
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 Whitehall Hotel, BW Premier Collection
Downtown Chicago
Price was $405, price is now $296 per person
$296
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $762, price is now $521 per person
$521
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $670, price is now $485 per person
$485
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was $560, price is now $407 per person
$407
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $513, price is now $375 per person
$375
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Residence Inn by Marriott Chicago Downtown / River North
Downtown Chicago
Save 100% on your flight
Price was $478, price is now $350 per person
$350
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue 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 ...

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 ...

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 ...

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 ...

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. ...

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 ...

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 ...

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 ...

Extended Stay America Suites Chicago Burr Ridge
15 W. 122nd S. Frontage Rd., Burr Ridge, IL
30.48 km from city center
Book a stay at this business-friendly hotel in Burr Ridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Burr Ridge Village Center and ...

Courtyard by Marriott Chicago Midway Airport
6610 S Cicero Ave, Chicago, IL
26.02 km from city center
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...

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 ...

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 free parking, 5 restaurants, and a marina. Our guests praise the helpful staff and the clean rooms in ...
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.

Wed, Dec 3 - Tue, Dec 9
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago

Thu, Dec 4 - Tue, Dec 9
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$69 Roundtrip, found 2 days ago
$69
Roundtrip
found 2 days ago

Thu, Dec 4 - Mon, Dec 8
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$70 Roundtrip, found 2 days ago
$70
Roundtrip
found 2 days ago

Mon, Jan 12 - Tue, Jan 27
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago

