Title: Wheeling Vacation Packages 2026 from $485 | Expedia.com [Wheeling Travel Guide](https://expedia.com/Wheeling.dx173972)[Hotels in Wheeling](https://expedia.com/Wheeling-Hotels.d173972.Travel-Guide-Hotels)[Vacation Rentals in Wheeling](https://expedia.com/Wheeling-Vacation-Rentals.d173972.Travel-Guide-VacationRentals)[Flights to Wheeling](https://expedia.com/Cheap-Flights-To-Wheeling.d173972.Travel-Guide-Flights)[Things to do in Wheeling](https://expedia.com/Things-To-Do-In-Wheeling.d173972.Travel-Guide-Activities)[Car Rentals in Wheeling](https://expedia.com/Car-Rentals-In-Wheeling.d173972.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Wheeling Vacations from $485 ## 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 Wheeling Vacation When you organize a vacation package to Wheeling, you can relax and enjoy your getaway knowing your travel plans are in order. Uncover the wonders of this vibrant city while staying in a neighborhood like Riverwoods, which is good for nature. A trip to Wheeling is a superb opportunity to sightsee. Be sure to visit big-name attractions such as [Marriott Theatre](https://www.expedia.com/Marriott-Theatre-Half-Day.d553248621532659125.Vacation-Attraction), [The Glen Club](https://www.expedia.com/The-Glen-Club-Chicago.d6227490.Vacation-Attraction) and [Arlington International Racecourse](https://www.expedia.com/Arlington-International-Racecourse-Chicago.d6064019.Vacation-Attraction). Stop daydreaming and start doing. Explore the wide range of options on Expedia today and put your Wheeling vacation plans into action! ## The Latest Wheeling vacation packages Price found within the past 48 hours. Click for updated prices. ![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 $485 per person Jun 12 - Jun 14 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 9.4/10 Exceptional! (3,688 reviews) Very beautiful hotel! Room was spacious and clean and great front desk service, especially Francisco he was very nice and even let me check in early..which was greatly appreciated. Reviewed on Apr 8, 2026 ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LondonHouse Chicago, Curio Collection by Hilton Downtown Chicago Save 100% on your flight $845 per person Jun 11 - Jun 16 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 9.4/10 Exceptional! (3,647 reviews) Very nice and clean hotel Reviewed on Apr 8, 2026 ![Thompson Chicago, by Hyatt](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/8920c075_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Thompson Chicago, by Hyatt Downtown Chicago Save 100% on your flight $1,008 per person Jun 11 - Jun 16 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 9.2/10 Wonderful! (1,332 reviews) Restaurant next door can be loud and surprise you when entering the lobby. Great location. Will return. Reviewed on Apr 8, 2026 ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/a48bf16b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Chicago O'Hare Airport O'Hare Save 100% on your flight $537 per person May 21 - May 25 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 8.4/10 Very Good! (2,241 reviews) Great location and service. Needs alittle renovation of interior Reviewed on Apr 7, 2026 ![Hotel Saint Clair- Magnificent Mile](https://images.trvl-media.com/lodging/1000000/50000/50000/49985/c230295e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Saint Clair- Magnificent Mile Downtown Chicago Save 100% on your flight $685 per person Jun 25 - Jun 29 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 8.4/10 Very Good! (1,881 reviews) Good location , room was small clean. They were sold out of rooms with refrigerators and weren’t very accommodating on moving me when one became available. Staff makes quite the noise in the morning time but overall it was a decent stay .. Reviewed on Apr 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Wheeling [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-09/2026-05-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Wheeling ![Wrigley Field](https://images.trvl-media.com/place/6034754/d10ea4fa-9a61-425f-b749-3325e9303223.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field 4.5/5(2,149 reviews) 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) ![Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format](https://images.trvl-media.com/place/6069213/2e400cca-d4de-4424-b8be-c4a1fa3a5d7a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Naval Base Great Lakes 4.5/5(461 reviews) After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area. [](https://expedia.com/Naval-Base-Great-Lakes-Chicago.d6069213.Vacation-Attraction) ![Navy Pier](https://images.trvl-media.com/place/6069215/a6173fc5-04f4-4a58-b70a-61c78e1b648e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier 4.5/5(4,923 reviews) 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 Wheeling ![360 CHICAGO Observation Deck ](https://mediaim.expedia.com/localexpert/170348/1cbf6a0b-f355-4f8a-a858-37fdc0668a64.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 360 CHICAGO Observation Deck $27 per adult **86%** of travellers recommend [](https://expedia.com/things-to-do/360-chicago-observation-deck.a170348.activity-details) ![Chicago Bulls Basketball Game at United Center](https://mediaim.expedia.com/localexpert/47300776/972792e4-c31c-4347-9c2d-8d50ffbad913.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Bulls Basketball Game at United Center $66 per adult **80%** of travellers recommend [](https://expedia.com/things-to-do/chicago-bulls-basketball-game-at-united-center.a47300776.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) [See all activities in Wheeling](https://expedia.com/things-to-do/search?rid=173972) ## Wheeling Hotel Deals ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/a48bf16b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago O'Hare Airport O'Hare International Airport Chicago IL Fully refundableReserve now, pay when you stay $204 nightly $240 total May 9 - May 10 Total with taxes and fees 8.4/10 Very Good! (2,257 reviews) We ate at the restaurant and the food was excellent. Very happy with our stay. Reviewed on Apr 7, 2026 [](https://expedia.com/Hotel-Search?startDate=5%2F9%2F2026&endDate=5%2F10%2F2026&selected=8058&PinnedHotelID=8058&HadPinnedHotel=true®ionId=173972) ![Hyatt Regency O'Hare Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/2c5e0afa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency O'Hare Chicago 9300 Bryn Mawr Ave Rosemont IL Fully refundableReserve now, pay when you stay $160 nightly $182 total Apr 13 - Apr 14 Total with taxes and fees 8.8/10 Excellent! (2,475 reviews) Clean room, great staff, shuttle to the airport Reviewed on Apr 8, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F13%2F2026&endDate=4%2F14%2F2026&selected=5403&PinnedHotelID=5403&HadPinnedHotel=true®ionId=173972) ![Marriott Chicago O'Hare](https://images.trvl-media.com/lodging/1000000/10000/300/281/c9c2af9c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Marriott Chicago O'Hare 8535 West Higgins Road Chicago IL Fully refundableReserve now, pay when you stay $179 nightly $210 total May 9 - May 10 Total with taxes and fees 8.6/10 Excellent! (1,235 reviews) I enjoyed my stay! Reviewed on Apr 6, 2026 [](https://expedia.com/Hotel-Search?startDate=5%2F9%2F2026&endDate=5%2F10%2F2026&selected=281&PinnedHotelID=281&HadPinnedHotel=true®ionId=173972) [See all 2,783 properties in Wheeling](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F10%2F2026&endDate=4%2F11%2F2026®ionId=173972) 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 Wheeling Vacation Packages ### Things to do near Wheeling Wheeling, Illinois, offers a variety of activities perfect for families and business travelers alike. Visitors can enjoy outdoor fun with golfing and horseback riding, while shopping enthusiasts can explore local shopping centers. Whether you're looking for memorable experiences or simply a day of relaxation, Wheeling has something for everyone to enjoy. **Shopping** In Wheeling, you can visit [Wolff's Flea Market](https://www.expedia.com/Wolffs-Flea-Market-Chicago.d553248621532658599.Vacation-Attraction) for unique finds just 5 miles away. If you're up for a drive, check out [Woodfield Mall](https://www.expedia.com/Woodfield-Mall-Chicago.d6064089.Vacation-Attraction), 8 miles away, for a vast selection of shops and entertainment. [LEGOLAND® Discovery Center](https://www.expedia.com/LEGOLAND-Discovery-Center-Chicago.d6169680.Vacation-Attraction) is also nearby at 9 miles, perfect for family fun. **Recreation** Experience the thrill of live sports at [Allstate Arena](https://www.expedia.com/Allstate-Arena-Chicago.d6069163.Vacation-Attraction), just 9 miles from Wheeling. Enjoy a romantic evening at [Marriott Theatre](https://www.expedia.com/Marriott-Theatre-Half-Day.d553248621532659125.Vacation-Attraction), 4 miles away, featuring captivating performances. For music lovers, [Ravinia Pavilion](https://www.expedia.com/Ravinia-Pavilion-Chicago.d553248621558034247.Vacation-Attraction), 8 miles distant, offers unforgettable concerts in a stunning outdoor setting. **Adventure** [Xtreme Trampolines](https://www.expedia.com/Xtreme-Trampolines-Chicago.d553248621532658605.Vacation-Attraction) is an exhilarating arcadeAdventureZone located 2 miles from Wheeling, offering a thrilling atmosphere for family fun and adventure. [Rainbow Falls Waterpark](https://www.expedia.com/Rainbow-Falls-Waterpark-Chicago.d6247247.Vacation-Attraction), situated 10 miles away, provides a splashy retreat with entertainment for all ages. [Orbit Skate Center](https://www.expedia.com/Orbit-Skate-Center-Chicago.d553248621532658598.Vacation-Attraction), 5 miles from Wheeling, is perfect for skating enthusiasts seeking excitement. **Nightlife** For a vibrant nightlife experience near Wheeling, check out [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), both 20 miles away, offering lively atmospheres with romance and city vibes. [Dave & Buster's](https://www.expedia.com/Dave-Busters-Downtown-Chicago.d553248621532658508.Vacation-Attraction), located 22 miles away, combines entertainment with a pub setting, perfect for a fun night out. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Wheeling Wheeling, Illinois, is perfect for family, business, and city-themed vacations, offering a mix of modern attractions. Visitors can explore local points of interest such as urban parks, beaches, and colleges, catering to those seeking cultural and family experiences. Don't miss top attractions like Oglebay Park and other tourist destinations that highlight the charm of this vibrant city. - **[Schaumburg Convention Center: ](https://www.expedia.com/Schaumburg-Convention-Center-Chicago.d6169684.Vacation-Attraction)** Located 8 miles from Wheeling, this state-of-the-art venue buzzes with business vibes. It's perfect for conferences, trade shows, and exhibitions, featuring versatile spaces and modern amenities that cater to professional gatherings. - **[Six Flags Great America: ](https://www.expedia.com/Six-Flags-Great-America-Chicago.d6023396.Vacation-Attraction)** About 16 miles away, this thrilling theme park offers a family-friendly atmosphere packed with entertainment. Expect exhilarating rides, live shows, and various attractions that ensure a fun-filled day for visitors of all ages. - **[Northwestern University: ](https://www.expedia.com/Northwestern-University-Chicago.d6034942.Vacation-Attraction)** Situated 14 miles from Wheeling, this prestigious university boasts a vibrant city vibe. Explore its beautiful campus, impressive architecture, and engaging cultural events that reflect a rich academic environment. ### Best time to go to Wheeling The best time to visit Wheeling 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 average 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 | 23.7°F (-4.6°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 25.5°F (-3.6°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 37.4°F (3.0°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 46.8°F (8.2°C) | Light Rain | Mostly Cloudy | Average | Average | | May | 58.5°F (14.7°C) | Light Rain | Mostly Sunny | Average | Average | | June | 68.5°F (20.3°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 73.6°F (23.1°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 72.7°F (22.6°C) | Light Rain | Mostly Sunny | Slightly High | Average | | September | 66.2°F (19.0°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 53.6°F (12.0°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 40.8°F (4.9°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 31.3°F (-0.4°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | ### Tips to save on your trip to Wheeling - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling to Wheeling 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. ## Wheeling Essential Information | Language | English | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | O'Hare Intl. Airport (ORD) | | Population | 38,100 | | Max Temp Winter | 30ºF | | Max Temp Summer | 80ºF | | Top Sights | [Rosemont Theatre](https://www.expedia.com/Rosemont-Theatre-OHare.d6064061.Vacation-Attraction), [Parkway Bank Park Entertainment District](https://www.expedia.com/Parkway-Bank-Park-Entertainment-District-OHare.d553248621561882886.Vacation-Attraction) and [Marriott Theatre](https://www.expedia.com/Marriott-Theatre-Half-Day.d553248621532659125.Vacation-Attraction) | ## 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 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Wheeling vacation package cost? ### What are the cheapest months to go to Wheeling? ### How many days is enough for Wheeling? ### How to find the best Wheeling package deals? ### Is it cheaper to book a Wheeling vacation as a package? ### When to book a vacation package to Wheeling? ### How to plan a trip to Wheeling? > 1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Wheeling. > 2. Plan your budget wisely: On top of the cost of your hotel, you'll need to factor in other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Wheeling. > 3. Organize your Wheeling escape with our [trip planning tool](https://www.expedia.com/why/trip-planning): Look for and book hotels and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to Wheeling together. > 4. Decide how many days away: Start by listing all the activities and sights you want to get to in Wheeling. Then, estimate how long you'll need for each, including any travel time. > 5. Combine your accommodations and airfare: After you've settled on your trip dates and duration, book the right Wheeling vacation package for you. > 6. Book any activities or day trips: Here's the fun part — organizing everything you want to do and see. Check out some of the incredible [things to do in Wheeling](https://www.expedia.com/Things-To-Do-In-Wheeling.d173972.Travel-Guide-Activities) in Wheeling and book your tickets in advance to save time (and maybe some dollars too!). ### Does Expedia offer Book Now, Pay Later Wheeling vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Chicago Hotels ](https://www.expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Hotels near Wheeling Station ](https://www.expedia.com/Wheeling-Station-Hotels.d6214275.Travel-Guide-Hotels) - [Hotels near Heritage Park ](https://www.expedia.com/Heritage-Park-Hotels.0-l6187276-0.Travel-Guide-Filter-Hotels) - [Hotels near Chevy Chase Country Club ](https://www.expedia.com/Chevy-Chase-Country-Club-Hotels.0-l553248635975883233-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Executive ](https://www.expedia.com/Chicago-Executive-Airport-Hotels.0-aPWK-0.Travel-Guide-Filter-Hotels) - [Hotels near Buffalo Grove Station ](https://www.expedia.com/Buffalo-Grove-Station-Hotels.d6214279.Travel-Guide-Hotels) - [Hotels near Xtreme Trampolines ](https://www.expedia.com/Xtreme-Trampolines-Hotels.0-l553248621532658605-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago ](https://www.expedia.com/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights from Chicago Executive ](https://www.expedia.com/lp/airports/pwk/flights-from-chicago-executive-airport) - [Flights from Lafayette (LAF) to Chicago (PWK) ](https://www.expedia.com/lp/flights/laf/pwk/lafayette-to-chicago) - [Flights from Los Angeles (LAX) to Chicago (PWK) ](https://www.expedia.com/lp/flights/lax/pwk/los-angeles-to-chicago) - [Flights from Dallas (DFW) to Chicago (PWK) ](https://www.expedia.com/lp/flights/dfw/pwk/dallas-to-chicago) - [Flights from Phoenix (PHX) to Chicago (PWK) ](https://www.expedia.com/lp/flights/phx/pwk/phoenix-to-chicago) - [Flights from St. Louis (STL) to Chicago (PWK) ](https://www.expedia.com/lp/flights/stl/pwk/st-louis-to-chicago) - [Flights from Orlando (MCO) to Chicago (PWK) ](https://www.expedia.com/lp/flights/mco/pwk/orlando-to-chicago) - 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Marie (CIU) to Chicago (PWK) ](https://www.expedia.com/lp/flights/ciu/pwk/sault-ste-marie-to-chicago) - [Flights from Nashville (BNA) to Chicago (PWK) ](https://www.expedia.com/lp/flights/bna/pwk/nashville-to-chicago) - [Flights from Richmond (RIC) to Chicago (PWK) ](https://www.expedia.com/lp/flights/ric/pwk/richmond-to-chicago) - [Flights from Chicago (ORD) to Chicago (PWK) ](https://www.expedia.com/lp/flights/ord/pwk/chicago-to-chicago) - [Flights from Orlando (SFB) to Chicago (PWK) ](https://www.expedia.com/lp/flights/sfb/pwk/orlando-to-chicago) - [Flights from San Antonio (SAT) to Chicago (PWK) ](https://www.expedia.com/lp/flights/sat/pwk/san-antonio-to-chicago) - [Flights from Montreal (YUL) to Chicago (PWK) ](https://www.expedia.com/lp/flights/yul/pwk/montreal-to-chicago) - [Flights from Milwaukee (MKE) to Chicago (PWK) ](https://www.expedia.com/lp/flights/mke/pwk/milwaukee-to-chicago) - [Flights from Mumbai (BOM) to Chicago (PWK) ](https://www.expedia.com/lp/flights/bom/pwk/mumbai-to-chicago) - [Flights from Santa Monica (SMO) to Chicago (PWK) ](https://www.expedia.com/lp/flights/smo/pwk/santa-monica-to-chicago) - [Flights from Minocqua (ARV) to Chicago (PWK) ](https://www.expedia.com/lp/flights/arv/pwk/minocqua-to-chicago) - [Flights from Tri-Cities (TRI) to Chicago (PWK) ](https://www.expedia.com/lp/flights/tri/pwk/tri-cities-to-chicago) - [Flights from Fargo (FAR) to Chicago (PWK) ](https://www.expedia.com/lp/flights/far/pwk/fargo-to-chicago) - [Flights from Fort Myers (RSW) to Chicago (PWK) ](https://www.expedia.com/lp/flights/rsw/pwk/fort-myers-to-chicago) - [Flights from Cincinnati (LUK) to Chicago (PWK) ](https://www.expedia.com/lp/flights/luk/pwk/cincinnati-to-chicago) - [Xtreme Trampolines ](https://www.expedia.com/Xtreme-Trampolines-Chicago.d553248621532658605.Vacation-Attraction) - [Buffalo Grove Vacations ](https://www.expedia.com/Buffalo-Grove.d6276.Destination-Travel-Guides) - [Isaak Walton Park ](https://www.expedia.com/Isaak-Walton-Park-Chicago.d6187049.Vacation-Attraction) - [Car rental Chicago Airport (ORD) ](https://www.expedia.com/Car-Rentals-In-OHare-Intl.d4477519.Car-Rental-Guide) - [Thrifty Car Rental Rental Cars in Chicago Executive ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Chicago-Executive.d6031352-c45.Car-Rental-Guide-Suppliers) - [Car rental Chicago Airport (PWK) ](https://www.expedia.com/Car-Rentals-In-Chicago-Executive.d6031352.Car-Rental-Guide) - [National Car Rental Rental Cars in Chicago Executive ](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Chicago-Executive.d6031352-c42.Car-Rental-Guide-Suppliers) - [Payless Rental Cars in Chicago Executive ](https://www.expedia.com/Payless-Car-Rentals-In-Chicago-Executive.d6031352-c38.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Chicago Executive ](https://www.expedia.com/Avis-Car-Rentals-In-Chicago-Executive.d6031352-c41.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Chicago Executive ](https://www.expedia.com/Enterprise-Car-Rentals-In-Chicago-Executive.d6031352-c15.Car-Rental-Guide-Suppliers) - [Easirent Rental Cars in Chicago Executive ](https://www.expedia.com/Easirent-Car-Rentals-In-Chicago-Executive.d6031352-c1039.Car-Rental-Guide-Suppliers) - [Fox Rental Cars Rental Cars in Chicago Executive ](https://www.expedia.com/Fox-Rental-Cars-Car-Rentals-In-Chicago-Executive.d6031352-c19.Car-Rental-Guide-Suppliers) - [Dollar Rent A Car Rental Cars in Chicago Executive ](https://www.expedia.com/Dollar-Rent-A-Car-Car-Rentals-In-Chicago-Executive.d6031352-c43.Car-Rental-Guide-Suppliers) - [Compact Car Rentals near Chicago Executive ](https://www.expedia.com/Compact-Car-Rentals-In-Chicago-Executive.d6031352-tCompact.Car-Rental-Guide-Class) - [First-Car Rental Cars in Chicago Executive ](https://www.expedia.com/First-Car-Car-Rentals-In-Chicago-Executive.d6031352-c1019.Car-Rental-Guide-Suppliers) - [Car rentals near Xtreme Trampolines ](https://www.expedia.com/Car-Rentals-In-Xtreme-Trampolines.d553248621532658605.Car-Rental-Guide) \* Savings based on package bookings compared to the price of the same components booked separately. 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