Illinois Holidays

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Your Illinois Holiday

Reserve a holiday package to Illinois and experience travel just the way you like. If Chicago is among your stops, you'll fall in love with its views, dining and culture. Your trip to Illinois wouldn't be complete without spending some time in its best cities, starting with Chicago. Some of the most popular attractions here include Wrigley Field and Navy Pier. Rosemont is another favourite with Illinois travellers. Visitors to this exciting city love Allstate Arena and Rosemont Theatre. From the instant you book your Illinois holiday to when you return home, Expedia has your back each step of the way.

Top destinations in Illinois

Chicago showing a city and a skyscraper as well as a family
FlightsFlightsHotelsHotels

Chicago

Chicago

Top Illinois Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was £1,023, price is now £771 per person
£771
per person
17 Oct - 21 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (2,078 reviews)
Booked a room for my cousins bachelorette party and it did not disappoint!! The amount of space, the luxurious feel, the bathroom!!!! The mattresses, I need in my house. I had the best sleep ever. Everything was perfect and the staff was amazing!!! Would definitely stay here again.

Reviewed on 5 Sep 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was £3,106, price is now £2,188 per person
£2,188
per person
20 Oct - 26 Oct
found 1 day ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Professional service

Reviewed on 4 Sep 2025

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,236, price is now £905 per person
£905
per person
17 Oct - 21 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (1,028 reviews)
It was great for a short stay with my family. We enjoyed the location and proximity to public transportation.

Reviewed on 4 Sep 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was £1,595, price is now £1,175 per person
£1,175
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9/10 Wonderful! (672 reviews)
Loved my stay here, beautiful hotel, great amenities, friendly staff super accommodating

Reviewed on 1 Sep 2025

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was £1,119, price is now £838 per person
£838
per person
17 Oct - 21 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
8.4/10 Very Good! (1,462 reviews)
Perfect area to walk around! Clean and easy to check in

Reviewed on 4 Sep 2025

Where to stay in Illinois

Find the best Illinois areas and neighborhoods for the activities you enjoy most. Learn more about Illinois
Downtown Chicago featuring a city

Downtown Chicago

5 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

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

Top hotels in Illinois

The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £146 per night from 22 Sept to 23 Sept
£146
22 Sept - 23 Sept
includes taxes & fees
The Wade
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 £129 per night from 22 Sept to 23 Sept
£129
22 Sept - 23 Sept
includes taxes & fees
Congress Plaza Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £142 per night from 14 Sept to 15 Sept
£142
14 Sept - 15 Sept
includes taxes & fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 9,984 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.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

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
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 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.

Michigan Avenue
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

What to do in Illinois

River tour boat in Chicago

Architecture River Tour

£36
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£33
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
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.