Illinois Holidays

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Top destinations in Illinois

FlightsFlightsHotelsHotels

Chicago

Chicago

Where to stay in Illinois

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

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.

Magnificent Mile

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

The Loop

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

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.

Panoramic view of Lincoln Park and the Chicago skyline.

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

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is €143 per night from 29 Jun to 30 Jun
€143
per night
29 Jun - 30 Jun
8/10 Very Good! (10,165 reviews)
"Apparently it's haunted and I had the room across the hall from the haunted room. I didn't know this until my third night there, but it was quiet and calm."

Reviewed on 4 Jun 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is €156 per night from 28 Jun to 29 Jun
€156
per night
28 Jun - 29 Jun
7.8/10 Good! (1,509 reviews)
"Clean room"

Reviewed on 3 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is €218 per night from 30 Jun to 1 Jul
€218
per night
30 Jun - 1 Jul
9.4/10 Exceptional! (4,330 reviews)
"Great rooftop bar and breakfast."

Reviewed on 3 Jun 2026

Hotel Riu Plaza Chicago
See all 10,559 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 . 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.

Popular places to visit

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

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.

Naval Base Great Lakes
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Illinois

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€23
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

€36
per adult
94% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

€34
per adult
92% of travellers recommend
Art Institute of Chicago
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.