Search Deals onOregon Vacation Packages
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Oregon Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Kimpton Gray Hotel by IHG
Save 100% on your flight
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Illinois Beach Hotel
Save 100% on your flight
per person
Aug 1 - Aug 8
found 3 hours ago
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois Beach State Park and Carmel Park are located nearby.
SpringHill Suites by Marriott Chicago Chinatown
Save 100% on your flight
per person
Aug 8 - Aug 12
found 19 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Soldier Field and Grant Park are located nearby.
Trump International Hotel & Tower Chicago
Save 100% on your flight
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Hilton Grand Vacations Club Chicago Magnificent Mile
Save 100% on your flight
per person
Aug 1 - Aug 8
found 3 hours ago
Roundtrip flight included
Tampa (TPA) to Chicago (ORD)
Stay at this 3.5-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
La Banque Hotel
Save 100% on your flight
per person
Jul 3 - Jul 6
found 20 hours ago
Roundtrip flight included
Dallas (DFW) 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.
DayDreamer Domes
Save 100% on your flight
per person
Jul 13 - Jul 19
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star hotel in South Haven. Enjoy free parking, room service, and onsite spa services. Popular attractions Kal Haven Trail and Michigan Maritime Museum are located nearby.
Radisson Blu Aqua Hotel Chicago
Save 100% on your flight
per person
Aug 3 - Aug 8
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Oregon Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Oregon Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Aug 25 - Sun, Aug 31
DEN
Denver Intl.
MSN
Dane County Regional
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Tue, Aug 5 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$203 Roundtrip, found 4 days ago
$203
Roundtrip
found 4 days ago
Tue, Jun 17 - Thu, Jun 26
MSP
Minneapolis - St. Paul Intl.
MSN
Dane County Regional
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Thu, May 29 - Thu, May 29
LAS
Harry Reid Intl.
MSN
Dane County Regional
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
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