packages](https://www.expedia.com/Chicago.d178248.Destination-Travel-Guides) to find the perfect combination of flights, accommodations, car rental, and more. With Expedia, planning your Chicago getaway is simple and stress-free. Take advantage of special package deals and discounts on flights and hotels to Chicago, allowing you to maximize your savings while enjoying all that the city has to offer. Additionally, consider booking activities and attractions in advance to secure your spot and avoid long lines during your trip to Chicago. ### Things to do in Chicago Chicago offers a diverse range of activities perfect for families and outdoor enthusiasts alike. Explore vibrant shopping districts, catch a thrilling game at a local arena, or enjoy a captivating theater performance. Don’t miss iconic attractions and outdoor spaces, with plenty of free options available. Whether you're planning a day trip or seeking unique sporting experiences, Chicago's dynamic atmosphere ensures an unforgettable vacation. **Shopping** [Woodfield Mall](https://www.expedia.com/Woodfield-Mall-Chicago.d6064089.Vacation-Attraction) offers a diverse shopping experience with entertainment and family-friendly vibes. For a unique store visit, check out [LEGOLAND® Discovery Center](https://www.expedia.com/LEGOLAND-Discovery-Center-Chicago.d6169680.Vacation-Attraction). Additionally, [Chicago Place Mall](https://www.expedia.com/Chicago-Place-Mall-Downtown-Chicago.d6199336.Vacation-Attraction) features a blend of business and city vibes, making it an excellent spot for gifts and souvenirs. **Recreation** Experience the thrill of a Cubs game at [Wrigley Field](https://www.expedia.com/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction), soaking in the vibrant sports atmosphere. Enjoy a romantic evening at the historic [Chicago Theatre](https://www.expedia.com/Chicago-Theatre-Downtown-Chicago.d6064049.Vacation-Attraction), where culture and entertainment converge. For a lively night out, catch a concert at the [Aragon Ballroom](https://www.expedia.com/Aragon-Ballroom-Uptown.d553248621563220754.Vacation-Attraction), enveloped in its captivating ambiance. **Adventure** [Great Wolf Lodge Water Park](https://www.expedia.com/Great-Wolf-Lodge-Water-Park-Chicago.d726364538049507328.Vacation-Attraction) offers thrilling water slides and a wave pool, making it perfect for family fun and adventure. [Galloping Ghost](https://www.expedia.com/Galloping-Ghost-Chicago.d553248621532658619.Vacation-Attraction) is an exciting arcadeAdventureZone filled with classic games for all ages. For outdoor enthusiasts, [Salt Creek Trail](https://www.expedia.com/Salt-Creek-Trail-Chicago.d553248621532658620.Vacation-Attraction) provides scenic hiking paths amidst nature's beauty. **Nightlife** Chicago's nightlife buzzes with excitement, featuring venues like [Dave & Buster's](https://www.expedia.com/Dave-Busters-Downtown-Chicago.d553248621532658508.Vacation-Attraction) for drinks and games, while [Kingston Mines](https://www.expedia.com/Kingston-Mines-Lincoln-Park.d6322633.Vacation-Attraction) and [Blues on Halstead](https://www.expedia.com/Blues-On-Halstead-Lincoln-Park.d6322643.Vacation-Attraction) offer vibrant nightlife with live music and romance. Experience the city's energy and charm as you explore these lively hotspots. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in Chicago Chicago is a vibrant city perfect for family and outdoor vacations, offering a variety of attractions such as urban parks, beaches, and modern universities. Visitors can explore cultural sites, enjoy family-friendly experiences, and discover the beauty of the Chicago River and Riverwalk. Whether you're looking to dive into the city's rich history or simply enjoy the urban landscape, Chicago has something for every traveler. - **[Navy Pier: ](https://www.expedia.com/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction)** Experience the vibrant atmosphere of Navy Pier, a bustling hub with stunning views of Lake Michigan. Enjoy entertainment, dining, and unique attractions like the Ferris wheel, all within a friendly and scenic environment. - **[Michigan Avenue: ](https://www.expedia.com/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction)** Known as the Magnificent Mile, Michigan Avenue is a bustling street lined with upscale shops, restaurants, and iconic architecture. Immerse yourself in the city's energy as you explore everything this urban thoroughfare has to offer. - **[Millennium Park: ](https://www.expedia.com/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction)** This urban oasis is perfect for families and outdoor enthusiasts. Enjoy beautiful gardens, art installations, and free events, all while soaking in the vibrant city vibes amidst lush greenery. ### Best time to go to Chicago The best time to visit Chicago is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 25.7°F (-3.5°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | February | 27.0°F (-2.8°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | March | 37.0°F (2.8°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 46.0°F (7.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | May | 57.0°F (13.9°C) | Light Rain | Mostly Sunny | Average | Average | | June | 67.3°F (19.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | September | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 54.9°F (12.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 42.3°F (5.7°C) | Light Rain | Mostly Sunny | Average | Average | | December | 33.1°F (0.6°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | ### Tips to save on your trip to Chicago - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling to Chicago during the low season (December to February) for more affordable options. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Chicago Essential Information | Language | English | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | O'Hare Intl. Airport (ORD) | | Population | 2,720,500 | | Max Temp Winter | 30ºF | | Max Temp Summer | 75ºF | | Top Sights | [Chicago Riverwalk](https://www.expedia.com/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction), [John G. Shedd Aquarium](https://www.expedia.com/John-G-Shedd-Aquarium-Chicago.d6065141.Vacation-Attraction) and [Art Institute of Chicago](https://www.expedia.com/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction) | ## Why visit Chicago **![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/20/EG_Icons_Lodging_Room_Service.png)** Indulge in culinary delights Savor the diverse flavors of Chicago's culinary landscape, from deep-dish pizza to gourmet hot dogs. Explore bustling food markets and indulge at Michelin-starred restaurants to discover why Chicago is a foodie's paradise. **![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/20/EG_Icons_Activities_Outdoor_Activities_(2).png)** Experience thrilling sports action Catch a game at legendary stadiums like Wrigley Field and the United Center, home to the Chicago Cubs and Bulls. Feel the excitement of live sports and immerse yourself in Chicago's passionate sports culture. **![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/20/EG_Icons_Lodging_Lodging_v2.png)** Discover architectural wonders Marvel at the iconic skyline as you admire architectural treasures like the Willis Tower and historic neighborhoods like the Magnificent Mile. From skyscrapers to historic landmarks, Chicago's architecture tells a fascinating story of innovation and design. **![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/20/EG_Icons_Activities_Outdoor_Activities_(2).png)** Experience thrilling sports action Catch a game at legendary stadiums like Wrigley Field and the United Center, home to the Chicago Cubs and Bulls. Feel the excitement of live sports and immerse yourself in Chicago's passionate sports culture. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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Choose your dates: What you'd like to do in Chicago and your favorite season can help you decide when to go. > 2. Set your budget: Consider costs like flights, food and transportation when calculating how much to put aside for your trip to Chicago. Then, pick a property that works with your budget, whether that's a wallet-friendly stay or a high-end retreat. > 3. Organize your Chicago escape with our [trip planning tool](https://www.expedia.com/why/trip-planning): Look for and book accommodations and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Chicago together. > 4. Decide how long to go for: Now that you're up to speed on Chicago, you can work out the ideal length of your vacation. Pull together a draft itinerary and give yourself enough time to cover everything you want to do. > 5. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Chicago vacation package. > 6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some awesome [things to do in Chicago](https://www.expedia.com/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities). Book tickets or make reservations in advance to save time and avoid the hassle of trying to find activities once you arrive. ### Does Expedia offer Book Now, Pay Later Chicago vacation packages? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - [Hotels near Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Riverwalk ](https://www.expedia.com/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels) - [Hotels near Magnificent Mile ](https://www.expedia.com/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near Grant Park ](https://www.expedia.com/Grant-Park-Hotels.0-l507389-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Cheap-Hotels.0-n6350699-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels near The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Hotels near Millennium Park ](https://www.expedia.com/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Luxury-Hotel.0-n6350699-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotels near River North ](https://www.expedia.com/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Union Station ](https://www.expedia.com/Chicago-Union-Station-Hotels.d6129885.Travel-Guide-Hotels) - [Hotels near Michigan Avenue ](https://www.expedia.com/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels) - [Hotels near Soldier Field ](https://www.expedia.com/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Theatre ](https://www.expedia.com/Chicago-Theatre-Hotels.0-l6064049-0.Travel-Guide-Filter-Hotels) - [Hotels with a View in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-View.0-n6350699-0-tHotelswithView.Travel-Guide-Filter-Hotels) - [Hotels near Art Institute of Chicago ](https://www.expedia.com/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels) - [Hotels near State Street ](https://www.expedia.com/State-Street-Hotels.0-l6175182-0.Travel-Guide-Filter-Hotels) - [Hotels near CIBC Theatre ](https://www.expedia.com/CIBC-Theatre-Hotels.0-l553248621563220853-0.Travel-Guide-Filter-Hotels) - [Hotels near Theatre District ](https://www.expedia.com/Theatre-District-Chicago-Hotels.0-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Motels in Monroe Station ](https://www.expedia.com/Monroe-Station-Motels.d6189309-aaMotels.Travel-Guide-Accommodation) - [Central Chicago Hotels ](https://www.expedia.com/Central-Chicago-Hotels.d553248635976475413.Travel-Guide-Hotels) - [Condo Rentals in Monroe Station ](https://www.expedia.com/Monroe-Station-Condos.d6210064-aaCondos.Travel-Guide-Accommodation) - [Cheap Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Cheap-Hotels.0-n800024-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels near Sullivan Center ](https://www.expedia.com/Sullivan-Center-Hotels.0-l553248621533116571-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Theatre District ](https://www.expedia.com/4Star-Theatre-District-Chicago-Hotels.s40-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Hotels near Chagall's Four Seasons ](https://www.expedia.com/Chagalls-Four-Seasons-Hotels.0-l553248621533116569-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Theatre District ](https://www.expedia.com/3Star-Theatre-District-Chicago-Hotels.s30-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Hotels with Suites in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotel-Suites.0-n6350699-0-tHotelSuites.Travel-Guide-Filter-Hotels) - [Hotels near Marquette Building ](https://www.expedia.com/Marquette-Building-Hotels.0-l553248621533116542-0.Travel-Guide-Filter-Hotels) - [Hotels near Chase Tower ](https://www.expedia.com/Chase-Tower-Hotels.0-l553248621555594882-0.Travel-Guide-Filter-Hotels) - 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[Chicago Cultural Center ](https://www.expedia.com/Chicago-Cultural-Center-Downtown-Chicago.d6064037.Vacation-Attraction) - [Richard J. 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[CNA Center ](https://www.expedia.com/CNA-Center-Downtown-Chicago.d553248633992321986.Vacation-Attraction) - [Noble Fool Theater ](https://www.expedia.com/Noble-Fool-Theater-Downtown-Chicago.d553248621555594884.Vacation-Attraction) - [Chicago City Hall ](https://www.expedia.com/Chicago-City-Hall-Downtown-Chicago.d6064035.Vacation-Attraction) - [Goodman Theater ](https://www.expedia.com/Goodman-Theater-Downtown-Chicago.d6065127.Vacation-Attraction) - [Chicago Riverwalk ](https://www.expedia.com/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction) - [Buckingham Fountain ](https://www.expedia.com/Buckingham-Fountain-Downtown-Chicago.d6064027.Vacation-Attraction) - [Grant Park ](https://www.expedia.com/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction) - [Skydeck Ledge ](https://www.expedia.com/Skydeck-Ledge-Downtown-Chicago.d6125597.Vacation-Attraction) - [Cadillac Palace Theatre ](https://www.expedia.com/Cadillac-Palace-Theatre-Downtown-Chicago.d6227645.Vacation-Attraction) - [Roosevelt University ](https://www.expedia.com/Roosevelt-University-Downtown-Chicago.d553248633992284624.Vacation-Attraction) - [Aon Center ](https://www.expedia.com/Aon-Center-Downtown-Chicago.d6064015.Vacation-Attraction) - [Auditorium Building and Theatre ](https://www.expedia.com/Auditorium-Building-And-Theatre-Downtown-Chicago.d6064023.Vacation-Attraction) - [Harris Theater ](https://www.expedia.com/Harris-Theater-Downtown-Chicago.d6182886.Vacation-Attraction) - [Willow Creek Chicago ](https://www.expedia.com/Willow-Creek-Chicago-Downtown-Chicago.d553248621555594899.Vacation-Attraction) - [Pontiac Building ](https://www.expedia.com/Pontiac-Building-Downtown-Chicago.d553248621533116537.Vacation-Attraction) - [Carbide and Carbon Building ](https://www.expedia.com/Carbide-And-Carbon-Building-Downtown-Chicago.d553248621555594910.Vacation-Attraction) - [Marina City ](https://www.expedia.com/Marina-City-Downtown-Chicago.d553248621533116577.Vacation-Attraction) - [Civic Opera House ](https://www.expedia.com/Civic-Opera-House-Downtown-Chicago.d6064055.Vacation-Attraction) - [311 S Wacker Dr ](https://www.expedia.com/311-S-Wacker-Dr-Downtown-Chicago.d6069157.Vacation-Attraction) - [Columbia College Chicago ](https://www.expedia.com/Columbia-College-Chicago-Downtown-Chicago.d6182905.Vacation-Attraction) - [House of Blues Chicago ](https://www.expedia.com/House-Of-Blues-Chicago-Downtown-Chicago.d6227753.Vacation-Attraction) - [Visit Theatre District ](https://www.expedia.com/Chicago-Theatre-District.dx651190586167894016) - [Maggie Daley Park ](https://www.expedia.com/Maggie-Daley-Park-Downtown-Chicago.d6182884.Vacation-Attraction) - [333 West Wacker Drive ](https://www.expedia.com/333-West-Wacker-Drive-Downtown-Chicago.d553248621555594892.Vacation-Attraction) - [Second Franklin Building ](https://www.expedia.com/Second-Franklin-Building-Downtown-Chicago.d553248621533116536.Vacation-Attraction) - [Downtown Chicago Vacations ](https://www.expedia.com/Downtown-Chicago.d6350699.Destination-Travel-Guides) - [Museum of Broadcast Communications ](https://www.expedia.com/Museum-Of-Broadcast-Communications-Downtown-Chicago.d553248621533116576.Vacation-Attraction) - 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