Prairie District Vacations from $525
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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.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was $999, price is now $525 per person
$525
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Our experience here was fantastic. We visited in August and the weather was superb. Everything was centralized. From shopping to dining and peace and quiet were abound. Just magnificent stay. The staff was friendly and informative. Thank you.
Reviewed on Sep 4, 2025
The Emily Hotel
Downtown Chicago
Price was $1,362, price is now $715 per person
$715
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,195 reviews)
Beautiful property close to the Fulton Market and night life. The room was eccentric in a way that made our stay cool. It was clean and stocked with a bar & snacks for additional purchase. We enjoyed the Rooftop Cinema on the 6th floor, it was playing my favorite movie! And the restaurant Fora had a delicious breakfast. We definitely recommend this property.
Reviewed on Sep 6, 2025
Palmer House a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,064, price is now $626 per person
$626
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,917 reviews)
Beautiful but room was SO TINY. No closet. Staff ignored people at the desk. Scammy Hilton resort guy downstairs and upstairs at some times. Was a fun experience but wouldn't stay again. Bed was super comfy though and loved how cold I could make it myself in the room.
Reviewed on Sep 6, 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
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.
Prairie District Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $210 total per night from Sep 22 to Sep 23
$210 total
Sep 22 - Sep 23
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $209 total per night from Sep 14 to Sep 15
$209 total
Sep 14 - Sep 15
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
$163 nightly
The price is $191 total per night from Sep 14 to Sep 15
$191 total
Sep 14 - Sep 15
Total with taxes and fees
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
Wendella's 90-min Chicago River Architecture Tour
$45
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
$45
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.