Illinois Vacations & Trips from ₩544,118

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Top destinations in Illinois

Chicago which includes a city and a high rise building as well as a family
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Chicago

Chicago

The Latest Illinois Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3 out of 5
Downtown Chicago
Price was ₩657,820, price is now ₩544,118 per person
₩544,118
per person
Mar 6 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Montgomery (MGM) to Chicago (ORD)
8.8/10 Excellent! (1,555 reviews)
Clean room nice staff

Reviewed on Jan 11, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ₩841,634, price is now ₩578,395 per person
₩578,395
per person
Mar 6 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Montgomery (MGM) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Super clean hotel. Friendly and informative staff.

Reviewed on Jan 11, 2026

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was ₩827,394, price is now ₩658,103 per person
₩658,103
per person
Mar 6 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Montgomery (MGM) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
Great stay fir early flights

Reviewed on Jan 8, 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was ₩738,239, price is now ₩595,602 per person
₩595,602
per person
Mar 6 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Montgomery (MGM) to Chicago (ORD)
8.8/10 Excellent! (3,098 reviews)
Hospitality over all was top tier! Will definitely stay again

Reviewed on Jan 11, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was ₩733,186, price is now ₩593,931 per person
₩593,931
per person
Mar 6 - Mar 8
found 2 hours ago
Roundtrip non-stop flight included
Montgomery (MGM) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
Clean room, amazinggggg views, everyone was so nice. Must go downstairs to Toro and get a martini from John!!

Reviewed on Jan 10, 2026

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 hotels in Downtown Chicago

Illinois Hotel Deals

Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩202,203 per night from Jan 19 to Jan 20
₩202,203
₩280,191 total
Jan 19 - Jan 20
includes taxes & fees
8.4/10 Very Good! (2,510 reviews)
Staff members were friendly and helpful. Great location walking distance and transportation options.

Reviewed on Jan 9, 2026

Hilton Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩208,186 per night from Jan 18 to Jan 19
₩208,186
₩280,867 total
Jan 18 - Jan 19
includes taxes & fees
8.4/10 Very Good! (2,226 reviews)
This stay was perfection from beginning to end. Totally wonderful experience in every way.

Reviewed on Jan 9, 2026

Palmer House a Hilton Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩130,415 per night from Jan 18 to Jan 19
₩130,415
₩153,095 total
Jan 18 - Jan 19
includes taxes & fees
8.8/10 Excellent! (3,694 reviews)
The hotel is off the strip, but that is a plus because it is away from all the tourists. The suites were nice, and the beds are comfortable. The staff was very customer-centric and attentive to our needs. Easy to walk to the Magnificent Mile and the public transportation system. We loved everything ...

Reviewed on Jan 11, 2026

Hilton Chicago/Magnificent Mile Suites
See all 10,503 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.

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 ₩544,118. 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.

Discover the most popular places to visit in Illinois

Navy Pier featuring a sunset and rides

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
Millennium Park featuring a city, modern architecture and fall colors

Millennium Park

4.5/5(7,198 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park
Grant Park showing a garden and night scenes

Grant Park

4.5/5(3,318 reviews)

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

Explore a world of travel with Expedia

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