Illinois Vacations & Trips from $314

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Your Illinois Vacation

Lock in a vacation package to Illinois and travel on your own terms. You'll be delighted by its views, dining and culture. A trip to Illinois wouldn't be complete without exploring some of its most renowned cities, starting with Chicago. Some of the most popular attractions here include Wrigley Field and Navy Pier. Schaumburg is another favorite with Illinois travelers. Visitors to this exciting city enjoy Woodfield Mall and Schaumburg Convention Center. From the moment you book your Illinois vacation to when you return home, Expedia has you covered each step of the way.

Top destinations in Illinois

A city skyline with modern skyscrapers and a river with boats and people in the foreground.

Chicago

Chicago
A historic downtown street with vintage buildings, a church steeple, and a prominent clock tower.

Galena

Galena
A river with boats docked, a bridge, and buildings in the background.

Rockford

Rockford
A city street with a large white dome building in the background.

Springfield

Springfield
A historic building with a 'GUIDO'S' sign, outdoor seating, and a clock.

Champaign

Champaign
A city skyline with a river in the foreground.

Peoria

Peoria
A large, historic stone building with a round tower, surrounded by a fence and greenery.

Joliet

Joliet
A river flowing through a forest with autumn-colored trees and fallen leaves.

Tinley Park

Tinley Park
A street lined with historic buildings, parked cars, and a woman walking.

Bloomington

Bloomington

The Latest Illinois Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

Downtown Chicago
Save 100% on your flight
$314
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.6/10 Good! (2,721 reviews)
Friendly staff, clean rooms. A little dated with some things, but overall a comfortable stay. The location was amazing with so many things to do within a walking distance.

Reviewed on Aug 10, 2026

The Wildwood Hotel

The Wildwood Hotel

Save 100% on your flight
$529
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.2/10 Wonderful! (1,672 reviews)
Very nice hotel in a very nice neighborhood. It felt safe and comfortable in the community since we were trying to avoid the downtown St Louis area and its traffic.. Our room was with a balcony which the front desk was very helpful in arranging for us. I would go back for sure if traveling in the area.

Reviewed on Aug 9, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
Save 100% on your flight
$768
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
Great staff, great place!

Reviewed on Aug 5, 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
Save 100% on your flight
$2,857
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
The

Reviewed on Aug 10, 2026

Remodeled and Inviting Free EV

Remodeled and Inviting Free EV

Save 100% on your flight
$777
per person
Nov 1 - Nov 8
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
10/10 Exceptional! (1 review)
It was nice to stay for a weekend but the neighborhood was nice I like the location where it wasn't too far from grocery stores food areas the only thing I was saying is it's nothing for the kids to do but overall I like it

Reviewed on Aug 7, 2026

Where to stay in Illinois

Find the best Illinois areas and neighborhoods for the activities you enjoy most.Learn more about Illinois
Learn more about Illinois
A busy city street with tall buildings, a bus, and cars.
A cityscape with tall skyscrapers and a historic tower.
The Chicago Theatre with ornate architecture and a prominent marquee.
A river with boats, surrounded by tall buildings and a clear sky.
The Chicago Theatre with marquee lights and a large illuminated sign.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

A river with yellow boats, a bridge, and tall buildings.
A nighttime cityscape with illuminated buildings and a bridge over a river.
A nighttime cityscape with illuminated skyscrapers and a river.
A city skyline with modern skyscrapers, a marina with boats, and a park with people walking.
A river with a bridge, modern buildings, and a historic tower.

The Loop

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.

A historic castle-like building with intricate stonework and a paved walkway.
A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
A city intersection with tall buildings, including a historic building labeled "Water Tower Place."
A cityscape with tall buildings, a prominent clock tower, and a busy intersection with moving vehicles.
A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

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.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.
A river with boats, tall buildings, and a bridge.
Photo by Polina Quick
A Trump Building with a glass facade reflecting the cityscape.
Photo by throwingsofas
A large, historic building with a central tower and multiple windows, located near a body of water.
A nighttime cityscape with illuminated buildings, a river, and a bridge.
Photo by Katie Robinson

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.

The Chicago Theatre with illuminated marquee and a wet street reflecting lights.
Photo by Mattyboy876
A busy urban street with historic buildings, a prominent restaurant sign, and modern skyscrapers in the background.
A large illuminated sign with the letters "CHICA" and a circular design.
Photo by © Choose Chicago
A theater marquee with "CHICAGO" and "CHASE" illuminated.
The Chicago Theatre with marquee lights and a large sign.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Best Places to Vacation in Illinois

1. Find your perfect Chicago vacation

Chicago is renowned as a vibrant city that offers a diverse range of experiences for families. With its iconic skyline and impressive architecture, the city is a paradise for urban enthusiasts. From exploring the renowned theater scene to visiting world-class museums, there is something for everyone. Families can also enjoy picturesque views of the city's skyline along the scenic riverfront. The city's shopping options are equally impressive, with a wide range of boutiques and department stores. Chicago's unique blend of art, culture, and entertainment ensures a memorable family vacation.

  • Travelers tend to stay 2 days in Chicago

2. Book your ideal Galena with a vacation package

Galena, Illinois is a charming destination for outdoor enthusiasts. Its picturesque location along the river and hilly terrain make it ideal for activities like hiking, biking, and boating. History buffs will enjoy exploring the town's museums and historical sites, while wine lovers can indulge in tastings at local wineries. For those seeking a bit of excitement, the nearby casino offers entertainment and gaming options. Galena is also known for its friendly people and vibrant shopping scene, with unique boutiques and antique shops. With a mix of natural beauty and cultural attractions, Galena has something for everyone.

  • Travelers tend to stay 2 days in Galena

3. Enjoy Schaumburg with a travel package

Champaign, Illinois is a vibrant city with a diverse and lively atmosphere. Located near the University of Illinois, it offers a rich cultural experience with its thriving theater and live music scene. Visitors can enjoy a wide range of entertainment options, from sports events to opera performances. The city also boasts excellent dining and shopping opportunities, catering to all tastes and preferences. Whether you're a fan of football or looking for family-friendly activities, Champaign has something for everyone. Soak up the local atmosphere and immerse yourself in the vibrant culture of this charming Midwestern city.

  • The peak season is from May to July
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Schaumburg

4. Plan your dream getaway to Rosemont

Rosemont, Illinois is the perfect destination for a family vacation. With its close proximity to Chicago, there are endless opportunities for entertainment and fun. Whether you're a sports fan looking to catch a hockey game, a shopaholic in search of the latest fashion trends, or a foodie looking to indulge in delicious dining options, Rosemont has it all. The town offers a variety of outdoor activities such as biking and recreation, as well as theaters and live music venues for those seeking cultural experiences. With its vibrant atmosphere and diverse range of attractions, Rosemont is guaranteed to provide a memorable family vacation.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Rosemont

6. Escape to Springfield with a vacation package

Springfield, Illinois is a perfect destination for a family vacation. The city offers a diverse range of activities and attractions suitable for all ages. Explore the numerous museums and historical sites, such as the Abraham Lincoln Presidential Library and Museum. Enjoy live music performances and take part in the lively festivals held throughout the year. The city's architecture and shopping scene are also worth exploring. Springfield provides a family-friendly atmosphere with plenty of dining options to satisfy everyone's taste buds. Whether you're interested in history, culture, or simply having a good time, Springfield has something for everyone.

  • Travelers tend to stay 2 days in Springfield

5. Explore Naperville with a vacation package

Schaumburg, located in Illinois, offers a diverse range of experiences for family vacations. The town is known for its excellent shopping and dining options, as well as its sports and football facilities. Families can enjoy a variety of family-friendly activities and entertainment, such as horseback riding and live music. The friendly people and the vibrant atmosphere make Schaumburg a welcoming destination for travelers. Whether you're looking to explore the local attractions or simply relax and enjoy the local atmosphere, Schaumburg has something to offer for everyone.

  • The peak season is from May to July
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Naperville

Things to do in Illinois

Illinois offers a fantastic range of outdoor adventures and scenic experiences perfect for a memorable vacation. Visitors can explore beautiful campgrounds, enjoy recreational areas, and embark on thrilling activities. Don't miss the chance to take a day trip along picturesque scenic byways, where you can soak in the iconic landscapes and vibrant local culture that make Illinois a unique destination for adventure seekers.

Shopping

Woodfield Mall offers a vibrant shopping experience with entertainment and family-friendly vibes, perfect for finding gifts. Check out LEGOLAND® Discovery Center for unique souvenirs. Additionally, the Chicago Place Mall is ideal for a mix of business and family shopping in the heart of the city.

Recreation

Wrigley Field offers an energetic atmosphere with thrilling sports events, perfect for fans seeking excitement. The Chicago Theatre enchants visitors with its stunning performances, blending culture and romance. For tranquility, the Garden of the Gods Recreation Area invites you to unwind amidst scenic beauty and peaceful trails.

Adventure

Experience the thrill of motor racing at Route 66 Raceway, where adrenaline meets speed in an electrifying atmosphere. For family fun, dive into the excitement at Raging Waves Waterpark, featuring slides and attractions for all ages. For an unforgettable adventure, take to the skies with Skydive Chicago and enjoy breathtaking views.

Nightlife

In Illinois, dive into the nightlife at Fast Eddie's Bon Air and Dave & Buster's, both offering lively vibes and entertainment. For a more energetic experience, visit Kingston Mines, where romance and city energy combine for an unforgettable night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Illinois

Illinois offers a perfect blend of outdoor adventure and scenic beauty, making it an ideal vacation spot. Visitors can explore urban parks, modern colleges and universities, and national and state parks. These attractions cater to those seeking cultural experiences, outdoor activities, and family-friendly fun, ensuring an enjoyable getaway for all types of travelers.

  • Navy Pier: Experience the vibrant atmosphere of Navy Pier, a bustling jetty filled with attractions, restaurants, and stunning waterfront views. It's perfect for a leisurely stroll or enjoying thrilling rides while soaking in the urban scenery and friendly vibes.
  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a premier shopping and dining destination. Enjoy the lively city vibes as you explore high-end boutiques, iconic landmarks, and a variety of culinary delights along this bustling street.
  • Millennium Park: A must-visit urban oasis, Millennium Park offers family-friendly activities, beautiful gardens, and art installations. Enjoy outdoor concerts, relax in the green spaces, and take memorable photos with the famous Cloud Gate sculpture.

Best time to go to Illinois

The best time to visit Illinois can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Illinois falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Illinois falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.3°F (-4.3°C)Light RainMostly CloudyAverageSlightly Low
February28.8°F (-1.8°C)Light RainMostly CloudyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageAverage
April50.7°F (10.4°C)Light RainMostly SunnyAverageAverage
May57.2°F (14.0°C)Light RainMostly SunnySlightly HighAverage
June69.1°F (20.6°C)Light RainMostly SunnySlightly HighSlightly High
July78.8°F (26.0°C)Light RainMostly SunnySlightly HighAverage
August76.8°F (24.9°C)Light RainMostly SunnyAverageAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.1°F (12.3°C)Light RainMostly SunnySlightly LowSlightly High
November41.7°F (5.4°C)Light RainMostly SunnySlightly LowAverage
December30.0°F (-1.1°C)Light RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Illinois

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Illinois.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Illinois.
  • 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.

Find the Best Illinois Vacation Packages

Illinois Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Top Sights
Grant Park, Millennium Park and John G. Shedd Aquarium
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations
Gay Friendly Vacations
LGBTQ Friendly Vacations
LGBTQ Friendly Vacations
Adventure Vacations
Adventure Vacations
Honeymoon Vacations
Honeymoon Vacations
Mountain Vacations
Mountain Vacations
Fishing Vacations
Fishing Vacations
Adults Only Vacations
Adults Only Vacations
Waterpark Vacations
Waterpark Vacations
Scuba Diving Vacations
Scuba Diving Vacations
Yoga Vacations
Yoga Vacations
Cheap Vacations
Cheap Vacations
Solo Vacations
Solo Vacations

Frequently asked questions

How much does an Illinois vacation package cost?
Perhaps much less than you think — from a low $314, actually! By combining hotels, flights and car rentals into a tailor-made vacation package, your Illinois escape is just clicks away.
How do I get a cheap travel package to Illinois?
Booking a flight and hotel together with Expedia won't just save precious time — it'll save you a nice amount too. An Illinois vacation package makes it simple to put together your perfect trip. With more than 550 airlines throughout the world to choose from, finding convenient flights that suit your schedule won't be a problem. In addition to that, we have over 1,000,000 properties globally to choose from. Now that's choice! No matter who you are, Expedia brings the world within your reach.
Where should I stay in Illinois?
If you want to explore popular sights such as Wrigley Field and Six Flags Great America, head straight for Chicago. Stay a few extra nights to really look around this thriving city.
What are the top hotels in Illinois?
When it comes to hotels in Chicago, River Hotel and Embassy Suites by Hilton Niagara Falls Fallsview are a couple of favorites. If you're also spending time in Galena, Aloft Chicago Mag Mile and Motel 6 Elk Grove Village, IL - O'Hare look forward to welcoming you.
How far in advance should I book my Illinois vacation?
Browse Expedia to compare international fares ASAP. You can normally purchase a ticket up to a year in advance. If you don't see your preferred air carrier, or you've left things to the last moment, don't despair. Cheap fares to Illinois sometimes occur within weeks of the date of departure.
What does an Expedia Illinois travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to create your ideal Illinois package. Once you've made your booking, you can add on fun stuff like sightseeing tours and activities. Remember, the more you bundle, the more dollars you'll save!
What should I know before booking an Illinois travel package?
Whether it's adventure or relaxation you're seeking, an Illinois vacation package lets you plan your escape your way. Plus, you'll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with an Illinois Expedia vacation package?
Yes, you're in charge. We have access to over 550 partner airlines worldwide, so you can design your Illinois trip according to your needs and budget.
Does Expedia offer Book Now, Pay Later Illinois vacation packages?
If you'd prefer to spread the cost of your hotel and flight over a number of installments, Expedia is here to help. Paying the total cost of your trip upfront isn't always the best way to budget for your vacation, so we've joined forces with online lender Affirm to give you financial freedom. Book Now, Pay Later and take the stress out of saving to travel.
If I'm not able to travel, can I cancel my Illinois vacation package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can cancel or change your Illinois vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.

Stay near popular Illinois attractions

An aerial view of a baseball stadium surrounded by urban buildings.
Photo by © City of Chicago

Wrigley Field

9.0/10 (11,704 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
See properties
A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
See properties
A large stadium surrounded by a cityscape with modern buildings.
Photo by © City of Chicago

Soldier Field

8.8/10 (7,063 reviews)
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
See properties
A river with boats, surrounded by tall buildings and a clear sky.

Chicago Riverwalk

9.6/10 (13,574 reviews)
Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.
See properties
A modern cityscape with tall buildings, a clear sky, and a tree-lined street.
Photo by © Cesar Russ Photography

McCormick Place

8.8/10 (9,822 reviews)
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
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A cityscape with modern skyscrapers and the Cloud Gate sculpture.

Millennium Park

9.4/10 (30,446 reviews)
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
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A roller coaster in motion against a clear blue sky.

Six Flags Great America

8.6/10 (992 reviews)
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
See properties

What to do in Illinois

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

$27
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

$47
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Illinois
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.