A city skyline with a river, green spaces, and a baseball field.

Illinois Holidays

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Top destinations in Illinois

Top Illinois flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 26 Sept - 29 Sept

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (4,796 reviews)
    Return London (LGW) - Chicago (ORD)
    LGW - ORD1 stop ORD - LGW1 stop
    £1,314
    £938
    per traveller
    found 1 day ago
    Hotel Riu Plaza Chicago
  • 8 Oct - 14 Oct

    ENVITAE Hotel 4 Bedroom Luxury Apartments + Flight

    Near North Side
    6 nights
    2.0 star property
    9.6/10 - Exceptional (19 reviews)
    Return London (LON) - Chicago (ORD)
    LHR - ORD1 stop ORD - LHR1 stop
    Save 100% on your flight
    £3,346
    £2,523
    per traveller
    found 12 hours ago
    ENVITAE Hotel 4 Bedroom Luxury Apartments
  • 26 Sept - 29 Sept

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,947 reviews)
    "Trump Tower Chicago is one of the most amazing properties I’ve stayed at. The staff is excellent and attentive to every need. The amenities are top notch"
    Reviewed July 23, 2026
    Return London (LGW) - Chicago (ORD)
    LGW - ORD1 stop ORD - LGW1 stop
    £1,538
    £1,188
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago
  • 26 Sept - 29 Sept

    Fairmont Chicago at Millennium Park + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    8.8/10 - Excellent (2,263 reviews)
    "Great stay would definitely stay again"
    Reviewed July 23, 2026
    Return London (LGW) - Chicago (ORD)
    LGW - ORD1 stop ORD - LGW1 stop
    £1,238
    £966
    per traveller
    found 1 day ago
    Fairmont Chicago at Millennium Park
  • 26 Sept - 29 Sept

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.2/10 - Wonderful (537 reviews)
    "Will be back great experience room was amazing."
    Reviewed July 23, 2026
    Return London (LGW) - Chicago (ORD)
    LGW - ORD1 stop ORD - LGW1 stop
    £1,334
    £1,049
    per traveller
    found 1 day ago
    Level Chicago Fulton Market

Discover the most popular places to visit in Illinois

What to do in Illinois

Illinois Hotel Deals

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

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.

Book with confidence

Things to do in Illinois

Illinois offers a fantastic array of outdoor adventures and scenic experiences for tourists. Enjoy camping in picturesque campgrounds, explore recreational areas, and partake in historic tours that showcase the state's rich heritage. Don't miss the vibrant bus tours and lively harvest festivals that add to the local charm, making your visit an exciting blend of fun and exploration.

Shopping

Experience Illinois shopping at Woodfield Mall, a vibrant centre with diverse entertainment and family-friendly vibes. Visit LEGOLAND® Discovery Center for unique gifts, and explore the Arboretum of South Barrington, another lively shopping destination offering a mix of shops and activities for all ages.

Recreation

Wrigley Field offers an exhilarating atmosphere for sports fans, perfect for enjoying a lively game day. The Chicago Theatre enchants with its rich culture and entertainment, ideal for a romantic evening. For relaxation, the Garden of the Gods Recreation Area provides stunning views and peaceful trails, perfect for unwinding in nature.

Adventure

Hurricane Harbor Rockford is a thrilling waterpark offering exciting slides and wave pools, perfect for family fun. For arcade enthusiasts, Galloping Ghost and Odyssey Fun World provide an array of classic games and attractions, ensuring an adventurous day filled with laughter and competition in a vibrant atmosphere.

Nightlife

In Illinois, immerse yourself in nightlife at Fast Eddie's Bon Air and Dave & Buster's for a lively pub experience, rich in entertainment and romance. Kingston Mines offers a vibrant nightclub atmosphere, perfect for enjoying the city's dynamic energy and romantic vibes.

Find the best attractions in Illinois

Illinois offers a delightful blend of outdoor adventures and scenic beauty, making it a perfect destination for those seeking culture and family experiences. Explore urban parks, modern colleges and universities, and national and state parks that showcase the region’s diverse attractions. Whether you’re in search of adventure or a leisurely outing, Illinois has something to captivate every traveller.

  • Navy Pier: Experience the vibrant atmosphere of Navy Pier, a bustling jetty featuring stunning waterfront views, amusement rides, and a variety of restaurants. Enjoy the scenic beauty and friendly people as you explore entertainment options, including live performances and seasonal events.
  • Michigan Avenue: Stroll along Michigan Avenue, a famous street renowned for its iconic architecture and shopping. This bustling thoroughfare offers a lively city vibe, with high-end boutiques, dining options, and cultural landmarks, making it a perfect spot for both relaxation and exploration.
  • Millennium Park: Visit Millennium Park, an urban oasis that combines art, nature, and culture. Enjoy family-friendly activities, outdoor concerts, and the iconic Cloud Gate sculpture, all set against a backdrop of beautiful gardens and the city skyline.

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.

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 to Illinois during the low season (December to February) for more affordable options.
  • 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.