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


The Chicago Hotel Collection River North
Save 100% on your flight
per person
Jun 6 - Jun 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, a fitness center, and 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.

Embassy Suites by Hilton Chicago Downtown River North
Save 100% on your flight
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) 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 – Old Town
Save 100% on your flight
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Arlo Chicago
Save 100% on your flight
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Stay at this 4-star business-friendly 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.

Hilton Garden Inn Chicago Downtown South Loop
Save 100% on your flight
per person
Jun 6 - Jun 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.

Hilton Chicago
Save 100% on your flight
per person
Jun 6 - Jun 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.

Hotel Versey Chicago Lincoln Park
Save 100% on your flight
per person
Jun 6 - Jun 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wrigley Field and Michigan Avenue are located nearby.
Gary Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Gary 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.

Sat, May 3 - Sat, May 10
DTW
Detroit Metropolitan Wayne County
ORD
O'Hare Intl.
$117 Roundtrip, found 6 days ago
$117
Roundtrip
found 6 days ago

Thu, Apr 10 - Sun, Apr 20
RSW
Southwest Florida Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 6 days ago
$117
Roundtrip
found 6 days ago

Thu, May 15 - Sat, May 24
DTW
Detroit Metropolitan Wayne County
MDW
Midway Intl.
$170 Roundtrip, found 3 days ago
$170
Roundtrip
found 3 days ago

Tue, Apr 8 - Sun, Apr 20
RSW
Southwest Florida Intl.
MDW
Midway Intl.
$259 Roundtrip, found 6 days ago
$259
Roundtrip
found 6 days ago
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