Search Deals onManhattan Vacation Packages
Manhattan Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Glen Club
Price was $461, price is now $311 per person
$311
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this golf hotel in Glenview. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions The Glen Club and The Glen Town Center are located nearby.
Sheraton Grand Chicago Riverwalk
Price was $1,364, price is now $352 per person
$352
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago Fulton Market
Save 100% on your flight
Price was $690, price is now $406 per person
$406
per person
Jan 1 - Jan 6
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.
The stay was everything I love the view and peaceful. Thank you
Reviewed on Oct 26, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $786, price is now $463 per person
$463
per person
Dec 9 - Dec 13
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.
The Peninsula Chicago
Save 100% on your flight
Price was $1,907, price is now $1,179 per person
$1,179
per person
Jan 1 - Jan 6
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 full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Price was $704, price is now $446 per person
$446
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) 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.
Super clean. Super views. Super amenities. Will stay again.
Reviewed on Oct 26, 2026
Pendry Chicago
Price was $575, price is now $374 per person
$374
per person
Dec 28 - Dec 31
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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $641, price is now $425 per person
$425
per person
Jan 1 - Jan 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.
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, Nov 17 - Thu, Nov 19
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$103 Roundtrip, found 7 hours ago
$103
Roundtrip
found 7 hours ago
Thu, Nov 26 - Sat, Dec 12
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$117 Roundtrip, found 13 hours ago
$117
Roundtrip
found 13 hours ago
Fri, Jan 15 - Tue, Jan 19
MCO
Orlando Intl.
MDW
Midway Intl.
$165 Roundtrip, found 19 hours ago
$165
Roundtrip
found 19 hours ago
Tue, Nov 24 - Mon, Nov 30
IAH
George Bush Intercontinental
MDW
Midway Intl.
$182 Roundtrip, found 5 days ago
$182
Roundtrip
found 5 days ago
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