Search Deals onTrevor Vacation Packages
Trevor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Kimpton Gray Hotel by IHG
Save 100% on your flight
per person
Jul 4 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Art Institute of Chicago are located nearby.
Trump International Hotel & Tower Chicago
Save 100% on your flight
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 5-star 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star 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.
Hilton Garden Inn Hoffman Estates
Save 100% on your flight
per person
Jul 30 - Aug 4
found 5 hours 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.
AC Hotels by Marriott Chicago Downtown
Save 100% on your flight
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Felix River North/Magnificent Mile
per person
Jul 4 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
La Banque Hotel
Save 100% on your flight
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Save 100% on your flight
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, 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.
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.
Thu, May 29 - Sun, Jun 1
LAX
Los Angeles Intl.
MKE
General Mitchell Intl.
$142 Roundtrip, found 6 days ago
$142
Roundtrip
found 6 days ago
Sat, Jun 14 - Wed, Jun 18
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$143 Roundtrip, found 5 days ago
$143
Roundtrip
found 5 days ago
Tue, Jul 1 - Wed, Jul 9
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$158 Roundtrip, found 6 hours ago
$158
Roundtrip
found 6 hours ago
Mon, Jul 28 - Fri, Aug 1
DEN
Denver Intl.
MKE
General Mitchell Intl.
$168 Roundtrip, found 14 hours ago
$168
Roundtrip
found 14 hours ago
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