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Find cheap Southwest flights to Orlando from $87

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Flights Deals

Cheap Southwest Flight Deals to Orlando

 
Here are some of the best deals found on KAYAK recently from Southwest to Orlando that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip Southwest flight deals to Orlando

KAYAK's recommended round-trip Southwest deals departing in the coming months to Orlando.
Discover the best prices for you by selecting your travel dates on KAYAK.
Southwest Logo
7:15 pm - 11:15 pmORD-MCO
3h 00mnonstop
Southwest Logo
11:00 am - 1:05 pmMCO-ORD
3h 05mnonstop
$177Southwest
Find Deal
Sat, Aug 2 - Wed, Aug 6
Southwest Logo
4:35 pm - 10:55 pmLGA-MCO
6h 20m1 stop
Southwest Logo
6:05 pm - 11:20 pmMCO-LGA
5h 15m1 stop
$187Southwest
Find Deal
Wed, Jun 11 - Tue, Jul 8
Southwest Logo
1:50 pm - 9:30 pmORD-MCO
6h 40m1 stop
Southwest Logo
6:15 am - 12:45 pmMCO-ORD
7h 30m1 stop
$199Southwest
Find Deal
Wed, Jul 2 - Sat, Jul 5
Southwest Logo
1:50 pm - 9:30 pmORD-MCO
6h 40m1 stop
Southwest Logo
6:50 am - 3:00 pmMCO-ORD
9h 10m2 stops
$211Southwest
Find Deal
Wed, Jul 2 - Wed, Jul 9
Southwest Logo
4:35 pm - 10:55 pmLGA-MCO
6h 20m1 stop
Southwest Logo
9:15 am - 3:55 pmMCO-LGA
6h 40m1 stop
$212Southwest
Find Deal
Wed, Jul 30 - Mon, Aug 4
Southwest Logo
9:35 am - 4:35 pmLGA-MCO
7h 00m1 stop
Southwest Logo
6:55 am - 2:55 pmMCO-LGA
8h 00m1 stop
$218Southwest
Find Deal
Sat, Aug 16 - Fri, Aug 22
Southwest Logo
1:50 pm - 8:20 pmORD-MCO
5h 30m1 stop
Southwest Logo
6:15 am - 12:45 pmMCO-ORD
7h 30m1 stop
$218Southwest
Find Deal
Tue, Jul 1 - Sat, Jul 5
Southwest Logo
6:45 pm - 11:30 pmPHL-MCO
4h 45m1 stop
Southwest Logo
6:05 am - 1:40 pmMCO-PHL
7h 35m1 stop
$219Southwest
Find Deal
Wed, May 28 - Wed, Jun 4
Southwest Logo
4:35 pm - 10:50 pmLGA-MCO
6h 15m1 stop
Southwest Logo
6:55 am - 2:55 pmMCO-LGA
8h 00m1 stop
$222Southwest
Find Deal
Fri, Aug 8 - Mon, Aug 11
Southwest Logo
4:00 pm - 12:50 amORD-MCO
7h 50m1 stop
Southwest Logo
6:15 am - 12:45 pmMCO-ORD
7h 30m1 stop
$223Southwest
Find Deal
Mon, Jun 30 - Sat, Jul 5
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Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$87
Average price round-trip$235
Good deal one-way$164
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Chicago O'Hare Airport to Orlando Airport
(avg. price over the last 2 weeks)
or less

When to book flights with Southwest to Orlando

Average price per month
Flight prices as travel date approaches

FAQs for flying to Orlando with Southwest

  • Which other airlines fly to Orlando?

    Along with Southwest, you can also fly to Orlando with Allegiant Air, Allegiant Air, Spirit Airlines, Spirit Airlines, JetBlue, Breeze Airways, Breeze Airways, Frontier, Frontier, JetBlue, Avelo Airlines and Hawaiian Airlines.

  • How much is a flight to Orlando with Southwest?

    On average, Southwest flights to Orlando cost $239 one-way.

  • Which airport do Southwest flights to Orlando fly into?

    There are two airports in Orlando and you’ll fly into either Orlando Airport or Orlando Sanford Intl.

Top tips for your flights to Orlando with Southwest

  • The cheapest flight to Orlando with Southwest found on KAYAK in the last 2 weeks departed from Dallas Love Field Airport and cost $89.

Southwest customer reviews

8.0
Very goodBased on 4,293 verified guest reviews
8.0Comfort
8.6Crew
7.6Entertainment
8.2Boarding
7.1Food
Pros +
Cons -
Show reviews that mention
Traveler rating:
Sort by:
K
10.0 Wonderful
Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.
R
2.0 Poor
Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.
K
8.0 Very good
Start drink service earlier. We were rushed.
J
8.0 Very good
It is southwest seat was ok. Not the most comfortable seat
H
6.0 Okay
They were more than 2 hours late.
H
10.0 Wonderful
Good
J
8.0 Very good
I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight
J
6.0 Okay
The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.
A
10.0 Wonderful
Plz don't take away free bags and free seating
D
6.0 Okay
The seats were a bit cramped and worn, but otherwise okay.
Read more about Southwest

Everything you need to know for your flight to Orlando

Other airlines flying to Orlando

Flights from the other most popular airlines that fly to Orlando according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Frontier flights to Orlando
Spirit Airlines flights to Orlando
JetBlue flights to Orlando
United Airlines flights to Orlando
American Airlines flights to Orlando

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