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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.
Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

2.5 out of 5
per person
Aug 13 - Aug 17
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions South Milwaukee Performing Arts Center and South Milwaukee Downtown Market are located nearby.
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
per person
Aug 3 - Aug 8
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star 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.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this business-friendly hotel in Evanston. 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 Clark Street Beach and Halim Time & Glass Museum are located nearby.
The Hoxton Chicago

The Hoxton Chicago

4 out of 5
Save 100% on your flight
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Chicago Riverwalk and United Center are located nearby.
Hilton Garden Inn Hoffman Estates

Hilton Garden Inn Hoffman Estates

3 out of 5
Save 100% on your flight
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 3-star hotel in Hoffman Estates. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and Bridges of Poplar Creek Country Club are located nearby.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Save 100% on your flight
per person
Aug 13 - Aug 17
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.

Trevor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)

Trevor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)

Top Flight Deals

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

Spirit Airlines
Tue, Jul 1 - Wed, Jul 16
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$138 Roundtrip, found 1 hour ago
$138
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Jul 1 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Wed, Jul 16, priced at $138 found 1 hour ago
Spirit Airlines
Sat, Jun 14 - Wed, Jun 18
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$143 Roundtrip, found 6 days ago
$143
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sat, Jun 14 from Orlando Intl. to General Mitchell Intl., returning Wed, Jun 18, priced at $143 found 6 days ago
Spirit Airlines
Thu, Sep 4 - Sun, Sep 7
LAX
Los Angeles Intl.
MKE
General Mitchell Intl.
$145 Roundtrip, found 5 days ago
$145
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, Sep 4 from Los Angeles Intl. to General Mitchell Intl., returning Sun, Sep 7, priced at $145 found 5 days ago
Frontier Airlines
Mon, Jul 28 - Fri, Aug 1
DEN
Denver Intl.
MKE
General Mitchell Intl.
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jul 28 from Denver Intl. to General Mitchell Intl., returning Fri, Aug 1, priced at $168 found 1 day ago