Manhattan Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Manhattan Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Chicago
Downtown Chicago
Price was $828, price is now $633 per person
$633
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, a rooftop terrace, and a 24-hour 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.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,309, price is now $869 per person
$869
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Breakfast included is definitely a plus
Reviewed on Nov 12, 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was $1,189, price is now $847 per person
$847
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, 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.
Very clean, modern rooms, great view, helpful staff. WIll stay here again when i visit Chicgao next
Reviewed on Nov 12, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was $820, price is now $643 per person
$643
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Over charge for the room put deposit didn't received it back yet
Reviewed on Nov 12, 2026
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
Price was $843, price is now $674 per person
$674
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Price was $988, price is now $794 per person
$794
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
Top Hotel Deals
Wind Creek Chicago Southland Casino and Hotel
17300 S Halsted St Hazel Crest IL
33.6 km from city center
Book a stay at this luxury resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Ravisloe Country Club and Oak Hill ...
Motel 6 Bridgeview, IL
9625 S 76th Ave Bridgeview IL
35.83 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. ...
DoubleTree by Hilton Chicago - Alsip
5000 W 127th St Alsip IL
33.46 km from city center
Book a stay at this business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
35.22 km from city center
Book a stay at this boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Hampton Inn Joliet-Plainfield I-55
3555 Mall Loop Drive Joliet IL
23.38 km from city center
Stay at this hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Baymont by Wyndham Chicago/Alsip
12801 South Cicero Alsip IL
33.41 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 ...
Red Roof Inn Chicago - Joliet
1750 Mcdonough St Joliet IL
15.36 km from city center
Stay at this hotel in Joliet. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Plaza Hotel By OYO Calumet Park Near Alsip I 57
12710 S Ashland Ave Calumet Park IL
37.88 km from city center
Stay at this hotel in Calumet Park. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Pullman Historic District and Harborside International ...
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
18501 Convention Center Drive Tinley Park IL
21.89 km from city center
Book a stay at this business-friendly hotel in Tinley Park. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
Comfort Inn Romeoville - Bolingbrook
1235 Lake View Drive Romeoville IL
28.54 km from city center
Book a stay at this business-friendly hotel in Romeoville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Super 8 by Wyndham South Holland
17225 Halsted St South Holland IL
34.14 km from city center
Book a stay at this business-friendly hotel in South Holland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Country Inn & Suites by Radisson, Tinley Park, IL
18315 South LaGrange Road Tinley Park IL
18.68 km from city center
Book a stay at this business-friendly hotel in Tinley Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Bluestar Motel
7150 103rd St Chicago Ridge IL
35.14 km from city center
Stay at this motel in Chicago Ridge. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chicago Ridge Shopping Mall and Lake Katherine ...
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 16 - Wed, Dec 30
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Sat, Jan 16 - Tue, Feb 2
FLL
Fort Lauderdale - Hollywood Intl.
MDW
Midway Intl.
$152 Roundtrip, found 4 days ago
$152
Roundtrip
found 4 days ago
Wed, Dec 16 - Wed, Dec 30
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Wed, Dec 16 - Wed, Dec 30
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago