Search Deals onOswego Vacation Packages
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Oswego Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Swissotel - Chicago
Save 100% on your flight
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this business-friendly 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.
Pendry Chicago
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Virgin Hotels Chicago
per person
Mar 3 - Mar 6
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, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Level Chicago – Old Town
Save 100% on your flight
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Aloft Chicago Downtown River North
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Fairmont Chicago at Millennium Park
per person
Mar 3 - Mar 6
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.
Hilton Orrington / Evanston
per person
Mar 4 - Mar 7
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this business-friendly hotel in Evanston. 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 Clark Street Beach and Halim Time & Glass Museum are located nearby.
Oswego Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Oswego 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, Feb 3 - Wed, Feb 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Mon, Jan 13 - Sat, Jan 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
Tue, Feb 25 - Sun, Mar 2
PVG
Pudong Intl.
ORD
O'Hare Intl.
$936 Roundtrip, found 5 hours ago
$936
Roundtrip
found 5 hours ago
Fri, Jan 24 - Sun, Feb 2
SHA
Hongqiao Intl.
ORD
O'Hare Intl.
$2,043 Roundtrip, found 6 days ago
$2,043
Roundtrip
found 6 days ago
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