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.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Kansas City (MCI) 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.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Kansas City (MCI) 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.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago - River North
Downtown Chicago
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Top Hotel Deals
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 ...
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. ...
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 ...
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 ...
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. ...
Holiday Inn Express & Suites Chicago - Oak Forest by IHG
4365 Frontage Rd, Oak Forest, IL
28.71 km from city center
Stay at this hotel in Oak Forest. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Popular attractions George Dunne National Golf Club and Oak Hill ...
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 ...
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 ...
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St, Orland Park, IL
23.65 km from city center
Book a stay at this business-friendly hotel in Orland Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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 SeatGeek Stadium and Water's Edge Golf Club are located ...
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 ...
La Quinta Inn & Suites by Wyndham South Holland
610 Tollview Dr, South Holland, IL
34.16 km from city center
Stay at this 3-star business-friendly hotel in South Holland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in ...
Wind Creek Southland Casino and Hotel
17300 S Halsted St, Hazel Crest, IL
33.6 km from city center
Stay at this 4-star spa resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Midwest Carvers Museum and Ravisloe ...
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.
Tue, Oct 7 - Tue, Oct 14
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$107 Roundtrip, found 4 days ago
$107
Roundtrip
found 4 days ago
Tue, Jul 8 - Fri, Jul 11
DEN
Denver Intl.
MDW
Midway Intl.
$193 Roundtrip, found 3 hours ago
$193
Roundtrip
found 3 hours ago
Fri, Jul 11 - Wed, Jul 16
MSY
Louis Armstrong New Orleans Intl.
MDW
Midway Intl.
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Sat, Jun 21 - Thu, Jun 26
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$238 Roundtrip, found 2 days ago
$238
Roundtrip
found 2 days ago
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