Search Cheap Flights to
Oswego

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Oswego Flights as Low as $80

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

Spirit Airlines
Wed, May 28 - Wed, May 28
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$80 Roundtrip, found 3 days ago
$80
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, May 28 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 28, priced at $80 found 3 days ago
Frontier Airlines
Sat, Jul 12 - Tue, Jul 15
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jul 12 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $88 found 2 days ago
Spirit Airlines
Tue, Jun 3 - Tue, Jun 3
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$104 Roundtrip, found 1 day ago
$104
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jun 3 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Tue, Jun 3, priced at $104 found 1 day ago
Frontier Airlines
Tue, Jun 24 - Wed, Jun 25
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jun 24 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, Jun 25, priced at $108 found 3 days ago
Spirit Airlines
Wed, May 21 - Wed, May 21
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, May 21 from Los Angeles Intl. to O'Hare Intl., returning Wed, May 21, priced at $112 found 2 days ago
Delta
Tue, May 20 - Fri, May 30
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, May 20 from John F. Kennedy Intl. to O'Hare Intl., returning Fri, May 30, priced at $137 found 1 day ago
JetBlue Airways
Tue, May 20 - Sun, May 25
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, May 20 from John F. Kennedy Intl. to O'Hare Intl., returning Sun, May 25, priced at $140 found 1 day ago
United
Wed, May 28 - Wed, May 28
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$150 Roundtrip, found 3 days ago
$150
Roundtrip
found 3 days ago
Select United flight, departing Wed, May 28 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 28, priced at $150 found 3 days ago
Bargain Flight
Sat, May 17 - Mon, May 19
CVG
Cincinnati - Northern Kentucky Intl.
ORD
O'Hare Intl.
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, May 17 from Cincinnati - Northern Kentucky Intl. to O'Hare Intl., returning Mon, May 19, priced at $163 found 1 day ago
Frontier Airlines
Mon, Jun 9 - Fri, Jun 13
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$186 Roundtrip, found 11 hours ago
$186
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Mon, Jun 9 from Sky Harbor Intl. to O'Hare Intl., returning Fri, Jun 13, priced at $186 found 11 hours ago
Frontier Airlines
Thu, Jul 24 - Sun, Jul 27
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jul 24 from Sky Harbor Intl. to Midway Intl., returning Sun, Jul 27, priced at $188 found 1 day ago
Delta
Wed, Jul 2 - Sat, Jul 12
DAL
Love Field
ORD
O'Hare Intl.
$197 Roundtrip, found 11 hours ago
$197
Roundtrip
found 11 hours ago
Select Delta flight, departing Wed, Jul 2 from Love Field to O'Hare Intl., returning Sat, Jul 12, priced at $197 found 11 hours ago
Delta
Tue, Aug 26 - Tue, Aug 26
FLL
Fort Lauderdale - Hollywood Intl.
MDW
Midway Intl.
$211 Roundtrip, found 4 days ago
$211
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Aug 26 from Fort Lauderdale - Hollywood Intl. to Midway Intl., returning Tue, Aug 26, priced at $211 found 4 days ago
Frontier Airlines
Mon, May 12 - Thu, May 15
CVG
Cincinnati - Northern Kentucky Intl.
MDW
Midway Intl.
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, May 12 from Cincinnati - Northern Kentucky Intl. to Midway Intl., returning Thu, May 15, priced at $213 found 1 day ago
Delta
Tue, Jun 24 - Wed, Jun 25
DAL
Love Field
MDW
Midway Intl.
$220 Roundtrip, found 3 days ago
$220
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jun 24 from Love Field to Midway Intl., returning Wed, Jun 25, priced at $220 found 3 days ago
Delta
Tue, Jul 8 - Tue, Jul 8
LAX
Los Angeles Intl.
MDW
Midway Intl.
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 8 from Los Angeles Intl. to Midway Intl., returning Tue, Jul 8, priced at $251 found 1 day ago

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 May, 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 15 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 $80, 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 $80 right now, why wait?

Oswego Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$79

Last Minute Hotel Deals in Oswego

Best Western Oswego Hotel
Best Western Oswego Hotel
2.5 out of 5
2055 Wiesbrook Dr, Oswego, IL
The price is $101 per night from May 11 to May 12
$101
includes taxes & fees
May 11 - May 12
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! (659 reviews)
"Very nice. Love it."

Reviewed on Apr 30, 2025

Best Western Oswego Hotel
Red Roof Inn PLUS+ Chicago - Willowbrook
Red Roof Inn PLUS+ Chicago - Willowbrook
2.5 out of 5
7535 Kingery Highway, Willowbrook, IL
The price is $69 per night from May 29 to May 30
$69
includes taxes & fees
May 29 - May 30
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. ...
6/10 (1,002 reviews)
"The property is in a bad location they need to be transportation around the area and stores walking distance, not only driving and they have to have coffee microwave in the fridge in our rooms not only certain rooms"

Reviewed on Apr 27, 2025

Red Roof Inn PLUS+ Chicago - Willowbrook
Motel 6 Naperville, IL
Motel 6 Naperville, IL
2 out of 5
1585 Naperville Wheaton Road, Naperville, IL
The price is $62 per night from May 13 to May 14
$62
includes taxes & fees
May 13 - May 14
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! (1,010 reviews)
"Good treatment and clean."

Reviewed on May 3, 2025

Motel 6 Naperville, IL
The Champagne Lodge & Luxury Suites
The Champagne Lodge & Luxury Suites
3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is $129 per night from May 12 to May 13
$129
includes taxes & fees
May 12 - May 13
Stay at this 3.5-star 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! (1,089 reviews)
"Really love this place great location for getaways and also get to the city"

Reviewed on Apr 28, 2025

The Champagne Lodge & Luxury Suites
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
The price is $90 per night from May 6 to May 7
$90
includes taxes & fees
May 6 - May 7
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 ...
8.8/10 Excellent! (2,032 reviews)
"Could have been a little cleaner but overall great place to stay. No bad smells, comfy bed, and good customer service. My partner had a medicak emergency in the lobby and the staff was quick to help and call medics. Greatful for their help."

Reviewed on May 4, 2025

SureStay Plus Hotel by Best Western Chicago Lombard
Chicago Club Inn & Suites
Chicago Club Inn & Suites
3 out of 5
630 Pasquinelli Dr, Westmont, IL
The price is $89 per night from May 6 to May 7
$89
includes taxes & fees
May 6 - May 7
Stay at this 3-star business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
6.8/10 (1,221 reviews)
"First floor"

Reviewed on Apr 30, 2025

Chicago Club Inn & Suites
Best Western Naperville Inn
Best Western Naperville Inn
2.5 out of 5
1617 Naperville Wheaton Rd, Naperville, IL
The price is $94 per night from May 11 to May 12
$94
includes taxes & fees
May 11 - May 12
Book a stay at this eco-certified hotel in Naperville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,007 reviews)
"I enjoyed myself"

Reviewed on May 1, 2025

Best Western Naperville Inn
The Westin Chicago Lombard
The Westin Chicago Lombard
4 out of 5
70 Yorktown Center, Lombard, IL
The price is $145 per night from May 18 to May 19
$145
includes taxes & fees
May 18 - May 19
Stay at this 4-star 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! (1,002 reviews)
"It was ok"

Reviewed on May 1, 2025

The Westin Chicago Lombard
See all 533 properties in Oswego
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.