Oswego Vacations from ￥236,733
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The Latest Oswego Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Thompson Chicago, by Hyatt
Downtown Chicago
Save 100% on your flight
Price was ￥336,284, price is now ￥236,733 per person
￥236,733
per person
Aug 1 - Aug 8
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.2/10 Wonderful! (1,361 reviews)
This is our favorite hotel in chicago. Great location and staff. Rooms very comfortable.
Reviewed on May 11, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥538,023, price is now ￥410,128 per person
￥410,128
per person
Jul 19 - Jul 25
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,070 reviews)
Wonderful experience, beautiful place. Breakfast on site was a huge plus!
Reviewed on May 13, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥704,418, price is now ￥544,220 per person
￥544,220
per person
Jul 19 - Jul 25
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
I LOVE THIS HOTEL!!!
Reviewed on May 13, 2026
Find the Best Oswego Vacation Packages
Oswego Hotel Deals
Best Western Oswego Hotel
2055 Wiesbrook Dr Oswego IL
Fully refundableReserve now, pay when you stay
The price is ￥13,743 per night from May 20 to May 21
￥13,743
￥14,977 total
May 20 - May 21
includes taxes & fees
8.8/10 Excellent! (901 reviews)
Could use some updating
Reviewed on May 12, 2026
AmericInn by Wyndham Oswego
1050 Douglas Road Oswego IL
Fully refundableReserve now, pay when you stay
The price is ￥18,085 per night from May 26 to May 27
￥18,085
￥20,023 total
May 26 - May 27
includes taxes & fees
8.2/10 Very Good! (564 reviews)
Staff was less than kind, hotel room was not clean, breakfast not great. The hotel is super outdated overall. We got a deluxe room with a kitchenette and there were no utensils, just overall disappointing. SUPER overpriced if I’m honest.
Reviewed on May 5, 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 ￥13,867 per night from May 27 to May 28
￥13,867
￥15,389 total
May 27 - May 28
includes taxes & fees
9/10 Wonderful! (2,735 reviews)
Great stay. The room was clean and the breakfast was good.
Reviewed on May 13, 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.
Discover the most popular places to visit in Oswego
Hudson Crossing Park
Explore the great outdoors at Hudson Crossing Park, a lovely green space in Oswego. Stroll along this family-friendly area's riverfront, or simply enjoy its breweries.
Fox Valley Winery
You can enjoy a tasting or tour at Fox Valley Winery during your travels to Oswego. Stroll along this family-friendly area's riverfront, or simply enjoy its breweries.
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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.
