Oswego Holidays from AU$274
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Your Oswego Holiday
With a holiday package to Oswego, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your escape has been taken care of before you depart, so you can get on with discovering this lively city. Eager to do a bit of sightseeing? A trip to Oswego isn't complete without checking out Fox Valley Winery, Hudson Crossing Park and other big-ticket attractions. Browse Expedia's extensive range of travel options and begin planning your perfect holiday to Oswego today.
The Latest Oswego Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston
Downtown Evanston
Price was AU$382, price is now AU$274 per person
AU$274
per person
10 Jan - 12 Jan
found 2 hours ago
Return flight included
Dallas (DFW) to Chicago (ORD)
7.6/10 Good! (1,002 reviews)
Clean rooms, great location in Evanston near the university. Helpful staff.
Reviewed on 17 Nov 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$849, price is now AU$558 per person
AU$558
per person
10 Jan - 12 Jan
found 12 hours ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate
Reviewed on 2 Dec 2025
Hotel Chicago Downtown, Autograph Collection by Marriott
Downtown Chicago
Price was AU$427, price is now AU$300 per person
AU$300
per person
10 Jan - 12 Jan
found 12 hours ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9/10 Wonderful! (1,003 reviews)
Staff were very pleasant and helpful. We will definitely be back.
Reviewed on 26 Nov 2025
Hilton Chicago O'Hare Airport
O'Hare
Price was AU$672, price is now AU$505 per person
AU$505
per person
9 Jan - 11 Jan
found 1 day ago
Return flight included
Dallas (DFW) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
The family room we stayed has a wide airport view, which I’m so impressed with.
Reviewed on 2 Dec 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was AU$739, price is now AU$567 per person
AU$567
per person
2 Jan - 4 Jan
found 12 hours ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city
Reviewed on 26 Nov 2025
Oswego Holiday
Oswego Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 34,000 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Raging Waves Waterpark, Paramount Theatre and Splash Country Waterpark |
Our pick of the best Oswego Hotel Deals
Best Western Oswego Hotel
2055 Wiesbrook Dr Oswego IL
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 14 Dec to 15 Dec
AU$125
14 Dec - 15 Dec
includes taxes & fees
8.6/10 Excellent! (782 reviews)
Staff
Reviewed on 1 Dec 2025
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is AU$107 per night from 2 Jan to 3 Jan
AU$107
2 Jan - 3 Jan 2026
includes taxes & fees
7/10 Good! (1,355 reviews)
room was clean, staff was friendly. great getaway
Reviewed on 1 Dec 2025
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
The price is AU$123 per night from 4 Dec to 5 Dec
AU$123
4 Dec - 5 Dec
includes taxes & fees
8.8/10 Excellent! (2,401 reviews)
all good!
Reviewed on 2 Dec 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
