Prairie District Vacations from ₩677,932

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The Latest Prairie District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Wade

The Wade

Downtown Chicago
₩677,932
per person
Nov 18 - Nov 21
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.6/10 Excellent! (2,042 reviews)
The property is clean and well maintained. We paid extra for the lake view and it’s worth it. Will appreciate if the hotel can provide coffee and hot tea in the lobby during the day (they’re available only before 10am).

Reviewed on Sep 12, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
₩1,276,140
per person
Nov 18 - Nov 21
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
₩841,684
per person
Nov 18 - Nov 21
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
₩867,120
per person
Nov 18 - Nov 21
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
₩802,060
per person
Nov 18 - Nov 21
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (2,681 reviews)

Where to stay in Prairie District

Find the best Prairie District areas and neighborhoods for the activities you enjoy most. Learn more about Prairie District
A busy city street with tall buildings, a bus, and cars.

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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Prairie District Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
₩235,211
₩279,644 total
Sep 27 - Sep 28
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
₩240,106
₩285,463 total
Oct 13 - Oct 14
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
₩170,651
₩202,889 total
Sep 13 - Sep 14
includes taxes & fees
8.8/10 Excellent! (5,433 reviews)
"Love my experience!!"

Reviewed on Sep 12, 2026

River Hotel
See all 4,431 properties in Prairie District
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 a Prairie District vacation package cost?
We make it simple for everyone to travel, with Prairie District vacation packages starting from as low as ₩677,932. You'll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate getaway, why not add some activities and tours to your travel itinerary?
How do I get a cheap travel package to Prairie District?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got them all covered. Pick and choose the combination that best suits you and watch your savings stack up. We know a travel package is never one-size-fits-all. That's why we offer over 550 partner airlines and 1,000,000 properties globally, which lets you customize your Prairie District vacation.
Where should I stay in Prairie District?
Most visitors to Prairie District put both McCormick Place and Millennium Park on their bucket lists. Why not choose a hotel that's close to these great attractions?
How far in advance should I book my Prairie District vacation?
Your safest bet is to book early. Airlines typically advertise flight tickets nearly 12 months prior to departure, and this is a perfect opportunity to score some of the cheapest prices. Just been told you need to take your vacation time next month? No sweat. Expedia are never short on fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Prairie District travel package include?
Expedia has all you need to lock in Prairie District escape, but how you structure your package depends on you. Pick from a combination of flights, rental cars and hotels. Chasing some tours or experiences to keep you on the go? Once you've made your booking, you can add them too. Whatever your budget, there's a deal to meet your needs.
What should I know before booking a Prairie District travel package?
Locking in all the parts of your getaway together is an excellent way to save. Bundle your 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 such as beach villas and serviced residences. You've got choices galore!
Can I choose my airline with a Prairie District Expedia vacation package?
Yes, you're in charge. We have access to over 550 partner airlines across the globe, so you can tailor your Prairie District escape according to your needs and budget.
If I'm not able to travel, can I cancel my Prairie District vacation package?
Your situation can change in a flash, so yes, you can. You may be able to cancel and rebook your Prairie District vacation package for free within 24 hours of booking. For older bookings, you can still make changes, but your car rental company, airline or hotel may charge a fee. Want more information? Check out our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Stay near popular Prairie District attractions

Glessner House Museum

You can spend time exploring the galleries in Glessner House Museum during your trip to Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.
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Clarke House Museum

You can spend an afternoon exploring the galleries in Clarke House Museum during your travels in Chicago. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
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William K Kimball House

10.0/10 (1 review)
Learn about the local history of Chicago when you spend time at William K Kimball House. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.
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National Vietnam Veterans Art Museum

You can spend an afternoon studying the exhibits at National Vietnam Veterans Art Museum in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
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Elbridge G Keith House

Learn about the local history of Chicago when you take a trip to Elbridge G Keith House. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
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Joseph G Coleman House

Learn about the local history of Chicago when you take a trip to Joseph G Coleman House. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
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Chicago Women's Park

Chicago Women's Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.