
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.

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
Price was $652, price is now $469 per person
$469
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $822, price is now $531 per person
$531
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

La Banque Hotel
Save 100% on your flight
Price was $764, price is now $505 per person
$505
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 – Old Town
Downtown Chicago
Save 100% on your flight
Price was $783, price is now $562 per person
$562
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star 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.

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $709, price is now $512 per person
$512
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,389, price is now $1,015 per person
$1,015
per person
Nov 13 - Nov 17
found 8 hours ago
Roundtrip flight included
Denver (DEN) 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.
Top Hotel Deals

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 ...

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 ...

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 ...

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 ...

The Cove Of Lake Geneva
111 Center St, Lake Geneva, WI
26.98 km from city center
Stay at this 3.5-star family-friendly hotel in Lake Geneva. Enjoy an outdoor pool, 2 hot tubs, and room service. Our guests praise the pool and the helpful staff ...

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 ...

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 ...

The Stella Hotel & Ballroom
5706 8th Ave, Kenosha, WI
25.79 km from city center
Stay at this 3.5-star business-friendly hotel in Kenosha. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...

Comfort Suites Grayslake near Libertyville North
1775 East Belvidere Road, Grayslake, IL
21.64 km from city center
Book a stay at this business-friendly hotel in Grayslake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

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 ...

AmericInn by Wyndham Woodstock IL
990 Lake Avenue, Woodstock, IL
34.59 km from city center
Book a stay at this ski hotel in Woodstock. Enjoy free breakfast, free parking, and a casino. Our guests praise the clean rooms in our reviews. Popular attractions ...

Grand Geneva Resort & Spa
7036 Grand Geneva Wy, Lake Geneva, WI
25.29 km from city center
Stay at this 4-star spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
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.

Thu, Nov 13 - Sun, Nov 16
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago

Fri, Oct 10 - Sat, Oct 11
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$195 Roundtrip, found 5 days ago
$195
Roundtrip
found 5 days ago

Fri, Oct 24 - Sat, Oct 25
PHX
Sky Harbor Intl.
MKE
General Mitchell Intl.
$236 Roundtrip, found 3 days ago
$236
Roundtrip
found 3 days ago

Tue, Oct 21 - Tue, Oct 28
TPA
Tampa Intl.
MKE
General Mitchell Intl.
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
Thu, Dec 18 - Sun, Dec 28
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$248 Roundtrip, found 4 days ago
$248
Roundtrip
found 4 days ago