Oswego Holidays from AU$1,788
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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.
Grand Royal Hotel O'Hare - Chicago
Price was AU$2,701, price is now AU$1,788 per person
AU$1,788
per person
19 Feb - 22 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
5.8/10 (215 reviews)
Friendly front desk, easy and convenient for my overnight layover in Chicago
Reviewed on 7 Nov 2025
Virgin Hotels Chicago
Downtown Chicago
Price was AU$2,982, price is now AU$1,966 per person
AU$1,966
per person
19 Feb - 22 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,404 reviews)
The sweetest staff ever! Very welcoming. Had a great stay!
Reviewed on 9 Jan 2026
Comfort Inn & Suites Arlington Heights - Schaumburg
Price was AU$2,771, price is now AU$1,831 per person
AU$1,831
per person
19 Feb - 22 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
8.4/10 Very Good! (782 reviews)
Everything was excellent but they need to fix the
Elevator the last time l was there in October its broken
Reviewed on 6 Jan 2026
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$122 per night from 22 Jan to 23 Jan
AU$122
22 Jan - 23 Jan
includes taxes & fees
8.6/10 Excellent! (813 reviews)
The staff were all great & very helpful! I wish the bed was a little more comfortable but overall a great stay!
Reviewed on 12 Jan 2026
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$120 per night from 18 Jan to 19 Jan
AU$120
18 Jan - 19 Jan
includes taxes & fees
9/10 Wonderful! (2,501 reviews)
We are extending our time here in Chicagoland area & the Sure Stay+ Best Western & its Front desk staff are A-1. Including Full Breakfast with multiple Protein choices & Housekeeping on point.
Reviewed on 13 Jan 2026
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
Fully refundableReserve now, pay when you stay
The price is AU$64 per night from 25 Jan to 26 Jan
AU$64
25 Jan - 26 Jan
includes taxes & fees
7.8/10 Good! (1,192 reviews)
Yes
Reviewed on 6 Jan 2026
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.
