Illinois Vacation Packages

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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 favourite with Illinois travellers. Visitors to this exciting city enjoy Woodfield Mall and Schaumburg Convention Centre. From the moment you book your Illinois vacation to when you return home, Expedia has you covered each step of the way.

Top vacation destinations in Illinois

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

Chicago

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

Springfield

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

Joliet

Joliet

Top Illinois Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

CA $1,027
per person
Sep 23 - Sep 27
found 14 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
9.2/10 Wonderful! (1,676 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
CA $2,256
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Stayed for a weekend trip. Staff were extremely attentive and knowledgeable about the property and city in general. Room arrangement and amenities were excellent. Pool was larger than expected for a ‘high rise’ pool, and very family friendly - towels/locker room was well stocked. Location in relation to city is perfect for shopping and local excursions, but would recommend uber/lift to get around

Reviewed on Aug 16, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,187
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
CA $1,510
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (518 reviews)
The Emily Hotel

The Emily Hotel

Downtown Chicago
CA $1,459
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,335 reviews)
Lovely place in Westloop, close to everything, quiet, clean and efficient. I would stay there again.

Reviewed on Aug 20, 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.
A river with a city skyline in the background, surrounded by green trees and grass.
A city skyline with a river, green spaces, and a baseball field.
A city skyline with tall buildings, a frozen lake, and leafless trees in a park.
A city skyline with high-rise buildings, a calm river reflecting the structures, and a park with trees and a walking path.
A city skyline with a park and a lake.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Things to do in Illinois

Illinois offers a wealth of outdoor adventures and scenic experiences, making it an ideal vacation spot for nature enthusiasts. Visitors can explore various campgrounds and recreational areas, perfect for golfing and other outdoor activities. With its diverse attractions, Illinois promises an exciting getaway filled with adventure and relaxation amidst beautiful landscapes.

Shopping

In Illinois, Woodfield Mall offers a vibrant shopping experience with a variety of stores and entertainment options. Gurnee Mills is another fantastic destination, featuring numerous shops and family-friendly activities. Don't miss LEGOLAND® Discovery Center for unique gifts and souvenirs, perfect for all ages.

Recreation

At Wrigley Field, immerse yourself in the exhilarating atmosphere of a live baseball game while enjoying the iconic ballpark vibes. The Chicago Theatre offers a captivating cultural experience with its stunning architecture and diverse performances, perfect for a romantic night out or family entertainment. Aragon Ballroom invites you to enjoy electrifying music concerts in a vibrant setting.

Adventure

Experience the thrills at Raging Waves Waterpark, where you can splash down exhilarating water slides and enjoy family fun in the sun. For the ultimate adrenaline rush, try skydiving at Skydive Chicago, or challenge yourself at North Wall Rock Climbing, immersing yourself in outdoor adventure.

Nightlife

Illinois boasts a vibrant nightlife with venues like Fast Eddie's Bon Air and Dave & Buster's, both offering a lively drinking atmosphere and romantic vibes. For a more energetic experience, Kingston Mines nightclub delivers entertainment in a dynamic city setting, perfect for a memorable 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 is a fantastic destination for outdoor enthusiasts and adventure seekers, offering a blend of urban parks, modern universities, and stunning state parks. Visitors can explore a variety of attractions that cater to cultural interests and family experiences. Whether you're looking for iconic landmarks or top tourist spots, Illinois has something for everyone, making it an ideal place for a memorable vacation.

  • Navy Pier: Experience the vibrant atmosphere of Navy Pier, where you can enjoy stunning views of Lake Michigan, explore unique shops, and savour delicious food from local vendors. This hotspot is perfect for a leisurely stroll or to catch a show at the iconic Chicago Shakespeare Theater.
  • Michigan Avenue: Often referred to as the Magnificent Mile, Michigan Avenue is a bustling thoroughfare lined with high-end shops, restaurants, and cultural attractions. It's the ideal spot for shopping enthusiasts and those looking to immerse themselves in the lively energy of the city.
  • Millennium Park: This urban oasis offers a perfect blend of nature and art. Families can enjoy interactive installations like Cloud Gate, while outdoor concerts and events provide a lively backdrop for relaxation and fun.

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.

Illinois Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $142
CA $169 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very good! (10,279 reviews)
"Can't beat this location in Chicago, close to everything, Michigan Ave, Field Museum, Shedd Aquarium, Planetarium, and on several bus and train routes to go to the Navy Pier or Museum of Science and Industry."

Reviewed on Aug 22, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $197
CA $234 total
Aug 30 - Aug 31
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL
9.4/10 Exceptional! (863 reviews)
"Awesome stay. I love the property. Staff comfort me when I found out that my dad passed away. This is/was going beyond the call of duty and doing an extra great job so 10 stars. You are greatly appreciated. Primetime location downtown near magnificent mile and Navy Pier,"

Reviewed on Aug 21, 2026

Get rates
Kasa Magnificent Mile Chicago
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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.
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Frequently asked questions

How much does an Illinois vacation package cost?
We make it simple to travel somewhere new, with Illinois packages starting from as low as CA $1,027. You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few tours and experiences to your itinerary?
How do I get a cheap travel package to Illinois?
Booking an Illinois vacation package with Expedia is a great way to save. We have access to more than 550 air carriers and 1,000,000 hotel options all over the world. With such a fabulous range to choose from, you'll have no trouble pulling together your perfect escape.
Where should I stay in Illinois?
Chicago is a wonderful destination to visit. Here, you'll find popular sights including Wrigley Field and Six Flags Great America. Joliet also draws in many travelers eager to check out some of the best attractions in Illinois. These include Rialto Square Theater and Silver Cross Field.
What are the top hotels in Illinois?
Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton know how to make their guests feel welcome in Chicago. If you also plan to explore Galena, have a look at The Whitehall Hotel and Hyatt Regency Chicago. Both are popular with travelers.
How far in advance should I book my Illinois vacation?
Browse Expedia to compare international airfares as early as possible. In most cases, you can purchase a seat up to 12 months before departure. If you don't see your preferred air carrier, or you've left things to the last moment, don't worry. Cheap fares to Illinois sometimes occur within weeks of departure.
What does an Expedia Illinois travel package include?
Rental cars, flights and hotels — we have them covered. With Expedia, you can create your Illinois travel package however you want. All you have to do is determine what you need. Once you've made your booking, you can add on fun things like tours and activities. The more you bundle, the greater the savings!
What should I know before booking an Illinois travel package?
Locking in all the parts of your vacation together is one of the easiest ways to save. Bundle car rentals, airfares and hotels into one package. But your options don't end at hotels. Expedia features all sorts of properties, including vacation rentals like mountain cabins and serviced residences. The list is almost endless!
Can I choose my airline with an Illinois Expedia vacation package?
Yes, definitely. Expedia has more than 550 airline partners to select from globally. With so much choice, finding the ideal carrier to fly you to Illinois won't be difficult.
If I'm not able to travel, can I cancel my Illinois vacation package?
Because we know life can throw you a few curveballs, the answer is yes. For further information, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

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.
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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 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.
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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.
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A large, modern building with a curved facade and multiple vertical windows.

United Center

8.8/10 (4,269 reviews)
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.
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What to do in Illinois

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $38
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $34
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.