Search Deals onOregon Vacation Packages
Oregon Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $937, price is now $644 per person
$644
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Columbus (CMH) 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
Save 100% on your flight
Price was $1,292, price is now $796 per person
$796
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Columbus (CMH) 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $1,373, price is now $895 per person
$895
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Columbus (CMH) 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.
Level Chicago Fulton Market
Save 100% on your flight
Price was $1,056, price is now $695 per person
$695
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
LondonHouse Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $1,181, price is now $790 per person
$790
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Columbus (CMH) 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.
Level Chicago – Old Town
Save 100% on your flight
Price was $1,447, price is now $1,000 per person
$1,000
per person
Jul 2 - Jul 5
found 14 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Book a stay at this 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.
Lodge Geneva National
Save 100% on your flight
Price was $2,284, price is now $1,590 per person
$1,590
per person
Jul 9 - Jul 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this golf resort in Lake Geneva. Enjoy an outdoor pool, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Geneva Lake and Geneva National Golf Club are located nearby.
Urban Chicago Oasis
Save 100% on your flight
Price was $1,397, price is now $981 per person
$981
per person
Jun 26 - Jun 29
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, laundry facilities, and balconies or patios. Popular attractions Wrigley Field and Michigan Avenue 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.
Tue, Jul 14 - Tue, Sep 1
LAS
Harry Reid Intl.
MSN
Dane County Regional
$236 Roundtrip, found 5 days ago
$236
Roundtrip
found 5 days ago
Tue, Jun 9 - Thu, Jun 18
DEN
Denver Intl.
MSN
Dane County Regional
$245 Roundtrip, found 4 days ago
$245
Roundtrip
found 4 days ago
Tue, Jul 14 - Sun, Jul 19
LAX
Los Angeles Intl.
MSN
Dane County Regional
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Sat, Aug 15 - Tue, Aug 25
PDX
Portland Intl.
MSN
Dane County Regional
$321 Roundtrip, found 10 hours ago
$321
Roundtrip
found 10 hours ago
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