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Southwest Flights as Low as $253

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Cheap Flights to Southwest

Fall in love at first flight with your vacation to Southwest 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 Southwest on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Southwest, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Southwest

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Southwest 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 JAN airport.

What is the cheapest month to fly to Southwest?

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 Southwest are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Southwest?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Southwest.

What airport is best to fly into Southwest?

When you’re planning your trip to Southwest, convenience is the name of the game. Luckily, Southwest Evers Intl. Airport is nearby so you can deplane and get going on checking off everything on your Southwest must-do list.

How much are flights to Southwest?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Southwest on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $253, 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 Southwest?

The trick to saving a stack of cash on your flight to Southwest? 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 $253 right now, why wait?

Southwest Flight Information
Destination airport
Evers Intl.
Destination airport IATA code
JAN
Roundtrip price
$252

Last Minute Hotel Deals in Southwest

Baymont by Wyndham Jackson/Ridgeland

Baymont by Wyndham Jackson/Ridgeland

3.5 out of 5
5709 I 55 N Jackson MS
Book a stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,293 reviews)
"Nice staff and the food is great"

Reviewed on Jun 18, 2026

Baymont by Wyndham Jackson/Ridgeland
Hilton Jackson

Hilton Jackson

3.5 out of 5
1001 E County Line Rd Jackson MS
Book a stay at this business-friendly hotel in Jackson. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. ...
7.6/10 Good! (1,002 reviews)
"I’m from Mississippi, and this Hilton used to be one of the top places to stay in Jackson. The hotel is still large, and the staff were very nice and friendly, but the property is outdated. Only one elevator was working during my stay. My biggest issue was the air conditioning. I reported that my ..."

Reviewed on Jun 19, 2026

Hilton Jackson
Hyatt Place Jackson/ Ridgeland

Hyatt Place Jackson/ Ridgeland

3 out of 5
1016 Highland Colony Pkwy Ridgeland MS
Book a stay at this business-friendly hotel in Ridgeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,003 reviews)
"Hotel was very clean. The front desk receptionist was super nice and the rooms were nice and spacous."

Reviewed on Jun 17, 2026

Hyatt Place Jackson/ Ridgeland
Prado Hotel

Prado Hotel

3 out of 5
610 E County Line Road Ridgeland MS
Book a stay at this business-friendly hotel in Ridgeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,179 reviews)
"Clean, comfortable, friendly staff, good breakfast."

Reviewed on Jun 14, 2026

Prado Hotel
Imperial Suites - Adults Only

Imperial Suites - Adults Only

2 out of 5
3720 I-55 Jackson MS
Stay at this hotel in Jackson. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.2/10 Very Good! (746 reviews)
"Always a nice place for us to stop on our way through"

Reviewed on Jun 15, 2026

Imperial Suites - Adults Only
Woodspring Suites Jackson Pearl I-20

Woodspring Suites Jackson Pearl I-20

2.5 out of 5
2 Mac and Bones Drive Pearl MS
Stay at this hotel in Pearl. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Cinemark Pearl and Trustmark Park are located ...
8.6/10 Excellent! (569 reviews)
"Very basic and staff needs improvement."

Reviewed on Jun 18, 2026

Woodspring Suites Jackson Pearl I-20
Staybridge Suites Jackson by IHG

Staybridge Suites Jackson by IHG

3 out of 5
801 Ridgewood Rd Ridgeland MS
Book a stay at this business-friendly hotel in Ridgeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,005 reviews)
"Wonderful staff"

Reviewed on Jun 18, 2026

Staybridge Suites Jackson by IHG
Sheraton Flowood The Refuge Hotel & Conference Center

Sheraton Flowood The Refuge Hotel & Conference Center

4 out of 5
2200 Refuge Boulevard Flowood MS
Book a stay at this golf hotel in Flowood. Enjoy free WiFi, an outdoor pool, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (571 reviews)
"Excellent generally. I think it was a bit understaffed. But the workers were very nice."

Reviewed on Jun 13, 2026

Sheraton Flowood The Refuge Hotel & Conference Center
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.

Top Hotels With Free Airport Shuttle

Candlewood Suites FLOWOOD, MS by IHG

Candlewood Suites FLOWOOD, MS by IHG

2.5 out of 5
3810 Flowood Dr Flowood MS
Book a stay at this business-friendly hotel in Flowood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (672 reviews)
"Very clean ,wonderful air conditioning, close to shopping. I would definitely stay again if I’m ever coming through."

Reviewed on Jun 16, 2026

Candlewood Suites FLOWOOD, MS by IHG
Comfort Inn Pearl-Jackson

Comfort Inn Pearl-Jackson

2.5 out of 5
1226 Phillips Lane Pearl MS
Book a stay at this business-friendly hotel in Pearl. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cinemark Pearl and Trustmark Park ...
7.4/10 Good! (431 reviews)
"The room had a funny odor to the room. Additionally, the curtains had a lot of dirty areas at the hem of all the curtains. The bathroom had no vents to where moist air could be released. So the mold would start. Luckily, I carry Lysol disinfectinct spray and bleach wripes. The staff was nice and ..."

Reviewed on Jun 8, 2026

Comfort Inn Pearl-Jackson
Comfort Suites Flowood - Jackson Airport (must meet transportation requirement)

Comfort Suites Flowood - Jackson Airport (must meet transportation requirement)

2.5 out of 5
121 Hospitality Dr. Flowood MS
Book a stay at this business-friendly hotel in Flowood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,000 reviews)
"No complaints. The room was clean and the front desk was amazing."

Reviewed on Jun 17, 2026

Comfort Suites Flowood - Jackson Airport (must meet transportation requirement)
Country Inn & Suites by Radisson, Jackson-Airport, MS

Country Inn & Suites by Radisson, Jackson-Airport, MS

2.5 out of 5
3051 White Blvd Pearl MS
Book a stay at this business-friendly hotel in Pearl. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cinemark Pearl and Trustmark Park ...
7.6/10 Good! (494 reviews)
"This property needs alot of work, not worth $108 per night"

Reviewed on Jun 14, 2026

Country Inn & Suites by Radisson, Jackson-Airport, MS
Courtyard by Marriott Jackson Airport/Pearl

Courtyard by Marriott Jackson Airport/Pearl

3 out of 5
415 Riverwind Drive Pearl MS
Book a stay at this business-friendly hotel in Pearl. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,001 reviews)
"It seems to be a pretty good hotel for business trips but I wouldn't say it was that great for families."

Reviewed on Jun 16, 2026

Courtyard by Marriott Jackson Airport/Pearl
Fairfield Inn by Marriott Jackson Airport-Pearl

Fairfield Inn by Marriott Jackson Airport-Pearl

3 out of 5
407 Riverwind Dr Pearl MS
Book a stay at this business-friendly hotel in Pearl. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (932 reviews)
"No microwave in room everything else was good"

Reviewed on Jun 14, 2026

Fairfield Inn by Marriott Jackson Airport-Pearl
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.