Cheap Flights To Oswego 2025

Photo by Anthony Martinez

Oswego Flights as Low as $88

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, Jun 24 - Sat, Jun 28
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 6 days ago
$88
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Jun 24 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $88 found 6 days ago
Spirit Airlines
Mon, Jun 9 - Wed, Jun 11
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Jun 9 from George Bush Intercontinental to O'Hare Intl., returning Wed, Jun 11, priced at $100 found 1 day ago
Frontier Airlines
Sat, May 24 - Sat, May 31
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, May 24 from Los Angeles Intl. to O'Hare Intl., returning Sat, May 31, priced at $108 found 3 days ago
Frontier Airlines
Thu, Aug 14 - Sun, Aug 17
CLT
Charlotte-Douglas Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Aug 14 from Charlotte-Douglas Intl. to O'Hare Intl., returning Sun, Aug 17, priced at $110 found 4 days ago
Frontier Airlines
Mon, Jul 14 - Fri, Jul 18
IAH
George Bush Intercontinental
MDW
Midway Intl.
$116 Roundtrip, found 5 days ago
$116
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Jul 14 from George Bush Intercontinental to Midway Intl., returning Fri, Jul 18, priced at $116 found 5 days ago
American Airlines
Wed, Jul 16 - Mon, Jul 21
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 5 days ago
$159
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jul 16 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $159 found 5 days ago
United
Fri, Jun 27 - Mon, Jun 30
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$161 Roundtrip, found 6 days ago
$161
Roundtrip
found 6 days ago
Select United flight, departing Fri, Jun 27 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $161 found 6 days ago
Frontier Airlines
Mon, May 19 - Sat, May 24
LAX
Los Angeles Intl.
MDW
Midway Intl.
$162 Roundtrip, found 6 days ago
$162
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, May 19 from Los Angeles Intl. to Midway Intl., returning Sat, May 24, priced at $162 found 6 days ago
American Airlines
Tue, Jun 17 - Sat, Jun 21
BDL
Bradley Intl.
ORD
O'Hare Intl.
$170 Roundtrip, found 22 hours ago
$170
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Tue, Jun 17 from Bradley Intl. to O'Hare Intl., returning Sat, Jun 21, priced at $170 found 22 hours ago
Contour Airlines
Wed, Jul 16 - Mon, Jul 21
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 5 days ago
$189
Roundtrip
found 5 days ago
Select Contour Airlines flight, departing Wed, Jul 16 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $189 found 5 days ago
Delta
Fri, Sep 5 - Sat, Sep 6
BDL
Bradley Intl.
MDW
Midway Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Sep 5 from Bradley Intl. to Midway Intl., returning Sat, Sep 6, priced at $197 found 6 days ago
United
Wed, Jun 18 - Sat, Jun 21
GSP
Greenville-Spartanburg Intl.
ORD
O'Hare Intl.
$201 Roundtrip, found 22 hours ago
$201
Roundtrip
found 22 hours ago
Select United flight, departing Wed, Jun 18 from Greenville-Spartanburg Intl. to O'Hare Intl., returning Sat, Jun 21, priced at $201 found 22 hours ago
Frontier Airlines
Sun, May 18 - Sat, May 24
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, May 18 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, May 24, priced at $237 found 1 day ago
Alaska Airlines
Thu, Jun 12 - Tue, Jun 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Thu, Jun 12 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jun 17, priced at $274 found 1 day ago
Delta
Sat, Aug 16 - Sun, Aug 17
DAL
Love Field
ORD
O'Hare Intl.
$318 Roundtrip, found 2 days ago
$318
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Aug 16 from Love Field to O'Hare Intl., returning Sun, Aug 17, priced at $318 found 2 days ago
Delta
Wed, Jul 16 - Mon, Jul 21
DAL
Love Field
MDW
Midway Intl.
$459 Roundtrip, found 5 days ago
$459
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Jul 16 from Love Field to Midway Intl., returning Mon, Jul 21, priced at $459 found 5 days ago

Flights to

No matter how much you fight the travel bug, sometimes there's only one solution—to hop on the next plane to . AARP Travel Center Powered by Expedia® is here to help you cure that bug with great deals on flights and activities. With the best rates from Expedia combined with members-only discounts, AARP Travel offers members the best price in travel, guaranteed.

As an AARP member, you'll have the opportunity to take advantage of exclusive rates on:

  • Hotels
  • Car rentals
  • Flights
  • Waived booking fees on flights

Whether this trip is for business or pleasure, we'll help you get there (without breaking the bank).

Airport Transportation

Once you've reserved plane tickets to with AARP Travel, you may want to book a car so you can get around the city. You can request a rental car under our cars tab and jump in the car right when you step out of the airport. For more information, check out the Oswego Car Rentals Guide.

Activities

Not sure where to start? Not to worry—there's lots to do in this city. has so much to do, and we can help you get started.

If you're looking for some fun activities to do in , make sure you check out our "Things to Do in Oswego" page for excursions and activities for the whole clan.

Where to Stay in

has lodging options in the area, make sure you check out our hotel listings tab for some great recommendations from past visitors. No matter where you stay, just remember that you will get the best price out there when you book your stay with us.

Book Your Trip Today

Once you have planned your travel dates, allow us here at AARP Travel to connect you with affordable tickets to . Don't wait a moment longer—book your airfare today and land in tomorrow.