Prairie District Holidays

Photo by Susie Morgan
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Price found within the past 48 hours. Click for updated prices.
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago
€1,282
per person
2 Oct - 8 Oct
found 23 hours ago
Return direct flight included
Tirana (TIA) to Chicago (ORD)
8.6/10 Excellent! (1,164 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
€1,347
per person
2 Oct - 8 Oct
found 23 hours ago
Return direct flight included
Tirana (TIA) to Chicago (ORD)
9.2/10 Wonderful! (556 reviews)
Great! But parking was bad.

Reviewed on 26 Aug 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
€1,431
per person
3 Oct - 7 Oct
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
Room was ok, didn’t get the view I requested. Some of the reception people was rude. Breakfast was adequate. No omellete bar,

Reviewed on 29 Aug 2026

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago
€1,555
per person
2 Oct - 8 Oct
found 23 hours ago
Return direct flight included
Tirana (TIA) to Chicago (ORD)
8.8/10 Excellent! (2,133 reviews)
Sentral Michigan Avenue

Sentral Michigan Avenue

Downtown Chicago
€1,535
per person
2 Oct - 8 Oct
found 23 hours ago
Return direct flight included
Tirana (TIA) to Chicago (ORD)
9.2/10 Wonderful! (1,283 reviews)
Convenient location. Beautiful view from the room. Did not feel welcomed by staff. Apartment residents there also looked annoyed of people staying at the hotel section. I would stay there again for the convenience and the view.

Reviewed on 29 Aug 2026

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

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

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

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top hotels in Prairie District

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
€117
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,207 reviews)
"Parking was a mess. The parking lot was full and they had to create a space for us to park. The parking lot is also prepay which we didn’t know nor were we told so we were charged a citation for not prepaying and luckily were not towed although three other hotel guests were not so lucky. When I mentioned ..."

Reviewed on 29 Aug 2026

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
€146
31 Aug - 1 Sept
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL
Fully refundableReserve now, pay when you stay
€238
31 Aug - 1 Sept
includes taxes & fees
9.2/10 Wonderful! (1,331 reviews)
"10/10"

Reviewed on 29 Aug 2026

Hyatt Regency McCormick Place Chicago
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 holiday package cost?
We make it simple for everyone to travel, with Prairie District holiday packages starting from as low as €1,282. 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 holiday.
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 holiday?
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 holiday 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 holiday rentals such as beach villas and serviced residences. You've got choices galore!
Can I choose my airline with a Prairie District Expedia holiday 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 holiday package?
Your situation can change in a flash, so yes, you can. You may be able to cancel and rebook your Prairie District holiday 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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Elbridge G Keith House

Learn about the local history of Chicago with a stop at Elbridge G Keith House. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
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National Vietnam Veterans Art Museum

You can spend an afternoon browsing the exhibits at National Vietnam Veterans Art Museum during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
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Clarke House Museum

You can spend time studying the exhibits at Clarke House Museum during your travels in Chicago. Experience the acclaimed art galleries 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 with a stop at William K Kimball House. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.
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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 theatre 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 art galleries.
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€23
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€21
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

€35
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.