
Flossmoor Holidays
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Top Flight + Hotel Deals in Flossmoor
Price found within the past 48 hours. Click for updated prices.


Pendry Chicago
Downtown Chicago
Price was €1,009, price is now €529 per person
€529
per person
20 Nov - 27 Nov
found 23 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.
Reviewed on 16 Oct 2025

Arlo Chicago
Downtown Chicago
Price was €828, price is now €452 per person
€452
per person
20 Nov - 27 Nov
found 23 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,852 reviews)
The location so close to Millennium station was perfect. Staff was very helpful & friendly. Room was very comfortable. Only complaint is the sliding frosted glass bathroom door. Not the best for privacy when sharing a room.
Reviewed on 19 Oct 2025

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €763, price is now €433 per person
€433
per person
20 Nov - 27 Nov
found 23 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
Our guests that are not from Chicago there should be some sort of a quick tips handout that gives an overview of the events that are taking place over the next week popular restaurants things that are within walking distance of the hotel
Reviewed on 20 Oct 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €776, price is now €463 per person
€463
per person
20 Nov - 27 Nov
found 23 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (2,188 reviews)
Food from restaurant wasn’t fresh and was a little overpriced. Also check in is at 4:00 pm which is inconvenient if you reach early. Had to pay extra for early check in at 12:00 noon.
Reviewed on 20 Oct 2025
Top hotels in Flossmoor

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
6201 Joliet Rd, Countryside, IL
Fully refundable
The price is €101 per night from 20 Nov to 21 Nov
€101
20 Nov - 21 Nov
includes taxes & fees
7.8/10 Good! (1,207 reviews)
"Close to I55. Close to restaurants. Adequate parking. The hotel was clean and the staff was friendly."
Reviewed on 16 Oct 2025

Hilton Chicago/Oak Lawn
9333 S Cicero Ave, Oak Lawn, IL
Fully refundableReserve now, pay when you stay
The price is €122 per night from 27 Oct to 28 Oct
€122
27 Oct - 28 Oct
includes taxes & fees
8.2/10 Very Good! (1,081 reviews)
"Room was clean and quiet. Key card stopped working and was required to operate elevator. That was slightly inconvenient but overall an enjoyable stay."
Reviewed on 18 Oct 2025

The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is €102 per night from 21 Oct to 22 Oct
€102
21 Oct - 22 Oct
includes taxes & fees
8.4/10 Very Good! (1,294 reviews)
"The staff was nice and friendly. Room smelled fresh and fragrant. The room was clean. The room it self was dated but nice. I would recommend."
Reviewed on 14 Oct 2025
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.
Popular places to visit
Coyote Run Golf Course
Enjoy a round of golf in Flossmoor at Coyote Run Golf Course. Discover the area's great live music and shops.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.