CA $363 Cheap Flight to Southwest

View CA $363 flight on Tue, Aug 4, 2026Opens in a new window

Popular airlines to Southwest

  • American Airlines

  • JetBlue Airways

  • United

  • Delta

  • Cape Air

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to Southwest?

Prices were available within the past 7 days and start at CA $363 for one-way flights and CA $548 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Sat, Aug 1 - Wed, Aug 5
JFK
New York
STX
St. Croix Island
CA $548 Roundtrip, found 4 days ago
CA $548
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Aug 1 from New York to St. Croix Island, returning Wed, Aug 5, priced at CA $548 found 4 days ago
JetBlue Airways
Sat, Aug 1 - Mon, Aug 10
JFK
New York
STX
St. Croix Island
CA $575 Roundtrip, found 4 days ago
CA $575
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Aug 1 from New York to St. Croix Island, returning Mon, Aug 10, priced at CA $575 found 4 days ago
JetBlue Airways
Sat, Aug 1 - Thu, Aug 6
JFK
New York
STX
St. Croix Island
CA $595 Roundtrip, found 4 days ago
CA $595
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Aug 1 from New York to St. Croix Island, returning Thu, Aug 6, priced at CA $595 found 4 days ago
JetBlue Airways
Tue, Aug 4 - Mon, Aug 10
JFK
New York
STX
St. Croix Island
CA $636 Roundtrip, found 4 days ago
CA $636
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Aug 4 from New York to St. Croix Island, returning Mon, Aug 10, priced at CA $636 found 4 days ago
JetBlue Airways
Tue, Aug 4 - Wed, Aug 5
JFK
New York
STX
St. Croix Island
CA $650 Roundtrip, found 4 days ago
CA $650
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Aug 4 from New York to St. Croix Island, returning Wed, Aug 5, priced at CA $650 found 4 days ago
JetBlue Airways
Mon, Aug 3 - Fri, Aug 7
JFK
New York
STX
St. Croix Island
CA $655 Roundtrip, found 4 days ago
CA $655
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Aug 3 from New York to St. Croix Island, returning Fri, Aug 7, priced at CA $655 found 4 days ago
JetBlue Airways
Wed, Aug 5 - Sat, Aug 8
JFK
New York
STX
St. Croix Island
CA $664 Roundtrip, found 4 days ago
CA $664
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Aug 5 from New York to St. Croix Island, returning Sat, Aug 8, priced at CA $664 found 4 days ago
JetBlue Airways
Mon, Aug 3 - Thu, Aug 6
JFK
New York
STX
St. Croix Island
CA $675 Roundtrip, found 4 days ago
CA $675
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Aug 3 from New York to St. Croix Island, returning Thu, Aug 6, priced at CA $675 found 4 days ago
American Airlines
Tue, Aug 4 - Sat, Aug 8
JFK
New York
STX
St. Croix Island
CA $707 Roundtrip, found 4 days ago
CA $707
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Aug 4 from New York to St. Croix Island, returning Sat, Aug 8, priced at CA $707 found 4 days ago
Delta
Sat, Dec 26 - Wed, Dec 30
JFK
New York
STX
St. Croix Island
CA $2,607 Roundtrip, found 4 days ago
CA $2,607
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Dec 26 from New York to St. Croix Island, returning Wed, Dec 30, priced at CA $2,607 found 4 days ago
Book with confidence

Top Travel Tips for Flying to Southwest

Get ready for an incredible adventure as you embark on your journey to Southwest. With Expedia, finding the perfect flights is a breeze. Discover valuable travel insights and expert tips to ensure a seamless and enjoyable trip to this captivating destination.

Unleash Your Wanderlust

Pack your bags, secure your flights to Southwest, and let Expedia be your trusted companion in fulfilling your travel dreams. Our wide selection of flights offers you the flexibility to explore Southwest in your own unique style. Experience the trip of a lifetime with just a click, courtesy of Expedia.

Unbeatable Value with Expedia

At Expedia, we understand the importance of budget-friendly travel. That's why we are dedicated to bringing you the best deals on affordable and cheap flights from the UK to Southwest. Experience the perfect balance between adventure and savings with our competitively-priced roundtrip and one-way flight options.

Endless Flight Choices

With 20 different airlines flying to Southwest, you have a world of options at your fingertips. Whether you're a spontaneous traveler or a meticulous planner, find the flights that suit your schedule and preferences seamlessly. Explore last-minute deals or plan ahead with ease.

Empowering Your Decision

We believe in putting you in control of your travel choices. Our extensive range of airline tickets to Southwest caters to every budget, starting from the lowest price CA $363. Enjoy the freedom to choose the perfect flights that align with your needs and desires.

Effortless Booking Process

Experience a hassle-free booking journey with Expedia. Whether you're seeking a red-eye flight, a direct route to a specific airport, or one-way flights to Southwest, our streamlined booking process ensures convenience and efficiency. Download our mobile booking app to reserve your flights anytime, anywhere.

Your Adventure Awaits

It's time to make your dreams a reality. Book your airfare to Southwest today with Expedia. Begin crafting your unique travel story and get ready for an unforgettable experience that caters to your tastes and budget.

Start your journey now and let the adventure unfold.

Trending flights to Southwest

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

American Airlines
Tue, Aug 4 - Fri, Aug 21
YVR
Vancouver
STX
St. Croix Island
CA $758 Roundtrip, found 5 days ago
CA $758
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Aug 4 from Vancouver to St. Croix Island, returning Fri, Aug 21, priced at CA $758 found 5 days ago

Frequently asked questions

How do I find cheap flights to Southwest that have flexible change policies?
At Expedia, we've been channeling our inner yogi to bring you the most flexible fares in town. Just mark the "No change fee" box under the filter heading "Flexible change policies" to find the best flights to Southwest.
Which airlines fly to Southwest?
You can choose from a good range of airlines that service Southwest. Some of your options are:

  • American Airlines - 60 flights to or near Southwest each month, including 60 flights to Henry E. Rohlsen Airport (STX) per month.
  • Delta - 26 flights to or near Southwest each month, including 26 flights to Henry E. Rohlsen Airport (STX) per month.
  • Spirit Airlines - 17 flights to or near Southwest each month, including 17 flights to Henry E. Rohlsen Airport (STX) per month.

How can I find cheap tickets to Southwest?
You'll always walk away with a fabulous deal with Expedia, but our "flexible dates" feature makes it that much easier. Enter your preferred travel date, then click on the flexible dates box above to see a list of prices for nearby days. CA $548 was the best price for a flight to Southwest in the last seven days.
How much is a flight to Southwest?
One-way flights from New York (JFK) sold for as little as CA $363 in the last seven days. During this time, the cost of a return ticket to Southwest varied between CA $548 and CA $2,607. If you spot a bargain ticket, book immediately — these fares don't hang about.
What are the most popular airports to fly into in Southwest?
The main gateway to Southwest, around 104 flights service Henry E. Rohlsen Airport (STX) every month. Keep an eye out for a rewarding deal, lock in your seat and prepare to discover this sensational region.
When is the cheapest time to fly to Southwest?
Jetting off on a Tuesday, followed by a Monday, is generally the best way to get the cheapest airfare. Steer clear of weekends if you can, because Saturday is typically the costliest day. Spend the dollars you saved having a blast in Southwest instead!
How much is a plane ticket to Southwest?
In the last seven days, plane tickets to Southwest varied between CA $548 and CA $2,607. Prices depend on multiple things, particularly the time of departure, cabin class, airline and when the fare is booked.
What months are the cheapest to book a flight to Southwest?
February is the perfect month to bag a bargain fare to Southwest. Be aware that the most expensive time to purchase tickets in the U.S. isn't during the height of summer, but the festive month of December.

Book with confidence

Top Travel Tips for Flying to Southwest

Get ready for an incredible adventure as you embark on your journey to Southwest. With Expedia, finding the perfect flights is a breeze. Discover valuable travel insights and expert tips to ensure a seamless and enjoyable trip to this captivating destination.

Unleash Your Wanderlust

Pack your bags, secure your flights to Southwest, and let Expedia be your trusted companion in fulfilling your travel dreams. Our wide selection of flights offers you the flexibility to explore Southwest in your own unique style. Experience the trip of a lifetime with just a click, courtesy of Expedia.

Unbeatable Value with Expedia

At Expedia, we understand the importance of budget-friendly travel. That's why we are dedicated to bringing you the best deals on affordable and cheap flights from the UK to Southwest. Experience the perfect balance between adventure and savings with our competitively-priced roundtrip and one-way flight options.

Endless Flight Choices

With 20 different airlines flying to Southwest, you have a world of options at your fingertips. Whether you're a spontaneous traveler or a meticulous planner, find the flights that suit your schedule and preferences seamlessly. Explore last-minute deals or plan ahead with ease.

Empowering Your Decision

We believe in putting you in control of your travel choices. Our extensive range of airline tickets to Southwest caters to every budget, starting from the lowest price CA $363. Enjoy the freedom to choose the perfect flights that align with your needs and desires.

Effortless Booking Process

Experience a hassle-free booking journey with Expedia. Whether you're seeking a red-eye flight, a direct route to a specific airport, or one-way flights to Southwest, our streamlined booking process ensures convenience and efficiency. Download our mobile booking app to reserve your flights anytime, anywhere.

Your Adventure Awaits

It's time to make your dreams a reality. Book your airfare to Southwest today with Expedia. Begin crafting your unique travel story and get ready for an unforgettable experience that caters to your tastes and budget.

Start your journey now and let the adventure unfold.

Top Travel Tips for Flying to Southwest

Travel information

Southwest Flights Information

Airlines serving
JetBlue Airways, American Airlines, Delta
Roundtrip price
from CA $548
Southwest Flights Information
*Available to Expedia members.