Flossmoor Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Flossmoor Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was $617, price is now $449 per person
$449
per person
Nov 13 - Nov 17
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $796, price is now $506 per person
$506
per person
Nov 13 - Nov 17
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,532, price is now $986 per person
$986
per person
Nov 13 - Nov 17
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
La Banque Hotel
Save 100% on your flight
Price was $739, price is now $479 per person
$479
per person
Nov 13 - Nov 17
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $757, price is now $536 per person
$536
per person
Nov 13 - Nov 17
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sonesta Chicago O'Hare Airport Rosemont
O'Hare
Save 100% on your flight
Price was $628, price is now $456 per person
$456
per person
Nov 13 - Nov 17
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Allstate Arena and Rivers Casino are located nearby.
Top Hotel Deals
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway, Willowbrook, IL
31.67 km from city center
Stay at this hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
30.95 km from city center
Stay at this 3.5-star boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Hilton Chicago/Oak Lawn
9333 S Cicero Ave, Oak Lawn, IL
20.44 km from city center
Book a stay at this business-friendly hotel in Oak Lawn. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
Hampton Inn by Hilton Chicago-Midway Airport
6540 S Cicero Ave, Chicago, IL
26.13 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Motel 6 Bridgeview, IL
9625 S 76th Ave, Bridgeview, IL
21.85 km from city center
Stay at this motel in Bridgeview. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Baymont by Wyndham Chicago/Alsip
12801 South Cicero, Alsip, IL
13.58 km from city center
Book a stay at this business-friendly hotel in Alsip. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Ameristar Casino Hotel East Chicago
777 Ameristar Blvd., East Chicago, IN
23.9 km from city center
Stay at this 4-star beach hotel in East Chicago. Enjoy 5 restaurants, a marina, and a casino. Our guests praise the helpful staff and the clean rooms in our ...
Motel 6 - Chicago, IL
10022 South Halsted Street, Chicago, IL
19.08 km from city center
Stay at this motel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Abbott Park and Martin Luther King Drive are located ...
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
6201 Joliet Rd, Countryside, IL
30.36 km from city center
Stay at this 3.5-star business-friendly hotel in Countryside. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the clean rooms ...
Hyatt Place Chicago Midway Airport
6550 S Cicero Ave, Chicago, IL
26.07 km from city center
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson, Tinley Park, IL
18315 South LaGrange Road, Tinley Park, IL
13.96 km from city center
Stay at this 3-star business-friendly hotel in Tinley Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Red Roof Inn Chicago - Lansing
2450 East 173rd Street, Lansing, IL
11.57 km from city center
Stay at this hotel in Lansing. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Lansing Square Shopping Center and River Oaks Center ...
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave, Chicago, IL
25.93 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Sep 27 - Tue, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Mon, Sep 22 - Tue, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Wed, Sep 17 - Sat, Sep 20
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$106 Roundtrip, found 6 days ago
$106
Roundtrip
found 6 days ago
Sat, Oct 18 - Sat, Oct 25
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$123 Roundtrip, found 5 days ago
$123
Roundtrip
found 5 days ago