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Manhattan Vacation Packages

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Manhattan Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
Save 100% on your flight
Price was $522, price is now $366 per person
$366
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Chip Casino and Washington Park Zoo are located nearby.
This was my first time staying at the hotel. The rooms were very clean and Plenty of parking spaces. I will stay on my next visit.

Reviewed on Jul 30, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,532, price is now $884 per person
$884
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Fue solo una noche, pero todo fue 100/10.

Reviewed on Jul 30, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $859, price is now $528 per person
$528
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Rooms were very bare. Ours didn’t even have a fridge, we had to ask for one. Then they gave us a beverage fridge. No dresser or storage anywhere. Bathroom had no counter space. Shower would get water everywhere because the curtain wasn’t long enough. Super tight space not worth the price.

Reviewed on Jul 30, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,125, price is now $734 per person
$734
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The property is one of the coolest places in Chicago. Conveniently located to the Magnificent Mile, Millennial Park, and the Theater District.

Reviewed on Jul 28, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,291, price is now $845 per person
$845
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
Price was $1,149, price is now $777 per person
$777
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 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.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,219, price is now $825 per person
$825
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Excellent location

Reviewed on Jul 30, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,017, price is now $689 per person
$689
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Comes with all the comforts of Home.

Reviewed on Jul 29, 2026

Manhattan Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $881, price is now $503 per person
$503
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $859, price is now $528 per person
$528
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,125, price is now $734 per person
$734
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,291, price is now $845 per person
$845
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Manhattan Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $974, price is now $564 per person
$564
per person
Sep 30 - Oct 5
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,621, price is now $903 per person
$903
per person
Sep 30 - Oct 5
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,634, price is now $921 per person
$921
per person
Sep 30 - Oct 5
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Price was $4,634, price is now $2,689 per person
$2,689
per person
Sep 13 - Sep 19
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Tue, Aug 18 - Tue, Aug 18
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$119 Roundtrip, found 2 days ago
$119
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 18 from Minneapolis - St. Paul Intl. to Midway Intl., returning Tue, Aug 18, priced at $119 found 2 days ago
Frontier Airlines
Tue, Sep 1 - Tue, Sep 8
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$153 Roundtrip, just found
$153
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Sep 1 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Sep 8, priced at $153 just found
Frontier Airlines
Thu, Sep 10 - Tue, Sep 15
MSY
Louis Armstrong New Orleans Intl.
MDW
Midway Intl.
$169 Roundtrip, just found
$169
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Sep 10 from Louis Armstrong New Orleans Intl. to Midway Intl., returning Tue, Sep 15, priced at $169 just found
Frontier Airlines
Sat, Sep 19 - Tue, Sep 22
IAH
George Bush Intercontinental
MDW
Midway Intl.
$206 Roundtrip, just found
$206
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Sep 19 from George Bush Intercontinental to Midway Intl., returning Tue, Sep 22, priced at $206 just found