
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.

La Banque Hotel
Save 100% on your flight
Price was $778, price is now $518 per person
$518
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.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,657, price is now $860 per person
$860
per person
Oct 15 - Oct 19
found 19 hours ago
Roundtrip flight included
Seattle (SEA) 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.

Hampton Inn & Suites Chicago Medical District UIC
Near West Side
Save 100% on your flight
Price was $997, price is now $580 per person
$580
per person
Oct 15 - Oct 20
found 8 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions United Center and Chicago Riverwalk are located nearby.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,562, price is now $1,015 per person
$1,015
per person
Nov 13 - Nov 17
found 1 day 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.

Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,663, price is now $1,125 per person
$1,125
per person
Oct 15 - Oct 20
found 8 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,175, price is now $810 per person
$810
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Top Hotel Deals

The Madison Concourse Hotel and Governor's Club
1 W Dayton St, Madison, WI
31.1 km from city center
Stay at this 3.5-star luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool ...

La Quinta Inn & Suites by Wyndham Madison American Center
5217 E Terrace Dr, Madison, WI
27.21 km from city center
Stay at this 3-star hotel in Madison. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our ...

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 WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

DoubleTree by Hilton Madison Downtown
525 West Johnson Street, Madison, WI
31.63 km from city center
Stay at this 4-star business-friendly hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...

DoubleTree by Hilton Madison East
4402 E Washington Ave, Madison, WI
27.52 km from city center
Stay at this 4-star business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

Econo Lodge Madison East
4726 E Washington Ave, Madison, WI
27.34 km from city center
Stay at this hotel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Best Western Premier Park Hotel
22 S Carroll Street, Madison, WI
30.89 km from city center
Stay at this 4-star spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...

Best Western Plus InnTowner Madison
2424 University Avenue, Madison, WI
34.28 km from city center
Stay at this 3-star hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our ...

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 ...

Microtel Inn & Suites by Wyndham Madison East
2139 E Springs Drive, Madison, WI
26.42 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 helpful staff in our reviews. ...

Hilton Garden Inn Madison Downtown
770 Regent Street, Madison, WI
31.87 km from city center
Stay at this 3-star business-friendly hotel in Madison. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the ...

Home2 Suites by Hilton Madison Central Alliant Energy Center
2153 Rimrock Rd, Madison, WI
29.65 km from city center
Stay at this 3-star business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

AmericInn by Wyndham Janesville
3900 Milton Ave, Janesville, WI
30.73 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 breakfast and the pool in ...
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.

Sat, Oct 4 - Tue, Oct 7
BOS
Logan Intl.
MSN
Dane County Regional
$251 Roundtrip, found 2 hours ago
$251
Roundtrip
found 2 hours ago

Thu, Oct 2 - Tue, Oct 7
BOS
Logan Intl.
MSN
Dane County Regional
$255 Roundtrip, found 2 hours ago
$255
Roundtrip
found 2 hours ago

Sat, Oct 4 - Tue, Oct 7
BOS
Logan Intl.
MSN
Dane County Regional
$256 Roundtrip, found 2 hours ago
$256
Roundtrip
found 2 hours ago

Sat, Oct 4 - Tue, Oct 7
BOS
Logan Intl.
MSN
Dane County Regional
$274 Roundtrip, found 2 hours ago
$274
Roundtrip
found 2 hours ago