Search Deals onGilberts Vacation Packages
Gilberts Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Blue Chip Casino Hotel and Spa
Save 100% on your flight
Price was $522, price is now $366 per person
$366
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Chip Casino and Washington Park Zoo are located nearby.
The experience was great, tidy and seamless
Reviewed on Jul 30, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $1,165, price is now $701 per person
$701
per person
Oct 2 - Oct 5
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.
Level Chicago – Old Town
Save 100% on your flight
Price was $1,246, price is now $828 per person
$828
per person
Sep 13 - Sep 16
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.
Hotel Saint Clair- Magnificent Mile
Save 100% on your flight
Price was $802, price is now $539 per person
$539
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 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 Michigan Avenue and Chicago Riverwalk are located nearby.
Very well located.
Reviewed on Jul 30, 2026
The Whitehall Hotel, BW Premier Collection
Save 100% on your flight
Price was $779, price is now $526 per person
$526
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The best three parts were: a wonderful bed, a clean room, and a great location. This great historic hotel needs a little freshening up. Fresh paint where needed, and the hallway carpets should be cleaned or replaced. Overall, a great hotel, and I will stay there on my next trip to Chicago.
Reviewed on Jul 30, 2026
Level Chicago - River North
Save 100% on your flight
Price was $1,149, price is now $777 per person
$777
per person
Oct 15 - Oct 19
found 20 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. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Talbott, Autograph Collection
Save 100% on your flight
Price was $770, price is now $524 per person
$524
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury 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 Michigan Avenue and Chicago Riverwalk are located nearby.
Staff is so helpful!! I asked to be switched to a double instead of one queen because we were traveling with my toddler. They made the transition so smooth!! By the time we came up everything was in a different room.
Reviewed on Jul 30, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $840, price is now $593 per person
$593
per person
Oct 2 - Oct 5
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.
Excellent location.
Reviewed on Jul 30, 2026
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.
Mon, Aug 24 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Thu, Oct 22 - Mon, Oct 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$244 Roundtrip, found 12 hours ago
$244
Roundtrip
found 12 hours ago
Tue, Oct 20 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$247 Roundtrip, found 2 hours ago
$247
Roundtrip
found 2 hours ago
Tue, Sep 1 - Fri, Sep 18
PEK
Capital Intl.
ORD
O'Hare Intl.
$1,190 Roundtrip, found 2 days ago
$1,190
Roundtrip
found 2 days ago
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