Oregon Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Oregon Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
$499
per person
Dec 17 - Dec 21
found 18 hours ago
Roundtrip non-stop flight included
Columbia (CAE) 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.
Swissotel - Chicago
Downtown Chicago
$684
per person
Dec 17 - Dec 21
found 18 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Chicago (ORD)
Book a stay at this luxury 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.
Hotel Riu Plaza Chicago
Downtown Chicago
$604
per person
Dec 17 - Dec 21
found 18 hours ago
Roundtrip non-stop flight included
Columbia (CAE) 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.
Trump International Hotel & Tower Chicago
Downtown Chicago
$1,221
per person
Dec 17 - Dec 21
found 18 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Chicago (ORD)
Book a stay at this 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.
Level Chicago - River North
Downtown Chicago
$764
per person
Dec 17 - Dec 21
found 18 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Outstanding room. I highly recommend. Be sure to check out the 6th floor and all the amenities!
Reviewed on Sep 23, 2026
Park Hyatt Chicago
Downtown Chicago
$1,186
per person
Dec 17 - Dec 21
found 18 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Oregon Vacation Packages
Trying to plan a way to package your flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® Oregon vacation packages can help. We're here to book everything you'll need to make your Oregon trip one to remember. Our Travel Center is a one-stop shop where you can put together the best Oregon vacation package for you. AARP Travel Center has a huge choice of accommodations and flight, as well as Oregon things to do to choose from.
Hotels in Oregon
You can choose from around 200 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Oregon hot spots, we have plenty of options available.
We have great deals on everything from luxury hotels that satisfy all the vacation must-haves to affordable hotels perfect for those on wanting to save a little money. You can search our vast catalog of options and select the hotel that is ideal for you and your family. With AARP Travel Center's Oregon hotel packages, you not only get a great rate on your flight, but also a fantastic place to stay.
Things to do in Oregon
Oregon is the ideal town when you have to a break from it all. With only around 3,580 people here, this hidden-gem is good for a quite vacation.
If you need more suggestions, then make sure to click on AARP's "Things to Do" page.
Book Together and Save
As an AARP Member, you can take advantage of all the great deals. You'll save on select hotels worldwide, flights, and also rental cars. No matter what Oregon vacation bundle you select, your membership savings helps you get a great deal. So what are you waiting for? Bundle now and get ready for your Oregon vacation.
Top Hotel Deals
Paddle Wheel Inn
1457 IL Rt 2 North Oregon IL
Book a stay at this business-friendly hotel in Oregon. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
Chateau Lodge
1326 IL Route 2 N. Oregon IL
Book a stay at this business-friendly motel in Oregon. Enjoy free WiFi, free parking, and room service. Popular attractions Lowden State Park and Conover Square ...
Riverview Inn & Suites, an Ascend Collection Hotel
700 W Riverside Blvd Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Rockford(I-90&Rt 20/State St) by IHG
7550 E State Street Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff ...
Embassy Suites by Hilton Rockford Riverfront
416 S Main Street Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, 2 restaurants, and 2 bars/lounges. Our guests praise the breakfast and the helpful ...
Econo Lodge Rockford Casino Area
7712 Potawatomi Trail Rockford IL
Stay at this hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
La Quinta Inn & Suites by Wyndham Rockford
7401 Walton St Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Alpine Inn Rockford
4404 East State Street Rockford IL
Book a stay at this business-friendly motel in Rockford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Courtyard by Marriott Rockford
7676 E State St Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Best Western Rochelle Inn & Suites near DeKalb
1133 N. 7th St., Hwy 251 and Rt, 38 Rochelle IL
Book a stay at this business-friendly hotel in Rochelle. Enjoy free parking, a 24-hour front desk, and a 24-hour business center. Our guests praise the helpful ...
Sleep Inn Rockford I-90
725 Clark Drive Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the overall ...
Radisson Hotel and Conference Center Rockford
200 South Bell School Road Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Fairfield Inn & Suites by Marriott Rockford
7651 Walton Street Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Super 8 by Wyndham Rochelle
601 E Highway 38 Rochelle IL
Stay at this motel in Rochelle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Hilton Garden Inn Rockford
7675 Walton St Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
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.
Tue, Oct 20 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217
Roundtrip
found 4 days ago
Tue, Oct 20 - Thu, Oct 22
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237
Roundtrip
found 4 days ago
Tue, Oct 20 - Sat, Nov 7
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237
Roundtrip
found 2 hours ago
Tue, Oct 20 - Sat, Nov 7
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$252
Roundtrip
found 2 hours ago
Tue, Oct 20 - Sat, Nov 7
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$281
Roundtrip
found 2 hours ago
Best points of interest in Oregon
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All accommodation types in Oregon
More Types of Hotels
- Hotels with Air Conditioning in Oregon
- Hotels with Balconies in Oregon
- Hotels with WiFi in Oregon
- Hotel with wifi in Oregon
- Family Hotels in Oregon
- Hotels with Bars in Oregon
- Hotels on the River in Oregon
- Hotels with Complimentary Breakfast in Oregon
- Cheap Hotels in Oregon
- Resorts & Hotels with Spas in Oregon
- Smoke Free Hotels in Oregon
- Hotels with smoking rooms in Oregon
- Pet-friendly Hotels in Oregon