Search Cheap Flights to
Oswego

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Oswego Flights as Low as $62

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

Spirit Airlines
Thu, May 15 - Mon, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$62 Roundtrip, found 1 day ago
$62
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, May 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, May 19, priced at $62 found 1 day ago
Spirit Airlines
Sat, Apr 12 - Sat, Apr 12
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$83 Roundtrip, found 3 days ago
$83
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, Apr 12 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Apr 12, priced at $83 found 3 days ago
Spirit Airlines
Sat, May 17 - Tue, May 20
MIA
Miami Intl.
ORD
O'Hare Intl.
$104 Roundtrip, found 12 hours ago
$104
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Sat, May 17 from Miami Intl. to O'Hare Intl., returning Tue, May 20, priced at $104 found 12 hours ago
Frontier Airlines
Mon, Jul 7 - Tue, Jul 15
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Jul 7 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Jul 15, priced at $118 found 3 days ago
Frontier Airlines
Wed, Jul 9 - Sat, Jul 12
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$128 Roundtrip, found 22 hours ago
$128
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Wed, Jul 9 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Jul 12, priced at $128 found 22 hours ago
Spirit Airlines
Tue, Apr 29 - Wed, Apr 30
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 14 hours ago
$138
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Tue, Apr 29 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Wed, Apr 30, priced at $138 found 14 hours ago
Spirit Airlines
Fri, Apr 25 - Mon, Apr 28
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$162 Roundtrip, found 2 days ago
$162
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, Apr 25 from Sky Harbor Intl. to O'Hare Intl., returning Mon, Apr 28, priced at $162 found 2 days ago
Frontier Airlines
Tue, May 13 - Sat, May 17
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$172 Roundtrip, found 2 days ago
$172
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, May 13 from Sky Harbor Intl. to Midway Intl., returning Sat, May 17, priced at $172 found 2 days ago
Delta
Tue, May 20 - Wed, May 28
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, May 20 from Love Field to Midway Intl., returning Wed, May 28, priced at $197 found 2 days ago
Delta
Mon, Apr 14 - Wed, Apr 16
DAL
Love Field
ORD
O'Hare Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Apr 14 from Love Field to O'Hare Intl., returning Wed, Apr 16, priced at $197 found 4 days ago
Delta
Tue, Aug 26 - Wed, Sep 3
SHV
Shreveport Regional
MDW
Midway Intl.
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 26 from Shreveport Regional to Midway Intl., returning Wed, Sep 3, priced at $219 found 1 day ago
Delta
Tue, Apr 15 - Wed, Apr 23
FLL
Fort Lauderdale - Hollywood Intl.
MDW
Midway Intl.
$223 Roundtrip, found 16 hours ago
$223
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Apr 15 from Fort Lauderdale - Hollywood Intl. to Midway Intl., returning Wed, Apr 23, priced at $223 found 16 hours ago
Delta
Fri, May 2 - Fri, May 9
MIA
Miami Intl.
MDW
Midway Intl.
$227 Roundtrip, found 6 hours ago
$227
Roundtrip
found 6 hours ago
Select Delta flight, departing Fri, May 2 from Miami Intl. to Midway Intl., returning Fri, May 9, priced at $227 found 6 hours ago
Delta
Sat, Apr 5 - Wed, Apr 9
ROC
Greater Rochester Intl.
ORD
O'Hare Intl.
$233 Roundtrip, found 5 days ago
$233
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Apr 5 from Greater Rochester Intl. to O'Hare Intl., returning Wed, Apr 9, priced at $233 found 5 days ago
United
Fri, Aug 29 - Mon, Sep 1
SHV
Shreveport Regional
ORD
O'Hare Intl.
$266 Roundtrip, found 1 day ago
$266
Roundtrip
found 1 day ago
Select United flight, departing Fri, Aug 29 from Shreveport Regional to O'Hare Intl., returning Mon, Sep 1, priced at $266 found 1 day ago
Delta
Sat, Mar 29 - Tue, Apr 1
ROC
Greater Rochester Intl.
MDW
Midway Intl.
$559 Roundtrip, found 1 day ago
$559
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Mar 29 from Greater Rochester Intl. to Midway Intl., returning Tue, Apr 1, priced at $559 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 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 $62, 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 $62 right now, why wait?

Oswego Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$62

Last Minute Hotel Deals in Oswego

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 $85 per night from Mar 26 to Mar 27
$85
includes taxes & fees
Mar 26 - Mar 27
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! (2,000 reviews)
"The hotel is very nice and clean. Very well lit and off the main road. Good rooms for the price."

Reviewed on Mar 23, 2025

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
The price is $138 per night from Mar 26 to Mar 27
$138
includes taxes & fees
Mar 26 - Mar 27
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! (1,043 reviews)
"The room was nice"

Reviewed on Mar 20, 2025

The Champagne Lodge & Luxury Suites
Chicago Club Inn & Suites
Chicago Club Inn & Suites
3 out of 5
630 Pasquinelli Dr, Westmont, IL
The price is $71 per night from Apr 23 to Apr 24
$71
includes taxes & fees
Apr 23 - Apr 24
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 (1,188 reviews)
"Great"

Reviewed on Mar 20, 2025

Chicago Club Inn & Suites
DoubleTree by Hilton Lisle Naperville
DoubleTree by Hilton Lisle Naperville
4 out of 5
3003 Corporate West Dr, Naperville, IL
The price is $92 per night from Apr 6 to Apr 7
$92
includes taxes & fees
Apr 6 - Apr 7
Stay at this 4-star business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (1,005 reviews)
"You guys did an excellent job with this property and I truly appreciate it."

Reviewed on Mar 23, 2025

DoubleTree by Hilton Lisle Naperville
Best Western Naperville Inn
Best Western Naperville Inn
2.5 out of 5
1617 Naperville Wheaton Rd, Naperville, IL
The price is $90 per night from Apr 1 to Apr 2
$90
includes taxes & fees
Apr 1 - Apr 2
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)
"Breakfast verity was great!"

Reviewed on Mar 21, 2025

Best Western Naperville Inn
Motel 6 Naperville, IL
Motel 6 Naperville, IL
2 out of 5
1585 Naperville Wheaton Road, Naperville, IL
The price is $50 per night from Mar 31 to Apr 1
$50
includes taxes & fees
Mar 31 - Apr 1
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! (1,009 reviews)
"N/A"

Reviewed on Mar 22, 2025

Motel 6 Naperville, IL
Embassy Suites by Hilton Chicago Lombard Oak Brook
Embassy Suites by Hilton Chicago Lombard Oak Brook
3.5 out of 5
707 E Butterfield Road, Lombard, IL
The price is $128 per night from Apr 13 to Apr 14
$128
includes taxes & fees
Apr 13 - Apr 14
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,006 reviews)
"The beds are not comfortable. Everything was cleaned but the beds need updating."

Reviewed on Mar 23, 2025

Embassy Suites by Hilton Chicago Lombard Oak Brook
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Hilton Chicago/Oak Brook Hills Resort & Conference Center
4 out of 5
3500 Midwest Road, Oak Brook, IL
The price is $130 per night from Mar 30 to Mar 31
$130
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star spa resort in Oak Brook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,002 reviews)
Wonderful place to stay
"Had a wonderful stay at this Hilton. It was within walking distance to the FMC Natatorium which was a huge plus. Staff was very friendly and helpful and catered to all our needs. As we walked a lot, it would be nice to have a sidewalk from the hotel to the main road. The food at the restaurant was ..."

Reviewed on Mar 21, 2025

Hilton Chicago/Oak Brook Hills Resort & Conference Center
See all 561 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.