Search Deals onManhattan Vacation Packages
Manhattan Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $727, price is now $429 per person
$429
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Hotel Riu Plaza Chicago
Price was $1,459, price is now $634 per person
$634
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Emily Hotel
Price was $1,670, price is now $847 per person
$847
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

The Allegro Royal Sonesta Hotel Chicago Loop
Save 100% on your flight
Price was $930, price is now $492 per person
$492
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $2,049, price is now $1,108 per person
$1,108
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Hilton Garden Inn Chicago Downtown South Loop
Save 100% on your flight
Price was $809, price is now $476 per person
$476
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.

Level Chicago – Old Town
Price was $1,207, price is now $712 per person
$712
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.

Chicago Athletic Association, a Hyatt Hotel
Save 100% on your flight
Price was $879, price is now $524 per person
$524
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Manhattan Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Manhattan Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Tue, Oct 7 - Tue, Oct 14
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$103 Roundtrip, found 1 hour ago
$103
Roundtrip
found 1 hour ago

Thu, Oct 30 - Thu, Nov 6
DEN
Denver Intl.
MDW
Midway Intl.
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago

Sat, Sep 13 - Sat, Sep 20
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$145 Roundtrip, found 6 days ago
$145
Roundtrip
found 6 days ago

Thu, Oct 16 - Fri, Oct 24
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$161 Roundtrip, found 7 hours ago
$161
Roundtrip
found 7 hours ago
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