
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.

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
Save 100% on your flight
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

Palmer House a Hilton Hotel
Downtown Chicago
Save 100% on your flight
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.

Hampton Inn Chicago/Naperville
Save 100% on your flight
per person
Aug 3 - Aug 8
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
Save 100% on your flight
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.
Top Oswego hotels deals

Motel 6 Naperville, IL
1585 Naperville Wheaton Road, Naperville, IL
Free Cancellation
Reserve now, pay when you stay
$55 nightly
The price is $61 total per night
$61 total
Jun 15 - Jun 16
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's a snack bar/deli and multilingual staff can provide around-the-clock assistance.
Pet friendly
Parking included

SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street, Lombard, IL
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $90 total per night
$90 total
Jun 4 - Jun 5
Total includes 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

The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
$124 nightly
The price is $130 total per night
$130 total
Jun 11 - Jun 12
Total includes 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

The Westin Chicago Lombard
70 Yorktown Center, Lombard, IL
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $145 total per night
$145 total
Jul 3 - Jul 4
Total includes taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Pet friendly

Chicago Club Inn & Suites
630 Pasquinelli Dr, Westmont, IL
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $80 total per night
$80 total
Jul 2 - Jul 3
Total includes 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

Hilton Chicago/Oak Brook Hills Resort & Conference Center
3500 Midwest Road, Oak Brook, IL
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $151 total per night
$151 total
Jun 15 - Jun 16
Total includes taxes and fees
This resort features a golf course, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and an area shuttle.
Pool
Spa
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.
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
Browse Oswego vacation photos for more inspiration