Prairie District Vacations from $460

Book a Hotel + Flight or Car together to unlock savings

Photo by Susie Morgan
  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Prairie District Vacation

When it's time for your next adventure, choose a Prairie District vacation package. From its culture to a whole lot more, there are loads of great reasons to stay in this neighborhood. Can't wait to explore the sights during your trip to Prairie District? Be sure to stop by nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago. No matter what your ideal Prairie District vacation may look like, you can make it a reality with Expedia.

The Latest Prairie District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
Hotel Riu Plaza Chicago
Level Chicago – Old Town
Hotel Felix River North/Magnificent Mile
Fairmont Chicago at Millennium Park

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

Prairie District Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $129 total per night from Apr 5 to Apr 6
$129 total
Apr 5 - Apr 6
Total with taxes and fees
8/10 Very Good! (10,028 reviews)
very old and grand hotel. felt like i was in the titanic but a hotel. Was very eerie and felt haunted. if you are in to ghost wonderful place to stay. the stairs alone are just breath taking.

Reviewed on Mar 31, 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $143 total per night from Apr 7 to Apr 8
$143 total
Apr 7 - Apr 8
Total with taxes and fees
9/10 Wonderful! (4,017 reviews)
My neck and my back are killing me and the staff forgot to give me my breakfast vouchers until my 3rd day. Then they refused to compensate me instead told me to go to complain to "Expedia". Cool. Great service. The lobby restaurant is decent. The staff there was cool. Sit at the bar and have a ...

Reviewed on Mar 31, 2026

Hilton Chicago/Magnificent Mile Suites
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
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $153 total per night from Apr 12 to Apr 13
$153 total
Apr 12 - Apr 13
Total with taxes and fees
8.6/10 Excellent! (5,791 reviews)
Yes

Reviewed on Mar 31, 2026

Embassy Suites by Hilton Chicago Downtown River North
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.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.