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Oswego

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Oswego Flights as Low as $58

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Frontier Airlines
Frontier Airlines
Spirit Airlines
Frontier Airlines
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Delta
Sun Country Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Delta
Frontier Airlines
Frontier Airlines
Frontier Airlines

Cheap Flights to Oswego

Fall in love at first flight with your vacation to Oswego by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Oswego on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Oswego, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Oswego

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Oswego with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

What is the cheapest month to fly to Oswego?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Oswego are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Oswego?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Oswego.

What airport is best to fly into Oswego?

When you’re planning your trip to Oswego, convenience is the name of the game. Luckily, Oswego Dupage Airport is nearby so you can deplane and get going on checking off everything on your Oswego must-do list.

How much are flights to Oswego?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Oswego on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $58, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Oswego?

The trick to saving a stack of cash on your flight to Oswego? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $58 right now, why wait?

Oswego Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$58

Last Minute Hotel Deals in Oswego

Best Western Oswego Hotel

Best Western Oswego Hotel

2.5 out of 5
2055 Wiesbrook Dr Oswego IL
Book a stay at this business-friendly hotel in Oswego. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (819 reviews)
Great

Reviewed on Jan 15, 2026

Best Western Oswego Hotel
Motel 6 Naperville, IL

Motel 6 Naperville, IL

2 out of 5
1585 Naperville Wheaton Road Naperville IL
Stay at this motel in Naperville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,201 reviews)
Impressive quality for the price

Reviewed on Jan 18, 2026

Motel 6 Naperville, IL
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (2,517 reviews)
The room was very clean . Check in was easy .

Reviewed on Jan 19, 2026

SureStay Plus Hotel by Best Western Chicago Lombard
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
Book a stay at this boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,385 reviews)
The room was clean, plenty of amenities. It was a peaceful atmosphere, the staff was friendly. When i went it showed however the did a fast upkeep. I will be visiting this place again.

Reviewed on Jan 16, 2026

The Champagne Lodge & Luxury Suites
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
7/10 Good! (1,409 reviews)
The room was very clean. We stay there often and never had a problem. Checkin was fast

Reviewed on Jan 12, 2026

Chicago Club Inn & Suites
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway Willowbrook IL
Stay at this hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.4/10 (1,026 reviews)
It was excellent just need a little more updating and freshness to the rooms and out side interior

Reviewed on Jan 18, 2026

Red Roof Inn PLUS+ Chicago - Willowbrook
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
70 Yorktown Center Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy 2 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.8/10 Excellent! (1,176 reviews)
We had a very nice stay ThanksEverything was very good as expected.

Reviewed on Jan 13, 2026

The Westin Chicago Lombard
Sybaris Pool Suites

Sybaris Pool Suites

2.5 out of 5
600 Ogden Ave Downers Grove IL
Stay at this hotel in Downers Grove. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Ty Warner Park and Yorktown Shopping Center ...
8.4/10 Very Good! (77 reviews)
Awesome experience. The room is clean, staff are lovely and the r

Reviewed on Nov 29, 2025

Sybaris Pool Suites
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.