Oswego Holidays
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Top Flight + Hotel Deals in Oswego
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Price was €713, price is now €558 per person
€558
per person
7 Dec - 11 Dec
found 8 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,826 reviews)
I wish that all the staff was more accommodating! some of them were some were not!
Reviewed on 6 Oct 2025
Swissotel - Chicago
Downtown Chicago
Price was €828, price is now €569 per person
€569
per person
7 Dec - 11 Dec
found 8 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
The view from the panoramic view was amazing. The gym was comfortable and the credit to amuse was nice
Reviewed on 9 Oct 2025
Pendry Chicago
Downtown Chicago
Price was €896, price is now €645 per person
€645
per person
7 Dec - 11 Dec
found 8 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
The bed was extremly comfortable Staff was very attentive. Highly recommend
Reviewed on 7 Oct 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €784, price is now €587 per person
€587
per person
7 Dec - 11 Dec
found 8 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine
Reviewed on 4 Oct 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €841, price is now €647 per person
€647
per person
7 Dec - 11 Dec
found 8 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Clean room, friendly staff, great location and within walking distance from all shops!
Reviewed on 7 Oct 2025
Top hotels in Oswego
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is €80 per night from 19 Oct to 20 Oct
€80
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (2,290 reviews)
"Very convenient for visiting locally. Quiet area. Staff helpful. Good value for money"
Reviewed on 9 Oct 2025
Chicago Club Inn & Suites
630 Pasquinelli Dr, Westmont, IL
Fully refundableReserve now, pay when you stay
The price is €69 per night from 15 Oct to 16 Oct
€69
15 Oct - 16 Oct
includes taxes & fees
7/10 Good! (1,272 reviews)
"Beautiful king suite I enjoyed the Jacuzzi tub in my room the hotel was very quiet and peaceful"
Reviewed on 9 Oct 2025
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is €103 per night from 11 Nov to 12 Nov
€103
11 Nov - 12 Nov
includes taxes & fees
8.4/10 Very Good! (1,281 reviews)
"Loved this place"
Reviewed on 10 Oct 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.
Popular places to visit
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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