Illinois Holidays

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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 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 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
A city skyline with a river in the foreground.

Peoria

Peoria

Top Flight + Hotel Deals in Illinois

Price found within the past 48 hours. Click for updated prices.
Eaglewood Resort and Spa

Eaglewood Resort and Spa

€372
per person
15 Oct - 18 Oct
found 9 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,308 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
€747
per person
15 Oct - 18 Oct
found 9 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,577 reviews)
Great experience! The place was clean, convenient, and comfortable. The staff was friendly and helpful. I would definitely recommend it to other travelers.

Reviewed on 3 Sept 2026

The Buckingham Hotel

The Buckingham Hotel

Downtown Chicago
€599
per person
15 Oct - 18 Oct
found 9 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,006 reviews)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

Downtown Chicago
€675
per person
15 Oct - 18 Oct
found 9 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
Arlo Chicago

Arlo Chicago

Downtown Chicago
€733
per person
15 Oct - 18 Oct
found 9 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,321 reviews)
Perfect for short trips

Reviewed on 3 Sept 2026

Where to stay in Illinois

Find the best Illinois areas for the activities you enjoy most.
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

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

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

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Things to do in Illinois

Illinois offers a delightful blend of outdoor adventures and scenic beauty, perfect for those seeking a memorable getaway. Visitors can enjoy various activities, including camping and exploring recreational areas, while also indulging in historic tours and bus excursions. Don't miss the vibrant harvest festivals that highlight the region's rich agricultural heritage, making for an engaging and enjoyable experience in the heart of the Midwest.

Shopping

Woodfield Mall offers a vibrant shopping experience with a variety of stores and entertainment options, perfect for families. For a unique visit, LEGOLAND® Discovery Center is a delightful store for gifts. Chicago Place Mall combines city vibes with excellent shopping, making it an ideal stop for souvenirs.

Recreation

Experience the electrifying atmosphere at Wrigley Field, where the excitement of sports invigorates the spirit. Enjoy live music at the Aragon Ballroom, a vibrant venue filled with entertainment vibes. Finally, immerse yourself in the rich culture and romantic ambiance of the Riviera Theatre, perfect for a memorable evening.

Adventure

Experience thrilling water slides and wave pools at Raging Waves Waterpark, perfect for family fun and adventure. Bounce high at Epic Air Trampoline Park, where excitement awaits for all ages. Enjoy a friendly competition at Echo Bowling Lanes, a fantastic spot for recreational activities in Illinois.

Nightlife

Illinois boasts a vibrant nightlife with venues like Fast Eddie's Bon Air and Dave & Buster's, both offering a lively pub atmosphere filled with romance and entertainment vibes. For a more energetic night out, Kingston Mines nightclub delivers an exciting city vibe, perfect for dancing and socialising.

*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 delightful blend of outdoor adventures and scenic beauty, making it an ideal destination for a holiday. Visitors can explore a range of attractions, including urban parks, modern universities, and national state parks, all catering to those seeking cultural experiences, family fun, and outdoor activities. Whether you're after a robust adventure or a serene retreat, Illinois has something to enchant every traveller.

  • Michigan Avenue: Experience the vibrant city life along Michigan Avenue, known for its stunning architecture, upscale shopping, and lively atmosphere. Stroll through this iconic street, where you'll find a mix of historic landmarks and modern skyscrapers, perfect for soaking in the urban energy.
  • Navy Pier: Explore Navy Pier, a bustling hub of entertainment and leisure. With scenic waterfront views, an array of restaurants, and attractions like the Ferris wheel, this area is ideal for families and those seeking a friendly, urban vibe amidst beautiful scenery.
  • Millennium Park: Enjoy the lush greenery and artistic installations at Millennium Park. This urban park is perfect for families, featuring outdoor concerts, interactive art, and picnic spots, making it a delightful escape in the heart of the city.

Best time to go to Illinois

The best time to visit Illinois 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.

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.

Top hotels in Illinois

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
€118
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (10,266 reviews)
"Location is perfect for all tourist attractions in downtown. The actual lobby is beautiful and clean, and the rooms were very clean as well. But the actual main entrance seemed lile we were walking into a jail and the hallway getting to our room was a bit dirty and grimey. One side of the entrance ..."

Reviewed on 3 Sept 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
€125
8 Sept - 9 Sept
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL
Get rates
Kasa Magnificent Mile Chicago
See all 10,380 properties in Illinois
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.

Frequently asked questions

How much does an Illinois holiday package cost?
We make it simple to travel somewhere new, with Illinois packages starting from as low as €372. 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 holiday 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 travellers eager to check out some of the best attractions in Illinois. These include Rialto Square Theatre 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 travellers.
How far in advance should I book my Illinois holiday?
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 holiday 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 holiday rentals like mountain cabins and serviced residences. The list is almost endless!
Can I choose my airline with an Illinois Expedia holiday 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 holiday 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.
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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 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 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 busy urban street with a train crossing, tall buildings, and a tram.

Michigan Avenue

9.4/10 (15,813 reviews)
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
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What to do in Illinois

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€23
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

€35
per adult
92% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

€35
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.