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Trevor Vacation Packages

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Trevor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $779, price is now $457 per person
$457
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Location and facility was very nice

Reviewed on Sep 7, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,571, price is now $896 per person
$896
per person
Nov 12 - Nov 15
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.

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,023, price is now $596 per person
$596
per person
Nov 12 - Nov 15
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.
Amazing. Book here always.

Reviewed on Sep 10, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,464, price is now $917 per person
$917
per person
Oct 15 - Oct 19
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.
The pool & jacuzzi was perfect, this hotel is beautiful

Reviewed on Sep 7, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $781, price is now $491 per person
$491
per person
Oct 29 - Nov 1
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.

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $781, price is now $500 per person
$500
per person
Nov 12 - Nov 15
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.
Old,

Reviewed on Sep 8, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $742, price is now $478 per person
$478
per person
Oct 29 - Nov 1
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 a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.

Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,843, price is now $1,249 per person
$1,249
per person
Nov 28 - Dec 4
found 3 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.

Trevor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $779, price is now $457 per person
$457
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,028, price is now $545 per person
$545
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,571, price is now $896 per person
$896
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $797, price is now $492 per person
$492
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Trevor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,180, price is now $685 per person
$685
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,571, price is now $855 per person
$855
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,080, price is now $1,229 per person
$1,229
per person
Nov 24 - Nov 29
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,598, price is now $1,004 per person
$1,004
per person
Nov 28 - Dec 4
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Thu, Oct 8 - Tue, Oct 13
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$100 Roundtrip, found 18 hours ago
$100
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Thu, Oct 8 from Orlando Intl. to General Mitchell Intl., returning Tue, Oct 13, priced at $100 found 18 hours ago
Sun Country Airlines
Thu, Oct 1 - Sun, Oct 4
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$190 Roundtrip, found 4 days ago
$190
Roundtrip
found 4 days ago
Select Sun Country Airlines flight, departing Thu, Oct 1 from Minneapolis - St. Paul Intl. to General Mitchell Intl., returning Sun, Oct 4, priced at $190 found 4 days ago
Frontier Airlines
Mon, Nov 23 - Mon, Dec 7
DEN
Denver Intl.
MKE
General Mitchell Intl.
$233 Roundtrip, found 18 hours ago
$233
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Mon, Nov 23 from Denver Intl. to General Mitchell Intl., returning Mon, Dec 7, priced at $233 found 18 hours ago
Bargain Flight
Sat, Oct 3 - Thu, Oct 8
ATL
Hartsfield-Jackson Atlanta Intl.
MKE
General Mitchell Intl.
$243 Roundtrip, found 20 hours ago
$243
Roundtrip
found 20 hours ago
Select Bargain Flight flight, departing Sat, Oct 3 from Hartsfield-Jackson Atlanta Intl. to General Mitchell Intl., returning Thu, Oct 8, priced at $243 found 20 hours ago