Search Cheap Flights to
Oswego

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Oswego Flights as Low as $50

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

Spirit Airlines
Tue, Apr 8 - Tue, Apr 15
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$50 Roundtrip, found 4 hours ago
$50
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Apr 8 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Apr 15, priced at $50 found 4 hours ago
Spirit Airlines
Tue, Apr 8 - Tue, Apr 15
LGA
LaGuardia
ORD
O'Hare Intl.
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Apr 8 from LaGuardia to O'Hare Intl., returning Tue, Apr 15, priced at $68 found 3 days ago
Spirit Airlines
Wed, Mar 26 - Wed, Apr 2
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$81 Roundtrip, found 8 hours ago
$81
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Wed, Mar 26 from Harry Reid Intl. to O'Hare Intl., returning Wed, Apr 2, priced at $81 found 8 hours ago
Frontier Airlines
Sat, Mar 1 - Sun, Mar 2
LAS
Harry Reid Intl.
MDW
Midway Intl.
$87 Roundtrip, found 2 days ago
$87
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Mar 1 from Harry Reid Intl. to Midway Intl., returning Sun, Mar 2, priced at $87 found 2 days ago
Frontier Airlines
Sat, Mar 8 - Wed, Mar 12
TTN
Mercer
MDW
Midway Intl.
$111 Roundtrip, found 3 days ago
$111
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Mar 8 from Mercer to Midway Intl., returning Wed, Mar 12, priced at $111 found 3 days ago
Frontier Airlines
Wed, May 28 - Wed, Jun 4
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 28 from Philadelphia Intl. to O'Hare Intl., returning Wed, Jun 4, priced at $127 found 1 day ago
Frontier Airlines
Sat, Mar 1 - Sat, Mar 8
TTN
Mercer
ORD
O'Hare Intl.
$136 Roundtrip, found 1 day ago
$136
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Mar 1 from Mercer to O'Hare Intl., returning Sat, Mar 8, priced at $136 found 1 day ago
Delta
Fri, May 2 - Sun, May 4
LGA
LaGuardia
ORD
O'Hare Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, May 2 from LaGuardia to O'Hare Intl., returning Sun, May 4, priced at $147 found 5 days ago
United
Thu, Apr 10 - Sun, Apr 13
LGA
LaGuardia
ORD
O'Hare Intl.
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select United flight, departing Thu, Apr 10 from LaGuardia to O'Hare Intl., returning Sun, Apr 13, priced at $147 found 3 days ago
American Airlines
Tue, Apr 8 - Tue, Apr 15
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$153 Roundtrip, found 4 hours ago
$153
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Apr 8 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Apr 15, priced at $153 found 4 hours ago
Delta
Wed, Jul 9 - Tue, Jul 15
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$235 Roundtrip, found 3 days ago
$235
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jul 9 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Jul 15, priced at $235 found 3 days ago
Frontier Airlines
Thu, Mar 6 - Sat, Mar 8
PHL
Philadelphia Intl.
MDW
Midway Intl.
$271 Roundtrip, found 3 days ago
$271
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Mar 6 from Philadelphia Intl. to Midway Intl., returning Sat, Mar 8, priced at $271 found 3 days ago
Hawaiian Airlines
Tue, Mar 11 - Wed, Mar 12
ALW
Walla Walla Regional
ORD
O'Hare Intl.
$276 Roundtrip, found 21 hours ago
$276
Roundtrip
found 21 hours ago
Select Hawaiian Airlines flight, departing Tue, Mar 11 from Walla Walla Regional to O'Hare Intl., returning Wed, Mar 12, priced at $276 found 21 hours ago
United
Mon, Mar 17 - Tue, Apr 8
TUL
Tulsa Intl.
ORD
O'Hare Intl.
$278 Roundtrip, found 4 days ago
$278
Roundtrip
found 4 days ago
Select United flight, departing Mon, Mar 17 from Tulsa Intl. to O'Hare Intl., returning Tue, Apr 8, priced at $278 found 4 days ago
Delta
Tue, Mar 25 - Tue, Apr 1
TUL
Tulsa Intl.
MDW
Midway Intl.
$328 Roundtrip, found 3 days ago
$328
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Mar 25 from Tulsa Intl. to Midway Intl., returning Tue, Apr 1, priced at $328 found 3 days ago
Delta
Fri, Aug 29 - Sun, Aug 31
LGA
LaGuardia
MDW
Midway Intl.
$677 Roundtrip, found 5 days ago
$677
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Aug 29 from LaGuardia to Midway Intl., returning Sun, Aug 31, priced at $677 found 5 days 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 April, 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 $50, 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 $50 right now, why wait?

Oswego Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$50

Last Minute Hotel Deals in Oswego

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 $130 per night from Mar 3 to Mar 4
$130
includes taxes & fees
Mar 3 - Mar 4
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! (1,008 reviews)
"I had a great time and will be back soon!!"

Reviewed on Feb 13, 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 $78 per night from Feb 21 to Feb 22
$78
includes taxes & fees
Feb 21 - Feb 22
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 (1,177 reviews)
"Everyone here work to make your stay enjoyable. The front desk, the staff, the hot breakfast. I would definitely recommend this place."

Reviewed on Feb 14, 2025

Chicago Club Inn & Suites
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 $149 per night from Feb 20 to Feb 21
$149
includes taxes & fees
Feb 20 - Feb 21
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! (1,004 reviews)
"Everything ok"

Reviewed on Feb 15, 2025

Hilton Chicago/Oak Brook Hills Resort & Conference Center
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 Feb 18 to Feb 19
$85
includes taxes & fees
Feb 18 - Feb 19
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! (1,966 reviews)
StayInn
"I stay here twice a year for a football clinic it’s close to the venue and usually has the best price in the area."

Reviewed on Feb 15, 2025

SureStay Plus Hotel by Best Western Chicago Lombard
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 $65 per night from Feb 24 to Feb 25
$65
includes taxes & fees
Feb 24 - Feb 25
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. ...
6.2/10 (1,006 reviews)
"They are very friendly workers"

Reviewed on Feb 11, 2025

Red Roof Inn PLUS+ Chicago - Willowbrook
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 $131 per night from Feb 23 to Feb 24
$131
includes taxes & fees
Feb 23 - Feb 24
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! (1,005 reviews)
"Nice hotel in a great location."

Reviewed on Feb 11, 2025

Embassy Suites by Hilton Chicago Lombard Oak Brook
The Westin Chicago Lombard
The Westin Chicago Lombard
4 out of 5
70 Yorktown Center, Lombard, IL
The price is $152 per night from Feb 23 to Feb 24
$152
includes taxes & fees
Feb 23 - Feb 24
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 ...
8.6/10 Excellent! (1,001 reviews)
"Room was clean, pool area was nice, and clean, the restaurant and bar were very nice and all of the staff were professional and friendly."

Reviewed on Feb 7, 2025

The Westin Chicago Lombard
SpringHill Suites by Marriott Chicago Naperville/Warrenville
SpringHill Suites by Marriott Chicago Naperville/Warrenville
3 out of 5
4305 Weaver Pkwy, Warrenville, IL
The price is $109 per night from Mar 13 to Mar 14
$109
includes taxes & fees
Mar 13 - Mar 14
Stay at this 3-star business-friendly hotel in Warrenville. Enjoy free breakfast, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful ...
8.6/10 Excellent! (767 reviews)
"The staff is very friendly and helpful. It was a nice place to stay the night. Very family friendly! We loved having a pool available and breakfast! Would highly recommend."

Reviewed on Feb 15, 2025

SpringHill Suites by Marriott Chicago Naperville/Warrenville
See all 546 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.