Illinois Holidays
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Top destinations in Illinois
Chicago
Galena
Rosemont
Schaumburg
Naperville
Rockford
Springfield
Gurnee
Champaign
Top Illinois flight + hotel deals
- The Talbott, Autograph Collection
6 Sept - 11 SeptThe Talbott, Autograph Collection + Flight
Downtown Chicago5 nights4.5 star property9.6/10 - Exceptional (137 reviews)Return • New York (EWR) - Chicago (ORD)EWR - ORD • Direct ORD - EWR • Direct - Hotel Riu Plaza Chicago
6 Sept - 11 SeptHotel Riu Plaza Chicago + Flight
Downtown Chicago5 nights4.0 star property9.4/10 - Exceptional (4,751 reviews)"The room and hotel exceeded my expectations. The hotel was located in the best spot. I would definitely stay here again."Reviewed July 18, 2026Return • New York (EWR) - Chicago (ORD)EWR - ORD • Direct ORD - EWR • Direct - Level Chicago Fulton Market
27 Sept - 2 OctLevel Chicago Fulton Market + Flight
Downtown Chicago5 nights4.0 star property9.2/10 - Wonderful (528 reviews)"Staff was amazing—so helpful, attentive, and hands-on throughout our stay. The room was absolutely gorgeous, and the view was beautiful. Everything exceeded our expectations, and we had a wonderful experience!"Reviewed July 17, 2026Return • New York (EWR) - Chicago (ORD)EWR - ORD • Direct ORD - EWR • Direct - Level Chicago – Old Town
6 Sept - 11 SeptLevel Chicago – Old Town + Flight
Downtown Chicago5 nights4.0 star property9.0/10 - Wonderful (502 reviews)"Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place."Reviewed July 14, 2026Return • New York (EWR) - Chicago (ORD)EWR - ORD • Direct ORD - EWR • Direct - Swissotel - Chicago
6 Sept - 11 SeptSwissotel - Chicago + Flight
Downtown Chicago5 nights4.5 star property9.0/10 - Wonderful (3,498 reviews)"Close downtown"Reviewed July 18, 2026Return • New York (EWR) - Chicago (ORD)EWR - ORD • Direct ORD - EWR • Direct
Discover the most popular places to visit in Illinois
What to do in Illinois
Illinois Hotel Deals
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
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 €571. 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?
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.
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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.
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.
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.