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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,408, price is now $895 per person
$895
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,771, price is now $979 per person
$979
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,965, price is now $1,266 per person
$1,266
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Chicago (ORD)
Book a stay at this 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.
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,650, price is now $1,077 per person
$1,077
per person
May 30 - Jun 3
found 1 day ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was $1,512, price is now $987 per person
$987
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,420, price is now $963 per person
$963
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.
Top Hotel Deals
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 ...
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. ...
Wind Creek Southland Casino and Hotel
17300 S Halsted St Hazel Crest IL
33.6 km from city center
Book a stay at this spa resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Midwest Carvers Museum and Ravisloe ...
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 ...
Hampton Inn Chicago Orland Park
16176 LaGrange Road Orland Park IL
22.14 km from city center
Book a stay at this business-friendly hotel in Orland Park. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
Econo Lodge South Holland - Chicago Southland
17301 S Halsted St, Building B South Holland IL
34.13 km from city center
Stay at this hotel in South Holland. Enjoy free WiFi, free parking, and room service. Popular attractions Midwest Carvers Museum and Harvey Public Library are ...
Wingate by Wyndham Tinley Park
18421 N Creek Drive Tinley Park IL
21.74 km from city center
Stay at this hotel in Tinley Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Quality Inn & Suites Matteson near I-57
21050 Matteson Avenue Matteson IL
22.81 km from city center
Stay at this hotel in Matteson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Credit Union 1 Amphitheatre and Odyssey Fun World are ...
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 ...
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 ...
Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
19.88 km from city center
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
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, Apr 18 - Tue, Apr 28
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$86 Roundtrip, found 23 hours ago
$86
Roundtrip
found 23 hours ago
Sat, Apr 18 - Fri, May 1
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$97 Roundtrip, found 23 hours ago
$97
Roundtrip
found 23 hours ago
Wed, Apr 29 - Tue, May 5
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$165 Roundtrip, found 2 days ago
$165
Roundtrip
found 2 days ago
Tue, Apr 21 - Wed, Apr 22
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$179 Roundtrip, found 23 hours ago
$179
Roundtrip
found 23 hours ago