Cheap flights To Southwest (JAN) from $166

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Cheap Flights to Southwest from $166 One Way, $334 Round Trip

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

Sat, Apr 25 - Tue, May 12
ORD
O'Hare Intl.
JAN
Evers Intl.
$334 Roundtrip, found 4 days ago
$334
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Apr 25 from O'Hare Intl. to Evers Intl., returning Tue, May 12, priced at $334 found 4 days ago
Sat, Apr 25 - Tue, May 12
ORD
O'Hare Intl.
JAN
Evers Intl.
$335 Roundtrip, found 4 days ago
$335
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Apr 25 from O'Hare Intl. to Evers Intl., returning Tue, May 12, priced at $335 found 4 days ago
Thu, Jun 4 - Tue, Jun 9
ORD
O'Hare Intl.
JAN
Evers Intl.
$339 Roundtrip, found 3 hours ago
$339
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Thu, Jun 4 from O'Hare Intl. to Evers Intl., returning Tue, Jun 9, priced at $339 found 3 hours ago
Thu, Jun 4 - Tue, Jun 9
ORD
O'Hare Intl.
JAN
Evers Intl.
$339 Roundtrip, found 3 hours ago
$339
Roundtrip
found 3 hours ago
Select Delta flight, departing Thu, Jun 4 from O'Hare Intl. to Evers Intl., returning Tue, Jun 9, priced at $339 found 3 hours ago
Sat, Apr 25 - Tue, May 12
ORD
O'Hare Intl.
JAN
Evers Intl.
$339 Roundtrip, found 4 days ago
$339
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Apr 25 from O'Hare Intl. to Evers Intl., returning Tue, May 12, priced at $339 found 4 days ago
Sat, Apr 25 - Tue, May 12
ORD
O'Hare Intl.
JAN
Evers Intl.
$344 Roundtrip, found 4 days ago
$344
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Apr 25 from O'Hare Intl. to Evers Intl., returning Tue, May 12, priced at $344 found 4 days ago
Thu, Apr 30 - Sat, May 2
ORD
O'Hare Intl.
JAN
Evers Intl.
$347 Roundtrip, found 4 days ago
$347
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Apr 30 from O'Hare Intl. to Evers Intl., returning Sat, May 2, priced at $347 found 4 days ago
Thu, Apr 30 - Sat, May 2
ORD
O'Hare Intl.
JAN
Evers Intl.
$348 Roundtrip, found 4 days ago
$348
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Apr 30 from O'Hare Intl. to Evers Intl., returning Sat, May 2, priced at $348 found 4 days ago
Thu, Jun 4 - Tue, Jun 9
ORD
O'Hare Intl.
JAN
Evers Intl.
$349 Roundtrip, found 3 hours ago
$349
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Thu, Jun 4 from O'Hare Intl. to Evers Intl., returning Tue, Jun 9, priced at $349 found 3 hours ago
Thu, Apr 30 - Sat, May 2
ORD
O'Hare Intl.
JAN
Evers Intl.
$353 Roundtrip, found 4 days ago
$353
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Apr 30 from O'Hare Intl. to Evers Intl., returning Sat, May 2, priced at $353 found 4 days ago

Southwest Flight Information

Traveling To
Southwest
Destination Airport IATA Code
JAN
Number of Airlines Serving
Airlines
American Airlines, Delta, Southwest Airlines
Flight Price
$334
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Southwest economy flight packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Brookhaven, MS
2.0-star property

Motel 6 Brookhaven, MS

May 15 - May 17

2 night stay

New York (NYC) to Jackson (JAN)

United • Coach

Jackson (JAN) to New York (NYC)

Spirit Airlines • Coach
Price was $470, price is now $456 per person
$456
per person
found 19 hours ago
Hotel Indigo Hattiesburg by IHG
3.5-star property

Hotel Indigo Hattiesburg by IHG

May 15 - May 17

2 night stay

New York (NYC) to Laurel (PIB)

United • Coach

Laurel (PIB) to New York (NYC)

Spirit Airlines • Coach
Price was $692, price is now $684 per person
$684
per person
found 19 hours ago
Holiday Inn Hattiesburg - North by IHG
3.0-star property

Holiday Inn Hattiesburg - North by IHG

May 15 - May 17

2 night stay

New York (NYC) to Laurel (PIB)

United • Coach

Laurel (PIB) to New York (NYC)

Spirit Airlines • Coach
Price was $628, price is now $622 per person
$622
per person
found 19 hours ago
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Southwest

Traveling to Southwest and need a cheap flight? Orbitz has great deals on flights to Southwest right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Southwest Quickly and Hassle-Free

There are many Internet sites that promise cheap Southwest flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Southwest, book your lodging, and look up key attractions in Southwest. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

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Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Southwest or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Southwest flights. When you need us, we’re here for you!

Frequently asked questions

Which airlines fly to Southwest?
There are 20 air carriers that go to Evers Intl. Airport (JAN). With this many to choose from, there's a great chance you'll land a bargain flight! Your Southwest trip awaits with one of these leading domestic carriers:

  • American Airlines - 105 flights to Southwest per month
  • Delta - 89 flights to Southwest per month
  • Southwest Airlines - 86 flights to Southwest per month

What is the best airport to fly to in Southwest?
There's one major entry point for this area — Evers Intl. Airport (JAN). Book your tickets for this popular gateway and check out all that Southwest has to offer.
How much is a flight to Southwest?
Travelers from far and wide bagged return-flight bargains ranging from $334 to $353 this week. Kicking off your journey from Chicago (ORD)? The best one-way fares were just $166.
How to book the cheapest flight to Southwest?
With some of the most competitive flight deals around, a bargain is always waiting for you with Orbitz. The following tips and hints will help you find cheap flights to Southwest — and leave you with extra cash in your wallet:

  • Consider taking off from or landing at nearby airports to save money. Enter your preferred departure and arrival points in the form fields, then select the 'Nearby airports' function below. It will list your options, if any.
  • If your plans aren't set in stone, click on the 'Show flexible dates' link to bring up the flight deals for different departure dates. If you find a suitable cheaper fare, go with it.
  • Hit 'Show options' to refine your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • The early bird gets the most rewarding savings, so book your tickets the moment you know your travel dates. The cheapest airfares go like hotcakes and prices generally rise as the departure date gets closer.
  • Make even more savings on your getaway by bundling your flights, hotels and car rental into one convenient package deal. Your credit card will thank you for it.
  • Don't travel during the busy season if you can. By avoiding school vacations and summer, you can save a significant amount on your airfare.

How long is a flight to Southwest?
Flight lengths depend on where you're setting off from, whether that's the South, the Northern states or anywhere else. Below are some of the main routes to Southwest and average flight times:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Evers Intl. Airport (JAN) - 1 hour and 18 minutes
  • Houston, TX (IAH-George Bush Intercontinental) to Evers Intl. Airport (JAN) - 1 hour and 27 minutes
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Evers Intl. Airport (JAN) - 1 hour and 25 minutes

What is the best time to book a flight to Southwest?
Book your flights to Southwest in January. This is the best time of the year for low airfares, followed by February and August. Score cheap flights and let your dream vacation come true with Orbitz.
What day of the week is the cheapest to book a flight to Southwest?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days to purchase airfares to Southwest. The getaway of your dreams starts with an impressive flight deal!
What is the cheapest day of the week to fly to Southwest?
You can land cheap flights to Southwest by taking off on a Monday, according to Orbitz data from 2020. Tuesday is the next cheapest day, while Saturday has the most expensive ticket prices. Whether you prefer to save money or fly out on whichever day is convenient, you'll always get a fantastic deal with Orbitz.
What is the cheapest month to fly to Southwest?
To pick up cheap flights to Southwest, you should pack your suitcase and take off in August. Orbitz data has found that this is generally the best month to save on your fare. If you're hoping to jet to Southwest during June, bear in mind that this is the least affordable time of year to take a trip.
Which airlines allow free cancellation?
Orbitz makes it a cinch to find airlines that offer flexibility. Simply select "Filter by flexible change policies" when searching for your flights and ta-da! You'll see options that include free cancellation within 24 hours of booking, no change fees and of course, the best price.
What do I need for the flight to Southwest?
Flying can be fun if you're well prepared! Make your flight a smooth one with the following helpful tips:

  • Your travel documents are the most important things you'll need to have with you on your flight. To avoid any delays when checking in, make sure that the information on your ticket matches your government-issued ID.
  • Take some activities to pass the time on your journey to Southwest. Books, magazines and electronic devices like tablets and e-readers are perfect. Remember to take a refillable water bottle too. Even on a short flight, it's important to remain well-hydrated.
  • Even if you're flying when it's hot and sticky outside, carry a hoodie or sweater on board with you. Airplane cabins can get a bit chilly!

How many direct flights are there to Southwest?
Every month, there are 63 direct flights into Southwest. Carriers that fly nonstop to this location include American Airlines, Southwest Airlines and Delta Air Lines.
How do I get cheap first-class/business deals to Southwest?
If you think a first or business-class ticket is beyond your grasp, think again. Here are a few practical tips to help you score a premium flight to Southwest for a whole lot less:

  • Flexibility is important. By being open to a few travel dates, you'll have more chances of picking up a rewarding deal on your airfares.
  • Low-cost airlines offer business-class seating at a fraction of the usual cost. Ditch the full-service carriers and look up these cheaper options.
  • Bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a rewards program.

What is the best time to go to Southwest?
If you want to soak up the culture of Southwest in the busy season, March, May and June are the prime months to visit. June 20 heralds the onset of summertime in the Northern Hemisphere and is a wonderful time to travel if you relish the open air. At this time, average daily temperatures normally range from 70 ºF to 90 ºF.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.