Cheap Flights To Windsor 2025

Photo by Jennifer Hill

Windsor Flights as Low as $55

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.

Spirit Airlines
Fri, May 9 - Sun, May 11
SAN
San Diego Intl.
OAK
Oakland Intl.
$55 Roundtrip, found 2 days ago
$55
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, May 9 from San Diego Intl. to Oakland Intl., returning Sun, May 11, priced at $55 found 2 days ago
Spirit Airlines
Mon, May 12 - Mon, May 19
SAN
San Diego Intl.
OAK
Oakland Intl.
$58 Roundtrip, found 2 days ago
$58
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, May 12 from San Diego Intl. to Oakland Intl., returning Mon, May 19, priced at $58 found 2 days ago
Spirit Airlines
Thu, May 8 - Sun, May 11
SAN
San Diego Intl.
OAK
Oakland Intl.
$65 Roundtrip, found 2 days ago
$65
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, May 8 from San Diego Intl. to Oakland Intl., returning Sun, May 11, priced at $65 found 2 days ago
Spirit Airlines
Fri, May 9 - Sun, May 11
SAN
San Diego Intl.
OAK
Oakland Intl.
$69 Roundtrip, found 2 days ago
$69
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, May 9 from San Diego Intl. to Oakland Intl., returning Sun, May 11, priced at $69 found 2 days ago
Spirit Airlines
Thu, May 8 - Sun, May 18
SAN
San Diego Intl.
OAK
Oakland Intl.
$72 Roundtrip, found 2 days ago
$72
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, May 8 from San Diego Intl. to Oakland Intl., returning Sun, May 18, priced at $72 found 2 days ago
Spirit Airlines
Fri, May 9 - Sun, May 11
SAN
San Diego Intl.
OAK
Oakland Intl.
$76 Roundtrip, found 2 days ago
$76
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, May 9 from San Diego Intl. to Oakland Intl., returning Sun, May 11, priced at $76 found 2 days ago
Spirit Airlines
Mon, May 12 - Mon, May 12
SAN
San Diego Intl.
OAK
Oakland Intl.
$77 Roundtrip, found 2 days ago
$77
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, May 12 from San Diego Intl. to Oakland Intl., returning Mon, May 12, priced at $77 found 2 days ago
Spirit Airlines
Fri, May 9 - Sun, May 11
SAN
San Diego Intl.
OAK
Oakland Intl.
$83 Roundtrip, found 2 days ago
$83
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, May 9 from San Diego Intl. to Oakland Intl., returning Sun, May 11, priced at $83 found 2 days ago
Spirit Airlines
Thu, May 8 - Sat, May 17
SAN
San Diego Intl.
OAK
Oakland Intl.
$84 Roundtrip, found 2 days ago
$84
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, May 8 from San Diego Intl. to Oakland Intl., returning Sat, May 17, priced at $84 found 2 days ago
Spirit Airlines
Fri, May 9 - Sun, May 11
SAN
San Diego Intl.
OAK
Oakland Intl.
$90 Roundtrip, found 2 days ago
$90
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, May 9 from San Diego Intl. to Oakland Intl., returning Sun, May 11, priced at $90 found 2 days ago
Spirit Airlines
Sat, Jun 7 - Thu, Jun 12
DTW
Detroit Metropolitan Wayne County
OAK
Oakland Intl.
$139 Roundtrip, found 16 hours ago
$139
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Sat, Jun 7 from Detroit Metropolitan Wayne County to Oakland Intl., returning Thu, Jun 12, priced at $139 found 16 hours ago
Spirit Airlines
Thu, Sep 11 - Tue, Sep 16
DFW
Dallas-Fort Worth Intl.
OAK
Oakland Intl.
$236 Roundtrip, found 16 hours ago
$236
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Thu, Sep 11 from Dallas-Fort Worth Intl. to Oakland Intl., returning Tue, Sep 16, priced at $236 found 16 hours ago
Alaska Airlines
Wed, Sep 17 - Wed, Sep 17
DFW
Dallas-Fort Worth Intl.
OAK
Oakland Intl.
$267 Roundtrip, found 16 hours ago
$267
Roundtrip
found 16 hours ago
Select Alaska Airlines flight, departing Wed, Sep 17 from Dallas-Fort Worth Intl. to Oakland Intl., returning Wed, Sep 17, priced at $267 found 16 hours ago
Delta
Tue, Jul 15 - Wed, Jul 23
SAT
San Antonio Intl.
OAK
Oakland Intl.
$269 Roundtrip, found 13 hours ago
$269
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Jul 15 from San Antonio Intl. to Oakland Intl., returning Wed, Jul 23, priced at $269 found 13 hours ago
Hawaiian Airlines
Fri, Sep 12 - Tue, Sep 16
DFW
Dallas-Fort Worth Intl.
OAK
Oakland Intl.
$295 Roundtrip, found 16 hours ago
$295
Roundtrip
found 16 hours ago
Select Hawaiian Airlines flight, departing Fri, Sep 12 from Dallas-Fort Worth Intl. to Oakland Intl., returning Tue, Sep 16, priced at $295 found 16 hours ago
Delta
Sat, Aug 2 - Tue, Aug 5
JAN
Evers Intl.
OAK
Oakland Intl.
$408 Roundtrip, found 4 days ago
$408
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Aug 2 from Evers Intl. to Oakland Intl., returning Tue, Aug 5, priced at $408 found 4 days ago

Flights to Windsor

If Windsor is calling your name, then book your next flight to (airport). And with the AARP Travel Center Powered by Expedia®, can become a reality sooner than you think. 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

If your travel dates are not finalized, we will have more deals to show you. In other words, you will have a better chance of finding that super low-cost flight without searching dozens of other sites.

Airport Transportation

Once you have reserved plane tickets to Windsor, you may want to book a rental car so you can get around the city. You can book a Windsor rental car under our cars tab and hop into the car as soon as you step out of the airport. For more information, check out the Windsor Car Rentals Guide.

Windsor Activities

Not sure where to start? Not to worry—there's lots to do in this city. No matter what you decide to do with your time, you're sure to have fun in this city.

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

Where to Stay in Windsor

Windsor has lodging to choose from, 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'll get the best price out there when you stay with AARP Travel.

Planning Your Flight to Windsor

Once you've planned your travel dates, allow us here at AARP Travel to connect you with affordable tickets to Windsor. Do not wait a minute longer—book your airfare today and land in Windsor tomorrow.