Cambridge Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Cambridge Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,110, price is now $615 per person
$615
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Book a stay at this 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.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,827, price is now $934 per person
$934
per person
Jul 14 - Jul 19
found 20 hours 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.
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,649, price is now $1,011 per person
$1,011
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Save 100% on your flight
Price was $1,087, price is now $682 per person
$682
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,531, price is now $974 per person
$974
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,295, price is now $842 per person
$842
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Top Hotel Deals
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
31.1 km from city center
Book a stay at this luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool ...
Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
34.28 km from city center
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our reviews. ...
DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
27.52 km from city center
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Madison Marriott South
706 John Nolen Dr Madison WI
29.39 km from city center
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
The Edgewater
1001 Wisconsin Place Madison WI
31.48 km from city center
Book a stay at this luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
DoubleTree by Hilton Madison Downtown
525 West Johnson Street Madison WI
31.63 km from city center
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Best Western Premier Park Hotel
22 S Carroll Street Madison WI
30.89 km from city center
Book a stay at this spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
The Dylin
611 E Dayton St Madison WI
30.75 km from city center
Stay at this aparthotel in Madison. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Capitol Square and Overture Center ...
Home2 Suites by Hilton Madison Central Alliant Energy Center
2153 Rimrock Rd Madison WI
29.65 km from city center
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hilton Garden Inn Madison Downtown
770 Regent Street Madison WI
31.88 km from city center
Book a stay at this business-friendly hotel in Madison. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the ...
Hampton Inn & Suites Madison / Downtown
440 West Johnson Street Madison WI
31.55 km from city center
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Baymont Inn & Suites by Wyndham Madison
2810 Coho Street Madison WI
32.59 km from city center
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Fairfield by Marriott Inn & Suites Madison South
722 John Nolen Drive Madison WI
29.38 km from city center
Book a stay at this business-friendly hotel in Madison. 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.
Tue, Jun 30 - Tue, Jul 7
DEN
Denver Intl.
MSN
Dane County Regional
$258 Roundtrip, found 3 days ago
$258
Roundtrip
found 3 days ago
Tue, Jul 14 - Tue, Aug 4
DEN
Denver Intl.
MSN
Dane County Regional
$289 Roundtrip, found 3 days ago
$289
Roundtrip
found 3 days ago
Fri, Jul 31 - Tue, Aug 11
DEN
Denver Intl.
MSN
Dane County Regional
$289 Roundtrip, found 3 days ago
$289
Roundtrip
found 3 days ago
Sat, Sep 19 - Sat, Sep 26
LAS
Harry Reid Intl.
MSN
Dane County Regional
$297 Roundtrip, found 3 days ago
$297
Roundtrip
found 3 days ago
Wed, Jun 24 - Sat, Jun 27
PDX
Portland Intl.
MSN
Dane County Regional
$609 Roundtrip, found 3 days ago
$609
Roundtrip
found 3 days ago