Manhattan Vacations

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Manhattan Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 23
found 14 hours 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 WiFi (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 23
found 14 hours ago
Roundtrip flight included
New York (LGA) 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.

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 23
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 23
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 23
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Stay at this 4-star 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.

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 23
found 14 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

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Top Hotel Deals

Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
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

Delta Hotels by Marriott Chicago Willowbrook

3 out of 5
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 ...
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
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

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
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. ...
Red Roof Inn Chicago - Joliet

Red Roof Inn Chicago - Joliet

2 out of 5
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 ...
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
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 ...
Super 8 by Wyndham South Holland

Super 8 by Wyndham South Holland

2 out of 5
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

Country Inn & Suites by Radisson, Tinley Park, IL

3 out of 5
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 ...
Stone Creek Inn

Stone Creek Inn

2.5 out of 5
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 ...
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

3.5 out of 5
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 ...
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
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 Chicago Tinley Park

La Quinta Inn & Suites by Wyndham Chicago Tinley Park

3 out of 5
7255 West 183rd St., Tinley Park, IL
21.84 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 helpful staff and the clean ...
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
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 ...
Hampton Inn Joliet-Plainfield I-55

Hampton Inn Joliet-Plainfield I-55

2.5 out of 5
3555 Mall Loop Drive, Joliet, IL
23.34 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 ...
Econo Lodge

Econo Lodge

2 out of 5
17301 S Halsted St, Building B, South Holland, IL
34.07 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 ...
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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.

Frontier Airlines
Mon, Aug 4 - Thu, Aug 7
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$80 Roundtrip, found 6 days ago
$80
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Aug 4 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Thu, Aug 7, priced at $80 found 6 days ago
Frontier Airlines
Wed, Aug 27 - Tue, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$88 Roundtrip, found 6 days ago
$88
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Aug 27 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Sep 9, priced at $88 found 6 days ago
Frontier Airlines
Wed, Aug 27 - Thu, Sep 4
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$95 Roundtrip, found 6 days ago
$95
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Aug 27 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Thu, Sep 4, priced at $95 found 6 days ago
Delta
Tue, Sep 2 - Wed, Sep 3
LAX
Los Angeles Intl.
MDW
Midway Intl.
$217 Roundtrip, found 6 days ago
$217
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Sep 2 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 3, priced at $217 found 6 days ago