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 Saint Clair- Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $921, price is now $584 per person
$584
per person
Sep 21 - Sep 25
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chicago (ORD)
Stay at this 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 Michigan Avenue and Chicago Riverwalk are located nearby.
The hotel was a good area, walking distance of everything. Have zero complaints.
Reviewed on Aug 6, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,272, price is now $1,255 per person
$1,255
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Houston (HOU) 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.
Great breakfast
Reviewed on Aug 6, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,890, price is now $1,133 per person
$1,133
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Great staff, great place!
Reviewed on Aug 5, 2026
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,463, price is now $998 per person
$998
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,440, price is now $985 per person
$985
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Houston (HOU) 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.
Great rescpatio
Reviewed on Aug 5, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,618, price is now $1,126 per person
$1,126
per person
Sep 21 - Sep 25
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Shams who works at the front desk is wonderful! He is very courteous and helpful. He made a great hotel even better through his service which I feel is missing nowadays. The hotel itself is in a great location, has fast elevators, great food, plus clean and well decorated rooms.
Reviewed on Aug 5, 2026
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 ...
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
27.46 km from city center
Stay at this motel in Madison. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms 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 ...
Baymont by Wyndham Janesville
616 Midland Rd Janesville WI
36.98 km from city center
Book a stay at this business-friendly hotel in Janesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
La Quinta Inn & Suites by Wyndham Madison American Center
5217 E Terrace Dr Madison WI
27.21 km from city center
Stay at this hotel in Madison. Enjoy free parking, a fitness center, and WiFi (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. ...
Cambria Hotel Madison East
5045 Eastpark Blvd Madison WI
27.52 km from city center
Book a stay at this family-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
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. ...
Moxy Madison Downtown
823 East Washington Ave Madison WI
30.31 km from city center
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Capitol Square and ...
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 Kohl Center are ...
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, Aug 20 - Thu, Aug 27
DEN
Denver Intl.
MSN
Dane County Regional
$210 Roundtrip, found 23 hours ago
$210
Roundtrip
found 23 hours ago
Thu, Dec 24 - Wed, Dec 30
DEN
Denver Intl.
MSN
Dane County Regional
$299 Roundtrip, found 3 days ago
$299
Roundtrip
found 3 days ago
Wed, Aug 19 - Wed, Aug 26
DEN
Denver Intl.
MSN
Dane County Regional
$299 Roundtrip, found 23 hours ago
$299
Roundtrip
found 23 hours ago
Wed, Aug 19 - Wed, Aug 26
DEN
Denver Intl.
MSN
Dane County Regional
$319 Roundtrip, found 23 hours ago
$319
Roundtrip
found 23 hours ago
Tue, Aug 11 - Tue, Aug 18
PDX
Portland Intl.
MSN
Dane County Regional
$639 Roundtrip, found 6 days ago
$639
Roundtrip
found 6 days ago