Search Deals onGary Vacation Packages
Gary Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago
Save 100% on your flight
Price was $355, price is now $229 per person
$229
per person
Jan 15 - Jan 18
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, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
Sheraton Grand Chicago Riverwalk
Price was $1,952, price is now $597 per person
$597
per person
Nov 26 - Nov 29
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.
Very nice property. However there were loud drunk college age kids who woke us up repeatedly throughout the night at 4 to 5 am by yelling in the hallway and banging on doors over and over. They also left bags of trash in the hallway near our room. Please up your security
Reviewed on Oct 26, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $490, price is now $264 per person
$264
per person
Jan 15 - Jan 18
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.
Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $444, price is now $261 per person
$261
per person
Jan 13 - Jan 17
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.
Location was great. Front desk staff were friendly and helpful
Reviewed on Oct 26, 2026
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 24 hours 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
Level Chicago – Old Town
Save 100% on your flight
Price was $514, price is now $316 per person
$316
per person
Jan 15 - Jan 18
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.
We had a great time at the property no problem at all
Reviewed on Oct 26, 2026
Swissotel - Chicago
Save 100% on your flight
Price was $539, price is now $336 per person
$336
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
This place is great and clean
Reviewed on Oct 26, 2026
Pendry Chicago
Price was $575, price is now $374 per person
$374
per person
Dec 28 - Dec 31
found 19 hours 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.
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.
Thu, Nov 19 - Wed, Dec 2
DTW
Detroit Metropolitan Wayne County
ORD
O'Hare Intl.
$186 Roundtrip, found 22 hours ago
$186
Roundtrip
found 22 hours ago
Sat, Nov 21 - Mon, Nov 23
DTW
Detroit Metropolitan Wayne County
ORD
O'Hare Intl.
$201 Roundtrip, found 2 days ago
$201
Roundtrip
found 2 days ago
Tue, Dec 8 - Tue, Dec 22
DTW
Detroit Metropolitan Wayne County
MDW
Midway Intl.
$206 Roundtrip, found 7 hours ago
$206
Roundtrip
found 7 hours ago
Wed, Nov 18 - Tue, Dec 1
RSW
Southwest Florida Intl.
MDW
Midway Intl.
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
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