Prairie District Holidays from £974

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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.

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The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Price was £1,291, price is now £974 per person
£974
per person
2 Oct - 7 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
8.4/10 Very good! (3,939 reviews)
The hotel was once a gem but it’s showing its age. Had to beg for a one hour late checkout. That shouldn’t happen at a nice hotel.

Reviewed on 15 Jul 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was £1,766, price is now £1,225 per person
£1,225
per person
2 Oct - 7 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We booked a two bedroom unit, but the unit clearly wasn't intended for a 2 bedroom. It was obviously a sitting area or something with a bed squeezed in. There was no vent so it made it impossible to shut the door, but then it was open to the living space and a full wall of windows. In addition, they list housekeeping as an amenity, and advertise one day or long term stays, however, for our 4 night stay, this didn't get housekeeping services. Meaning we had to get towels and coffee each day from the front desk, had piles of trash from cooking and such, and a heap of dirty towels from the week. Staff was friendly, but not really provided agency or capacity to do anything to fix the experience. Even a request for a fan to try to cool the space was impossible for them to solve (although they certainly had one for the front desk to keep staff comfortable).

Reviewed on 14 Jul 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was £2,207, price is now £1,646 per person
£1,646
per person
2 Oct - 7 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.6/10 Exceptional! (1,910 reviews)
We loved our "upgraded" room with the beautiful view of the river, Lake Michigan and the Saturday night fireworks! This was thanks to Michael, our concierge or check-in man at the front desk. It took us a little while to figure out all the lighting but that was a small thing. The coffee at your restaurant left a little to be desired - it was not hearty enough or warm enough. The cappuccino we replaced it with was very good! All in all, a very happy experience.

Reviewed on 14 Jul 2026

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Downtown Chicago
Price was £2,364, price is now £1,769 per person
£1,769
per person
8 Oct - 13 Oct
found 2 hours ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
8.8/10 Excellent! (2,296 reviews)
Great

Reviewed on 15 Jul 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,389, price is now £1,059 per person
£1,059
per person
2 Oct - 7 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
8.4/10 Very good! (2,006 reviews)
I wish the space was bigger. It was too tight for me and my young girls but the staff was so extra nice and welcoming.

Reviewed on 14 Jul 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

5 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

Top hotels in Prairie District

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is £144 per night from 5 Aug to 6 Aug
£144
5 Aug - 6 Aug
includes taxes & fees
8.8/10 Excellent! (2,851 reviews)
"Everything was excellent"

Reviewed on 15 Jul 2026

Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is £137 per night from 27 Jul to 28 Jul
£137
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very good! (1,745 reviews)
"Staff wasn’t welcoming or helpful. Hot water in shower didn’t work properly."

Reviewed on 15 Jul 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is £233 per night from 26 Jul to 27 Jul
£233
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (1,913 reviews)
"Staff was fantastic and always ready to help; from the front door to the room door!"

Reviewed on 15 Jul 2026

Omni Chicago Hotel
See all 4,360 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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 £974. 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 acclaimed theatre scene.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£19
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£31
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.