Prairie District Vacations from $583
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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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $898, price is now $583 per person
$583
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,809 reviews)
Great stay and will book again
Reviewed on Jul 14, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $980, price is now $622 per person
$622
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,586 reviews)
One of the best hotels I’ve ever stayed in. All staff from reception, cleaners, breakfast attendants and security work so well together. They are friendly, go beyond, hard working and kind.
The breakfast time was beyond amazing. Everything is always fully stocked, until last hour. Wide variety of items, clean and smoothly operated by a meticulous breakfast team.
I spent my birthday here and they made it special with small details such as wishing me during breakfast with a cake.
We were delayed by a day and they sorted it for me without a problem- thank you Anderson and Jessica.
The location is perfect, round the corner from magnificent mile, a walk to oak beach and much more.
I can’t wait to return!
Reviewed on Jul 14, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,290, price is now $833 per person
$833
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Room was clean area was fines. Staff was mediocre at best. Last night person seem disinterested and didn’t seem to want to speak. For the price we paid it was honestly not work it too me. Felt that they nickeled and dined you too death. No housekeeping for the entire 5 night. Crazy expensive for parking we had to make other arrangements which was a hassle since i was on crutches but we made it work. Even if we had parties on garage not elevator access. Will not be staying here again. Not worth the money, poor customer service. Had to get towels and empty trash daily. Very disappointing!!
Reviewed on Jul 13, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $925, price is now $602 per person
$602
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.
Reviewed on Jul 14, 2026
Omni Chicago Hotel
Downtown Chicago
Save 100% on your flight
Price was $995, price is now $669 per person
$669
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
While amenities and being up to date are important, my main focus for a hotel is it’s cleanliness and how comfortable is the bed since I’ve stayed many places that while nice, if the bed is uncomfortable can ruin your stay. Our room at Omni was clean and comfortable. There were a few things that looked a little tired and could use updating but overall we had a good sleep and were refreshed for the next day.
Reviewed on Jul 13, 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
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
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $193 total per night from Aug 3 to Aug 4
$193 total
Aug 3 - Aug 4
Total with taxes and fees
8.8/10 Excellent! (2,840 reviews)
"This is the third time we’ve stayed, and every time we’ve enjoyed, property is well kept, nice rooms, great staff, wonderful breakfast, would definitely recommend!"
Reviewed on Jul 14, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $193 total per night from Jul 27 to Jul 28
$193 total
Jul 27 - Jul 28
Total with taxes and fees
8.2/10 Very Good! (1,747 reviews)
"We decided to extend our stay and the staff were amazing. Very courteous !!!"
Reviewed on Jul 13, 2026
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$263 nightly
The price is $313 total per night from Jul 26 to Jul 27
$313 total
Jul 26 - Jul 27
Total with taxes and fees
9.2/10 Wonderful! (1,917 reviews)
"While amenities and being up to date are important, my main focus for a hotel is it’s cleanliness and how comfortable is the bed since I’ve stayed many places that while nice, if the bed is uncomfortable can ruin your stay. Our room at Omni was clean and comfortable. There were a few things that ..."
Reviewed on Jul 13, 2026
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.
Stay near popular Prairie District attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.