Search Deals onOregon Vacation Packages
Oregon Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
per person
May 9 - May 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Spark by Hilton Stevensville
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this business-friendly hotel in Stevensville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Silver Beach and Grand Mere State Park are located nearby.
Thompson Chicago, by Hyatt
Save 100% on your flight
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 bars/lounges, and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Glen Club
Save 100% on your flight
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 3.5-star golf hotel in Glenview. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions The Glen Club and Kohl Children's Museum are located nearby.
The Boulevard Inn & Bistro
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Stay at this 3.5-star hotel in Saint Joseph. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Silver Beach and FuzzyButz Pet Bakery are located nearby.
The Chicago Hotel Collection - Magnificent Mile
Save 100% on your flight
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, 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.
Hampton Inn Chicago/Naperville
Save 100% on your flight
per person
Jun 19 - Jun 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Book a stay at this business-friendly hotel in Naperville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Naperville Yard Indoor Sports Complex and Nike Sports Complex are located nearby.
L7 Chicago by LOTTE
Save 100% on your flight
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this boutique 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 Chicago Riverwalk 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.
Sat, Apr 26 - Sat, May 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Fri, Jun 20 - Wed, Jun 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$184 Roundtrip, found 4 days ago
$184
Roundtrip
found 4 days ago
Tue, Apr 29 - Wed, May 7
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$218 Roundtrip, found 5 days ago
$218
Roundtrip
found 5 days ago
Sat, Jun 21 - Wed, Jun 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$221 Roundtrip, found 4 days ago
$221
Roundtrip
found 4 days ago
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