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

Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $403, price is now $220 per person
$220
per person
Mar 9 - Mar 11
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.

Hilton Chicago
Save 100% on your flight
Price was $738, price is now $430 per person
$430
per person
Apr 2 - Apr 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this 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 Millennium Park and Soldier Field are located nearby.

Hilton Grand Vacations Club Chicago Magnificent Mile
Save 100% on your flight
Price was $843, price is now $526 per person
$526
per person
Apr 4 - Apr 8
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 breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago – Old Town
Save 100% on your flight
Price was $853, price is now $538 per person
$538
per person
Apr 4 - Apr 8
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.

Aloft Chicago Downtown River North
Save 100% on your flight
Price was $769, price is now $490 per person
$490
per person
Apr 2 - Apr 7
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, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Holiday Inn Club Vacations at Lake Geneva Resort by IHG
Save 100% on your flight
Price was $439, price is now $291 per person
$291
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Book a stay at this spa resort in Lake Geneva. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions The Highlands Golf Course and The Brute Golf Course are located nearby.

Fairmont Chicago at Millennium Park
Save 100% on your flight
Price was $347, price is now $231 per person
$231
per person
Mar 9 - Mar 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Palmer House a Hilton Hotel
Save 100% on your flight
Price was $351, price is now $236 per person
$236
per person
Mar 9 - Mar 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Gilberts Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Gilberts 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, Mar 17 - Tue, Mar 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 3 hours ago
$138
Roundtrip
found 3 hours ago

Tue, Apr 28 - Wed, May 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$179 Roundtrip, found 7 hours ago
$179
Roundtrip
found 7 hours ago

Wed, Jan 28 - Tue, Feb 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago

Wed, Mar 4 - Mon, Mar 16
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,147 Roundtrip, found 3 hours ago
$1,147
Roundtrip
found 3 hours ago
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