Illinois Vacations & Trips

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Enjoy flexibility with our Book now Pay later option & fully refundable rates on most hotels

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Your Illinois Vacation

Make organizing your next big adventure a breeze with an Illinois vacation package. Whether it's the food scene, history or something else entirely that brings you here, our package deals will help you discover the best of it. A well-planned itinerary is essential for your trip to Illinois. Chicago, Rosemont and Schaumburg are a few of the top cities here. Expedia has everything you need when it comes to planning your Illinois vacation. From flights and hotels, to activities and more, we're here to help you create a travel experience like no other.

Top destinations in Illinois

Chicago which includes street scenes, a city and a skyscraper
FlightsFlightsHotelsHotels

Chicago

Chicago

Illinois Flight and Hotel Deals

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Save 100% on your flightPrice was $1,167, price is now $725 per person
per person
Nov 19 - Nov 22
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.6/10 Exceptional! (1,001 reviews)
5* hotel and service. I had high expectations going in and they were all exceeded.

Reviewed on Sep 15, 2023

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flightPrice was $1,097, price is now $748 per person
per person
Nov 19 - Nov 22
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
Rooms did not disappoint. Service was excellent. I would go back. Great hotel.

Reviewed on Sep 18, 2023

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flightPrice was $1,175, price is now $840 per person
per person
Oct 26 - Oct 29
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
9.2/10 Wonderful! (1,017 reviews)
The service was amazing

Reviewed on Sep 22, 2023

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flightPrice was $1,136, price is now $869 per person
per person
Dec 7 - Dec 10
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
9.4/10 Exceptional! (909 reviews)
Super clean and everyone was friendly

Reviewed on Sep 4, 2023

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was $559, price is now $432 per person
per person
Dec 7 - Dec 10
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Everything about this property was great. From physical location to the staff. The staff was extremely attentive and friendly. Highly recommend

Reviewed on Sep 6, 2023

Prices and availability subject to change. Additional terms may apply.

Illinois Essential Information

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

Where to stay in Illinois

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

Downtown Chicago

4 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 hotel + flight trips in Downtown Chicago

Illinois Hotel Deals

The Whitehall Hotel
The Whitehall Hotel
4 out of 5
105 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $128 per night from Oct 24 to Oct 25
$128
per night
Oct 24 - Oct 25
7.8/10 Good! (3,336 reviews)
Beautiful Chicago.
"The hotel was central to the shops and restaurants, in the city centre. The rooms were spacious and comfortable. The only negative part was the blacked drain in the bath/shower, the water wouldn't drain during and after my shower, so my daughter couldn't use the shower afterwards, and had an early ..."

Reviewed on Sep 22, 2023

The Whitehall Hotel
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 $161 per night from Oct 15 to Oct 16
$161
per night
Oct 15 - Oct 16
7.4/10 Good! (5,273 reviews)
"Older hotel with a lot of character. The room we stayed in had been updated and had most of the amenities of a more modern hotel. I would have appreciated a few more pillows and towels but overall a nice place to stay in a good location."

Reviewed on Sep 24, 2023

Congress Plaza Hotel
Hyatt Regency Chicago
Hyatt Regency Chicago
4 out of 5
151 East Wacker Dr, Chicago, IL
Fully refundable
The price is $273 per night from Oct 21 to Oct 22
$273
per night
Oct 21 - Oct 22
8.8/10 Excellent! (3,159 reviews)
"Close to shopping food"

Reviewed on Sep 23, 2023

Hyatt Regency Chicago
See all 8,180 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Illinois vacation package cost?
We make it simple to travel somewhere new, with Illinois packages starting from as low as $432. 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 vacation 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 travelers eager to check out some of the best attractions in Illinois. These include Rialto Square Theater 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 travelers.
How far in advance should I book my Illinois vacation?
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 vacation 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 vacation rentals like mountain cabins and serviced residences. The list is almost endless!
Can I choose my airline with an Illinois Expedia vacation 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 vacation 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

Image for Navy Pier

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier
Image for McCormick Place

McCormick Place

4.5/5(1,805 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 Soldier Field

Soldier Field

4.5/5(1,256 reviews)

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Soldier Field

More trip options