Prairie District Holidays from £1,401

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Your Prairie District Holiday

Book your holiday package to Prairie District and prepare to experience its culture and more. Whether you're craving adventure or fun, you'll find it in this inviting neighbourhood. Not sure where to go during your trip to Prairie District? Nearby attractions like Millennium Park, Willis Tower and Art Institute of Chicago are excellent places to start. Whatever your travel goals or the size of your budget, booking a perfect Prairie District holiday has never been easier with Expedia.

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
Save 100% on your flight
£1,401
per person
7 Oct - 12 Oct
found 4 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very good! (2,960 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
£1,661
per person
7 Oct - 12 Oct
found 4 hours ago
Return direct flight included
London (LON) 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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
Save 100% on your flight
£1,540
per person
7 Oct - 12 Oct
found 4 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,654 reviews)
The hotel was clean. The staff was amazing. The location is also great. I love being right on the water. Perfect for a stroll outside on the boardwalk.

Reviewed on 29 Aug 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
Save 100% on your flight
£2,877
per person
7 Oct - 12 Oct
found 4 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Downtown Chicago
Save 100% on your flight
£1,797
per person
7 Oct - 12 Oct
found 4 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (2,373 reviews)
We really like Silversmith. We've been there a couple of times. A smaller historical hotel and a bit more personal. We like the Loop! Staff was very good. Susan worked it all out for our group of 4 rooms. Good rooms. Try the "pure wellness" rooms. Quite nice. The attached Adamus restaurant, bar and lounge, was great; breakfast and dinner. The restaurant and bar staff were very attentive and personable! Renee was a fab bertender. Millennium Park and museums are a couple short blocks away. Very good home base to get something done or just explore Chicago.

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
£94
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,203 reviews)
"The hotel is old and needs a renovation. Carpets are worn and dirty, and you can tell that it hasn't had a refresh in 30+ years. However, we left important medicine behind and we coordinated with them to have it sent to us at our next stop...they were VERY helpful in this regard so despite a negative ..."

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
£126
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
£205
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,330 reviews)
"Great spot highly recommend"

Reviewed on 29 Aug 2026

Hyatt Regency McCormick Place Chicago
See all 4,414 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 travel package cost?
Cross off another part of the world with our Prairie District travel packages, which start from only £1,401. Handpick the hotels and flights that suit your style. Then, add on one or two sightseeing activities for an incredible getaway.
If I'm not able to travel, can I cancel my Prairie District travel package?
Your situation can change in a flash, so yes. You may be able to change or cancel your Prairie District travel package for free within 24 hours of booking. For bookings older than that, you can still make changes, but your car rental company, hotel or airline may charge a fee. Looking for more information? Visit our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Prairie District?
One of the easiest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all covered. Select the combination that suits your style and see your savings grow. We know a package deal is never one-size-fits-all. That's why Expedia offers over 550 airlines and 1,000,000 hotel options throughout the world, which lets you customize your Prairie District getaway.
Does Expedia offer Book Now, Pay Later Prairie District holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway a little easier on the wallet. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more money to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that falls within your budget. Check out these flexible payment options:
  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If making small repayments each month sounds right for you, pick this option at checkout.
  • Pay in instalments holidays: If you want to pay off your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you see an awesome deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock it in.
Where should I stay in Prairie District?
Most visitors to Prairie District include both Millennium Park and Wrigley Field on their must-see lists. Why not consider a hotel near these fantastic attractions?
What are the top hotels in Prairie District?
Hyatt Regency Chicago and The Godfrey Hotel Chicago are a couple of the most well-known properties in Prairie District. Why not have a look at the amenities and rates at each and then make a decision?
How far in advance should I book my Prairie District holiday?
It all depends on the air carrier, but it's usually possible to browse through international fares on Expedia up to a year in advance. While it's a good idea to book ahead of time, lucky travellers will sometimes score a cheaper seat only weeks before departure dates.
What does an Expedia Prairie District travel package include?
With Expedia, you can select a combination of flights, car rentals and hotels to create your perfect Prairie District package. Once you've made your booking, you can add on fun stuff like day tours and activities. Remember — the more you bundle, the more cash you'll save!
What should I know before booking a Prairie District travel package?
Whether it's adventure or relaxation you're after, a Prairie District travel package lets you organise your escape your way. Plus, you'll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Prairie District Expedia travel package?
Yes — that's one of the best things about an Expedia travel package. You're the boss! We have more than 550 partner airlines throughout the world, so you have loads of choice when creating your Prairie District trip.

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

£35
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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. Flight-inclusive packages are ATOL protected.