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.
Congress Plaza Hotel
Downtown Chicago
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.
Omni Chicago Hotel
Downtown Chicago
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
St. Louis (STL) 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 breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Emily Hotel
Downtown Chicago
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Chicago (ORD)
Stay at this 4-star 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.
The Royal Sonesta Chicago River North
Downtown Chicago
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
St. Louis (STL) 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.
Swissotel - Chicago
Downtown Chicago
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Chicago (ORD)
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Top Hotel Deals
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
35.27 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 ...
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway, Willowbrook, IL
36.7 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. ...
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. ...
Delta Hotels by Marriott Chicago Willowbrook
7800 Kingery Hwy, Willowbrook, IL
36.25 km from city center
Book a stay at this business-friendly hotel in Willowbrook. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in ...
Red Roof Inn Chicago - Joliet
1750 Mcdonough St, Joliet, IL
15.38 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 ...
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
18501 Convention Center Drive, Tinley Park, IL
21.9 km from city center
Stay at this 3.5-star business-friendly hotel in Tinley Park. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
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 ...
DoubleTree by Hilton Chicago - Alsip
5000 W 127th St, Alsip, IL
33.33 km from city center
Stay at this 4-star business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Stone Creek Inn
10600 S Harlem Ave, Worth, IL
34.44 km from city center
Stay at this hotel in Worth. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Water's Edge Golf Club and Lake Katherine Nature Center ...
Wingate by Wyndham Tinley Park
18421 N Creek Drive, Tinley Park, IL
21.71 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 ...
La Quinta Inn & Suites by Wyndham Chicago Tinley Park
7255 West 183rd St., Tinley Park, IL
21.84 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 helpful staff and the clean ...
Baymont by Wyndham Chicago/Alsip
12801 South Cicero, Alsip, IL
33.35 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 ...
Country Inn & Suites by Radisson, Tinley Park, IL
18315 South LaGrange Road, Tinley Park, IL
18.68 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 ...
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.
Mon, May 12 - Mon, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$106 Roundtrip, found 13 hours ago
$106
Roundtrip
found 13 hours ago
Sat, Jul 12 - Mon, Jul 14
DEN
Denver Intl.
MDW
Midway Intl.
$116 Roundtrip, found 1 day ago
$116
Roundtrip
found 1 day ago
Fri, May 23 - Sun, May 25
MCO
Orlando Intl.
MDW
Midway Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Sat, May 31 - Thu, Jun 5
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$198 Roundtrip, found 6 days ago
$198
Roundtrip
found 6 days ago
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