Illinois Holidays from £1,173

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Your Illinois Holiday

Set off on your next epic adventure with an Illinois holiday package, and leave relaxed knowing all the details are already taken care of. And with the ability to tailor your escape, you know it'll be one to remember! Your trip to Illinois wouldn't be complete without exploring some of its best cities, starting with Chicago, Rosemont and Schaumburg. Find some travel buddies and start packing, because your Illinois holiday is only a few clicks away with Expedia.

Top destinations in Illinois

Chicago featuring a skyscraper, street scenes and a city
FlightsFlightsHotelsHotels

Chicago

Chicago

The Latest Illinois Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Jun - 13 Jun
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (95 reviews)
Outstanding service and facility.

Reviewed on 10 Jan 2024

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Downtown Chicago
per person
5 Jun - 13 Jun
Return flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (1,649 reviews)
Great location, wonderful services.

Reviewed on 3 May 2024

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
per person
5 Jun - 13 Jun
Return flight included
London (LON) to Chicago (ORD)
8/10 Very Good! (1,183 reviews)
The stay was fine. This hotel has a system where you are charged an extra $25 but then it is applied to a bar or restaurant bill. The only problem is that they didn’t execute that process at all so my bill at the restaurant was not reduced $25. That was discovered when I returned home. They are banking on the fact that most people won’t call to fight for their $25 over the phone. So…beware!

Reviewed on 2 May 2024

The Drake

The Drake

4 out of 5
Downtown Chicago
per person
5 Jun - 13 Jun
Return flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (1,001 reviews)
great historic hotel

Reviewed on 3 May 2024

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Downtown Chicago
per person
5 Jun - 13 Jun
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,601 reviews)
The staff was incredibly kind, attentive, and funny! The property was beautiful and clean, and in a perfect location for great food, art, shopping, and anything else you could think of. Very walkable and the staff were helpful in providing coupons, recommendations, and excellent service. We will absolutely be back!

Reviewed on 30 Apr 2024

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
Downtown Chicago
per person
5 Jun - 13 Jun
Return flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (1,784 reviews)
The AC quit working in the middle of the night and no soap in the shower. Otherwise everything was top notch and we loved our stay.

Reviewed on 30 Apr 2024

Illinois Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Top Sights
Millennium Park, Grant Park and Shedd Aquarium

Our guide on where to stay in Illinois

Check out a few of the areas and neighborhoods we love in Illinois Learn more about Illinois
Downtown Chicago featuring a city

Downtown Chicago

3 out of top 10 points of interest in this area

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

Find hotels in Downtown Chicago

Our pick of the best Illinois Hotel Deals

Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Stay at this family-friendly hotel in Chicago. Enjoy a 24-hour fitness centre, valet parking and in-room massages. Our guests praise the helpful staff and the ...
7.6/10 Good! (2,544 reviews)
"Our stay at your hotel was very comfortable! Thanks 😍"

Reviewed on 1 May 2024

Warwick Allerton - Chicago
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.6/10 Good! (6,645 reviews)
"Great view"

Reviewed on 3 May 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service and a fitness centre. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,834 reviews)
"Loved the free water. Hotel staff (Pedro) was very friendly & helpful! The room was the perfect size for one person."

Reviewed on 30 Apr 2024

River Hotel
See all 9,266 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Illinois holiday with Expedia?
With exceptional-value flights, car hire and accommodation options all in one place, Expedia makes planning your Illinois holiday a cinch. What’s more, we can help you bundle your bookings into a package holiday so you can get even more savings. Select from fantastic escapes, add flights and/or a car hire (and maybe even some exciting activities!) and get unbeatable prices. Want to change your plans? Expedia has a flexible cancellation policy for many bookings. To discover more, head over to our Customer Service Portal link.
When is the best time of year to holiday in Illinois?
To enjoy the atmosphere of peak season, take off in May, June and August. December, January and February are generally quieter and a smart idea if you want to get away from the crowds. Organise your trip to Illinois based on what kind of adventure you want. January is the coolest month, when average daytime temperatures are -2ºC. In July, the warmest month, expect temperatures of around 24ºC during the day.
What are the top hotels for my holiday in Illinois?
For properties in Chicago with comfortable beds and friendly service, look up DoubleTree by Hilton Hotel Toronto Downtown and Chelsea Hotel, Toronto. If you’re visiting Galena as well, you’ll get a great night’s sleep at The Whitehall Hotel or Best Western Grant Park Hotel.
How do I get a cheap holiday to Illinois?
Bundling your flight and hotel with Expedia won’t just save precious time — it’ll save you a nice amount too. An Illinois holiday makes it simple to organise your ideal trip. With more than 400 airlines across the world to select from, finding flights that suit your schedule won’t be hard. On top of that, we have over 321,000 hotel options globally to choose from. Now that’s what we call choice. No matter who you are, Expedia can show you the world. Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Illinois holiday?
Explore popular attractions like Wrigley Field, Millennium Park, Six Flags Great America and Willis Tower. With so many amazing things to see and do, your holiday in Illinois will be unforgettable.
What are the best cities to stay in when on holiday in Illinois?
There are plenty of excellent places to stay in Illinois, such as Chicago. This city is home to popular sights including Wrigley Field and Millennium Park. You can also head to Joliet, where you’ll discover Rialto Square Theatre and Silver Cross Field. If you have the time, check out both exciting cities!
Do I need a visa for my Illinois holiday?
Research the latest rules on official government websites. Your nationality and whether you’re travelling for leisure, study or business will determine if you require a visa for Illinois. Make yourself familiar with the application process, including the required documentation, turnaround times and fees. Start your application well in advance to allow sufficient time for processing. Some visas can take weeks or even months to go through, depending on the country.
What should I wear on my Illinois holiday?
Though everyone’s personal style varies, it can be helpful to have some guidelines for what to bring on your holiday in Illinois. Consider browsing style blogs before you go so you can blend in like a local. It’s also a wise move to have a look at the forecast so you can pack the right clothes. July is the warmest month in Illinois, with average temperatures of 24ºC. January is when much of this destination is at its coolest, so pack for daily temperatures of around -2ºC.
What does an Expedia Illinois holiday include?
Expedia has all you need to plan your Illinois trip, but what your package looks like is your call. Pick from a combination of flights, hotels and hire cars. Looking for some experiences or tours to fill in your time? Once you’ve made your booking, you can add them on too. No matter your budget or style, there’s a package to suit your needs. Expedia has many styles of properties, with the most favoured in Illinois being apartments and private holiday homes. Whatever retreat you prefer, Expedia provides the freedom to personalise your stay.
Does Expedia offer Book Now, Pay Later Illinois holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway a little easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to spend while you’re travelling. Klarna has several payment plans to pick from, so you’re sure to find something that works with your budget. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budget sizes, so you can jet away on that well-deserved holiday sooner.
  • No-deposit holidays: Pressing the “book now” button is much easier with this option. With no deposit required for your holiday, you can Book Now, Pay Later and start packing your suitcase.

Can I choose my airline with an Illinois Expedia holiday?
With a holiday package, the choice is in your hands. Whether you’d like to fly to Illinois in economy or first class, simply pick from the available airline options. Expedia has access to more than 400 partner airlines across the world.

Discover the most popular places to visit in Illinois

Image for Wrigley Field

Wrigley Field

4.5/5(40 reviews)

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

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(36 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.

McCormick Place
Image for Navy Pier

Navy Pier

4/5(125 reviews)

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

Navy Pier

Unmissable things to do in Illinois

Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

£43
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

£59
Per adult
100% of travellers recommend
Chicago Pizza Tour
Image for Chicago Museum of Contemporary Art: General Admission Ticket

Chicago Museum of Contemporary Art: General Admission Ticket

£17
Per adult
90% of travellers recommend
Chicago Museum of Contemporary Art: General Admission Ticket
See all activities in Illinois

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.