Search Deals onOregon Vacation Packages
Oregon Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Save 100% on your flight
Price was $427, price is now $286 per person
$286
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
The Emily Hotel
Save 100% on your flight
Price was $830, price is now $483 per person
$483
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
Swissotel - Chicago
Save 100% on your flight
Price was $704, price is now $436 per person
$436
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Save 100% on your flight
Price was $619, price is now $384 per person
$384
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
All good
Reviewed on Oct 14, 2026
Level Chicago – Old Town
Save 100% on your flight
Price was $1,221, price is now $763 per person
$763
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The stay was all good as represented on the site!
Reviewed on Oct 12, 2026
Level Chicago Fulton Market
Save 100% on your flight
Price was $780, price is now $498 per person
$498
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Pendry Chicago
Save 100% on your flight
Price was $665, price is now $441 per person
$441
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The Talbott, Autograph Collection
Save 100% on your flight
Price was $631, price is now $424 per person
$424
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
My biggest issue here is the room I was given, 801. Just not a nice room at all. It's tiny, it had a stale odour, no table/chair, its gloomy, its location, it's a bathtub, not a standalone shower, the mechanics of the door.... If I can say one thing, it is that the bed was comfortable and the fixtures in the bathroom look new. It's just not a place you want to spend any time.
The second issue was the length of time to get room service. After many hours of travel, I was too tired to eat out anywhere. I ordered room service and the food was stone cold. The only edible part was the skinny fires that came with the burger. BTW, would be helpful to list the side on the order form as it just said burger... so I ordered separate fries which couldn't be eaten because they were not warm.
Reviewed on Oct 13, 2026
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.
Wed, Nov 4 - Mon, Nov 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$169 Roundtrip, found 15 hours ago
$169
Roundtrip
found 15 hours ago
Tue, Nov 17 - Thu, Nov 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$178 Roundtrip, found 2 hours ago
$178
Roundtrip
found 2 hours ago
Tue, Nov 17 - Thu, Nov 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$202 Roundtrip, found 2 hours ago
$202
Roundtrip
found 2 hours ago
Fri, Nov 13 - Mon, Nov 30
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,048 Roundtrip, found 1 day ago
$1,048
Roundtrip
found 1 day ago
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