Oregon Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Oregon Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Stay at this 4-star 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.

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Art Institute of Chicago are located nearby.

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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.

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

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Top Hotel Deals

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St, Madison, WI
16.67 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 ...
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave, Madison, WI
23.21 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 ...
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue, Madison, WI
16.64 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. ...
Best Western West Towne Suites

Best Western West Towne Suites

2.5 out of 5
650 Grand Canyon Dr, Madison, WI
16.97 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 ...
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr, Madison, WI
20.33 km from city center
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

3 out of 5
5217 E Terrace Dr, Madison, WI
25.42 km from city center
Stay at this 3-star hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3 out of 5
516 Grand Canyon Dr, Madison, WI
17.04 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 pool in our ...
Best Western Premier Park Hotel

Best Western Premier Park Hotel

3.5 out of 5
22 S Carroll Street, Madison, WI
16.36 km from city center
Stay at this 3.5-star spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

2.5 out of 5
440 West Johnson Street, Madison, WI
16.3 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 ...
Moxy Madison Downtown

Moxy Madison Downtown

3.5 out of 5
823 East Washington Ave, Madison, WI
17.29 km from city center
Stay at this 3.5-star hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Popular attractions Camp Randall Stadium and Alliant ...
Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

2.5 out of 5
2810 Coho Street, Madison, WI
12.01 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 ...
Home2 Suites by Hilton Madison Central Alliant Energy Center

Home2 Suites by Hilton Madison Central Alliant Energy Center

3 out of 5
2153 Rimrock Rd, Madison, WI
12.95 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 ...
The Dylin

The Dylin

4 out of 5
611 E Dayton St, Madison, WI
17.14 km from city center
Stay at this 4-star aparthotel in Madison. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Camp Randall Stadium and Alliant ...
Hyatt Place Madison Downtown

Hyatt Place Madison Downtown

3 out of 5
333 W Washington Ave, Madison, WI
16.24 km from city center
Stay at this 3-star business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Hilton Garden Inn Madison Downtown

Hilton Garden Inn Madison Downtown

3 out of 5
770 Regent Street, Madison, WI
15.83 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 ...
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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.

Frontier Airlines
Tue, Jul 22 - Sun, Jul 27
SEA
Seattle - Tacoma Intl.
MSN
Dane County Regional
$260 Roundtrip, found 6 days ago
$260
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Jul 22 from Seattle - Tacoma Intl. to Dane County Regional, returning Sun, Jul 27, priced at $260 found 6 days ago
Frontier Airlines
Sun, Jun 15 - Tue, Jun 17
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$285 Roundtrip, found 11 hours ago
$285
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sun, Jun 15 from Ronald Reagan Washington National to Dane County Regional, returning Tue, Jun 17, priced at $285 found 11 hours ago
Delta
Tue, Jul 22 - Wed, Jul 30
SEA
Seattle - Tacoma Intl.
MSN
Dane County Regional
$289 Roundtrip, found 6 days ago
$289
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Jul 22 from Seattle - Tacoma Intl. to Dane County Regional, returning Wed, Jul 30, priced at $289 found 6 days ago
Delta
Fri, Jun 13 - Thu, Jun 19
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$589 Roundtrip, found 11 hours ago
$589
Roundtrip
found 11 hours ago
Select Delta flight, departing Fri, Jun 13 from Ronald Reagan Washington National to Dane County Regional, returning Thu, Jun 19, priced at $589 found 11 hours ago