Trevor Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Trevor Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott Chicago Willowbrook
Save 100% on your flight
per person
Sep 18 - Sep 22
found 17 hours ago
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Willowbrook. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Willowbrook Community Park and Burr Ridge Village Center are located nearby.
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
per person
Sep 18 - Sep 22
found 17 hours ago
Roundtrip flight included
Tampa (TPA) 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 in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
per person
Sep 18 - Sep 22
found 17 hours ago
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Sep 18 - Sep 22
found 17 hours ago
Roundtrip flight included
Tampa (TPA) 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.
Hilton Chicago
Downtown Chicago
Save 100% on your flight
per person
Sep 18 - Sep 22
found 17 hours ago
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.
InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
Save 100% on your flight
per person
Sep 18 - Sep 22
found 17 hours ago
Roundtrip flight included
Tampa (TPA) 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.
Top Hotel Deals
Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
26.99 km from city center
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in ...
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way, Lake Geneva, WI
25.16 km from city center
Stay at this 3.5-star spa aparthotel in Lake Geneva. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the ...
La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd, Gurnee, IL
20.89 km from city center
Stay at this 3-star business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Lodge Geneva National
W4240 WI-50, Lake Geneva, WI
32.74 km from city center
Stay at this 4-star golf resort in Lake Geneva. Enjoy an outdoor pool, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...
Great Wolf Lodge Illinois
1700 Nations Dr, Gurnee, IL
20.36 km from city center
Stay at this 3-star family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83, Mundelein, IL
32.15 km from city center
Stay at this 4-star business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Wingate by Wyndham Gurnee
6090 Gurnee Mills Blvd E, Gurnee, IL
19.69 km from city center
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Motel 6 Libertyville, IL
1809 N Milwaukee Ave, 94 Exit Buckly Rd HWY137, Libertyville, IL
26.38 km from city center
Stay at this motel in Libertyville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Inn on Sheridan
2723 Sheridan Rd, Zion, IL
25.38 km from city center
Stay at this 3.5-star business-friendly hotel in Zion. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Illinois Beach Hotel
100 Lake Front Dr, Zion, IL
27.69 km from city center
Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois ...
Courtyard Chicago Waukegan Gurnee
3800 Northpoint Blvd, Waukegan, IL
26.12 km from city center
Stay at this 3-star business-friendly hotel in Waukegan. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Red Roof Inn Gurnee - Waukegan
3031 Belvidere Rd, Waukegan, IL
27.04 km from city center
Stay at this hotel in Waukegan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Sonesta ES Suites Chicago Waukegan Gurnee
1440 S White Oak Dr, Waukegan, IL
27.19 km from city center
Stay at this 3-star business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Aug 8 - Sat, Aug 16
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$116 Roundtrip, found 1 day ago
$116
Roundtrip
found 1 day ago
Tue, Aug 19 - Wed, Aug 27
DEN
Denver Intl.
MKE
General Mitchell Intl.
$133 Roundtrip, found 6 days ago
$133
Roundtrip
found 6 days ago
Tue, Aug 19 - Wed, Aug 27
DEN
Denver Intl.
MKE
General Mitchell Intl.
$146 Roundtrip, found 6 days ago
$146
Roundtrip
found 6 days ago
Thu, Oct 16 - Thu, Oct 23
TPA
Tampa Intl.
MKE
General Mitchell Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Mon, Aug 4 - Fri, Aug 8
DEN
Denver Intl.
MKE
General Mitchell Intl.
$201 Roundtrip, found 14 hours ago
$201
Roundtrip
found 14 hours ago
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