Deals on vacations and trips to Oswego
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Oswego flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $610, price is now $400 per person
$400
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $927, price is now $442 per person
$442
per person
May 18 - May 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $819, price is now $510 per person
$510
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,748, price is now $1,091 per person
$1,091
per person
May 6 - May 12
found 2 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was $747, price is now $487 per person
$487
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Dry cleaning and a safe deposit box are also provided.
Top Oswego hotels deals
Best Western Oswego Hotel
2055 Wiesbrook Dr Oswego IL
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $80 total per night
$80 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $79 total per night
$79 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out and onsite conference space. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Breakfast included
DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr Naperville IL
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $90 total per night
$90 total
Mar 1 - Mar 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Hot Tub
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
$134 nightly
The price is $141 total per night
$141 total
Feb 23 - Feb 24
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A garden is also provided.
Parking included
Free WiFi
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street Lombard IL
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $80 total per night
$80 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Breakfast included
Parking included
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
Free Cancellation
Reserve now, pay when you stay
$53 nightly
The price is $59 total per night
$59 total
Feb 27 - Feb 28
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A safe deposit box is also provided.
Pet friendly
Parking included
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
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.
Keller's Farmstand
Enjoy a fun-filled day at Keller's Farmstand as part of your trip to Oswego. While in this family-friendly area, you can enjoy the restaurants.
Frequently asked questions
Photos of local treasures
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