Search Deals onTrevor Vacation Packages
Trevor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Save 100% on your flight
Price was $569, price is now $388 per person
$388
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Level Chicago Fulton Market
Save 100% on your flight
Price was $756, price is now $454 per person
$454
per person
Jan 7 - Jan 13
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.
Level Chicago – Old Town
Save 100% on your flight
Price was $754, price is now $483 per person
$483
per person
Jan 7 - Jan 11
found 11 hours 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.
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,958, price is now $1,293 per person
$1,293
per person
Dec 31 - Jan 5
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 breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The Talbott, Autograph Collection
Save 100% on your flight
Price was $742, price is now $494 per person
$494
per person
Dec 31 - Jan 5
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.
Clean room. Valet service slow.
Reviewed on Oct 18, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $702, price is now $469 per person
$469
per person
Dec 24 - Dec 27
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.
Great property!! Beautiful rooftop bar!!
Reviewed on Oct 19, 2026
Kinzie Hotel
Save 100% on your flight
Price was $740, price is now $498 per person
$498
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Excellent hotel in the perfect location for our stay. Many upscale restaurants within walking distance and the Chicago Theater is 1 block away.
Reviewed on Oct 17, 2026
Eurostars Magnificent Mile
Save 100% on your flight
Price was $739, price is now $503 per person
$503
per person
Dec 31 - Jan 5
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 a 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.
Always a great stay at Eurostars, excellent location
Reviewed on Oct 18, 2026
Trevor Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Trevor 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 24 - Fri, Dec 4
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$148 Roundtrip, found 2 hours ago
$148
Roundtrip
found 2 hours ago
Thu, Nov 12 - Sun, Nov 22
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Tue, Dec 15 - Thu, Dec 17
PHX
Sky Harbor Intl.
MKE
General Mitchell Intl.
$261 Roundtrip, found 5 hours ago
$261
Roundtrip
found 5 hours ago
Sat, Nov 14 - Sat, Dec 5
ATL
Hartsfield-Jackson Atlanta Intl.
MKE
General Mitchell Intl.
$267 Roundtrip, found 3 days ago
$267
Roundtrip
found 3 days ago
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