Prairie District Holidays from £1,060

Book a Hotel + Flight or Car together to unlock savings

Photo by Krystalvation

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

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.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,793, price is now £1,060 per person
£1,060
per person
20 Sept - 27 Sept
found 13 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9/10 Wonderful! (654 reviews)
Loved everything about it. Amazing room, view and pool!

Reviewed on 20 Aug 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,456, price is now £1,537 per person
£1,537
per person
8 Oct - 15 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,063 reviews)
Staff was amazing!! Everything was so easy checking in and checking out. The stay was great! It was so nice having the pier to ourselves after hours.

Reviewed on 20 Aug 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,097, price is now £1,375 per person
£1,375
per person
8 Oct - 15 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
Great spot, good location, nice rooms.

Reviewed on 20 Aug 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,174, price is now £1,426 per person
£1,426
per person
8 Oct - 15 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Staff were excellent, I needed to mail some parcels for a business event which they held for over a week (arrived earlier than expected!) breakfast was also excellent. Rooms were noisy, not from outside but from the other rooms. Walls must be thin and could hear conversation and the TV from both sides.

Reviewed on 20 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £3,558, price is now £2,377 per person
£2,377
per person
8 Oct - 15 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug 2025

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
Downtown Chicago featuring a city

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

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £104 per night from 24 Aug to 25 Aug
£104
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (9,014 reviews)
"Great hotel"

Reviewed on 20 Aug 2025

Congress Plaza Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £131 per night from 1 Sept to 2 Sept
£131
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,205 reviews)
"The pool could have been a bit better"

Reviewed on 19 Aug 2025

The Wade
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
The price is £140 per night from 3 Sept to 4 Sept
£140
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (4,726 reviews)
"Valet parking was very expensive for leaving your car without using it for 2 days."

Reviewed on 20 Aug 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,564 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 £1,060. 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.

Popular places to visit

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.

Elbridge G Keith House

Things to do

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
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.