
Oswego Vacations from ¥267,392
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The Latest Oswego Vacation Packages
Price found within the past 48 hours. Click for updated prices.



Trump International Hotel & Tower Chicago
Downtown Chicago
per person
Jun 8 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,546 reviews)
Overall state of the property and room accommodations were superior.
Memorable View of Chicago River and Lake Michigan during day and lights at nights from top floor suit.
Reviewed on Mar 30, 2025

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
per person
Jun 8 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (3,744 reviews)
Breakfast was good , pool was mainly for everyone who brought kids . Pool was small and ful of kids
Reviewed on Apr 1, 2025

Arlo Chicago
Downtown Chicago
per person
Jun 8 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,665 reviews)
We spent new years eve there! Great hotel and the location is unparallel! Water pressure in the shower was like fire hose! Looooved it!
Reviewed on Mar 30, 2025
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 ¥12,609 per night from Apr 7 to Apr 8
¥12,609
¥13,742 total
includes taxes & fees
Apr 7 - Apr 8
8.6/10 Excellent! (647 reviews)
Best hotel in area
"Great staff very helpful and informative great breakfast good hospitality beds could be a bit softer but i sleep on a memory foam mattress at home showers could be updated but wont stop us from staying here in the future 2nd year staying here for our vacation pool was drained when we arrived for ..."
Reviewed on Mar 29, 2025

The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is ¥14,539 per night from Apr 2 to Apr 3
¥14,539
¥19,156 total
includes taxes & fees
Apr 2 - Apr 3
8.4/10 Very Good! (1,059 reviews)
"Awesome service"
Reviewed on Mar 31, 2025

Motel 6 Naperville, IL
1585 Naperville Wheaton Road, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is ¥7,493 per night from Apr 2 to Apr 3
¥7,493
¥8,353 total
includes taxes & fees
Apr 2 - Apr 3
7.8/10 Good! (1,006 reviews)
"Tv not working."
Reviewed on Mar 29, 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.
Frequently asked questions
Discover the most popular places to visit in Oswego
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.
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.
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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.