MDW - SFB
$121 Find Cheap Flights from Chicago Midway Airport to Orlando Sanford Intl - Compare and Save
This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Orlando departing on 11/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
Everything you should know
Cheapest round-trip
$261
Typical prices: $603-$603
Allegiant Air
Fri 11/9Mon 11/12
MDW - SFB • 1 stop
Cheapest one-way
$121
Typical prices: $141-$304
Allegiant Air
Fri 11/16
MDW - SFB • 1 stop
Flight Deals
Cheap Flights from Midway to Orlando (MDW-SFB)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway 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.
Discover the best prices for you by selecting your travel dates on KAYAK.
Recent round-trip flight deals from Midway to Orlando
Mon, Nov 9 - Thu, Nov 12
4:31 pm - 10:07 amMDW Chicago Midway-SFB Orlando Sanford Intl
16h 36m1 stop Knoxville McGhee Tyson
7:57 pm - 2:26 pmSFB Orlando Sanford Intl-MDW Chicago Midway
19h 29m1 stop Knoxville McGhee Tyson
$261Allegiant Air
Mon, Nov 9 - Thu, Nov 12
4:31 pm - 10:07 amMDW Chicago Midway-SFB Orlando Sanford Intl
16h 36m1 stop Knoxville McGhee Tyson
7:57 pm - 2:26 pmSFB Orlando Sanford Intl-MDW Chicago Midway
19h 29m1 stop Knoxville McGhee Tyson
$262Allegiant Air
Fri, Nov 13 - Mon, Nov 16
3:16 pm - 6:32 pmMDW Chicago Midway-SFB Orlando Sanford Intl
26h 16m1 stop Knoxville McGhee Tyson
11:10 am - 3:41 pmSFB Orlando Sanford Intl-MDW Chicago Midway
5h 31m1 stop Knoxville McGhee Tyson
$315Allegiant Air
Mon, Nov 16 - Fri, Nov 20
4:31 pm - 10:07 amMDW Chicago Midway-SFB Orlando Sanford Intl
16h 36m1 stop Knoxville McGhee Tyson
7:00 am - 1:40 pmSFB Orlando Sanford Intl-MDW Chicago Midway
7h 40m1 stop Knoxville McGhee Tyson
$322Allegiant Air
Mon, Nov 16 - Fri, Nov 20
4:31 pm - 10:07 amMDW Chicago Midway-SFB Orlando Sanford Intl
16h 36m1 stop Knoxville McGhee Tyson
7:00 am - 1:40 pmSFB Orlando Sanford Intl-MDW Chicago Midway
7h 40m1 stop Knoxville McGhee Tyson
$326Allegiant Air
Fri, Nov 6 - Thu, Nov 12
8:09 pm - 6:32 pmMDW Chicago Midway-SFB Orlando Sanford Intl
21h 23m1 stop Knoxville McGhee Tyson
7:57 pm - 2:26 pmSFB Orlando Sanford Intl-MDW Chicago Midway
19h 29m1 stop Knoxville McGhee Tyson
$331Allegiant Air
Mon, Nov 2 - Thu, Nov 5
1:26 pm - 7:17 pmMDW Chicago Midway-SFB Orlando Sanford Intl
4h 51m1 stop Knoxville McGhee Tyson
7:57 pm - 7:19 pmSFB Orlando Sanford Intl-MDW Chicago Midway
24h 22m1 stop Knoxville McGhee Tyson
$339Allegiant Air
Mon, Oct 26 - Thu, Oct 29
1:26 pm - 7:17 pmMDW Chicago Midway-SFB Orlando Sanford Intl
4h 51m1 stop Knoxville McGhee Tyson
7:56 pm - 1:36 pmSFB Orlando Sanford Intl-MDW Chicago Midway
18h 40m1 stop Knoxville McGhee Tyson
$348Allegiant Air
Mon, Nov 2 - Mon, Nov 9
1:26 pm - 4:25 pmMDW Chicago Midway-SFB Orlando Sanford Intl
25h 59m1 stop Knoxville McGhee Tyson
11:10 am - 3:41 pmSFB Orlando Sanford Intl-MDW Chicago Midway
5h 31m1 stop Knoxville McGhee Tyson
$354Allegiant Air
Fri, Nov 6 - Thu, Nov 12
6:08 am - 12:41 pmMDW Chicago Midway-SFB Orlando Sanford Intl
29h 33m2 stops Atlanta Hartsfield-Jackson Indianapolis
7:57 pm - 2:26 pmSFB Orlando Sanford Intl-MDW Chicago Midway
19h 29m1 stop Knoxville McGhee Tyson
$357Multiple Airlines
Recent one-way flight deals from Midway to Orlando
Mon, Nov 16
4:31 pm - 10:07 amMDW Chicago Midway-SFB Orlando Sanford Intl
16h 36m1 stop Knoxville McGhee Tyson
$121Allegiant Air
Mon, Nov 9
4:31 pm - 10:07 amMDW Chicago Midway-SFB Orlando Sanford Intl
16h 36m1 stop Knoxville McGhee Tyson
$125Allegiant Air
Mon, Nov 16
4:31 pm - 10:07 amMDW Chicago Midway-SFB Orlando Sanford Intl
16h 36m1 stop Knoxville McGhee Tyson
$126Allegiant Air
Fri, Nov 13
3:16 pm - 6:32 pmMDW Chicago Midway-SFB Orlando Sanford Intl
26h 16m1 stop Knoxville McGhee Tyson
$126Allegiant Air
Fri, Oct 30
2:26 pm - 6:23 pmMDW Chicago Midway-SFB Orlando Sanford Intl
26h 57m1 stop Knoxville McGhee Tyson
$129Allegiant Air
Sat, Nov 7
6:42 pm - 10:20 amMDW Chicago Midway-SFB Orlando Sanford Intl
38h 38m2 stops Atlanta Hartsfield-Jackson Cincinnati Cinci./N. Kentucky
$139Multiple Airlines
Fri, Oct 30
2:26 pm - 6:23 pmMDW Chicago Midway-SFB Orlando Sanford Intl
26h 57m1 stop Knoxville McGhee Tyson
$139Allegiant Air
Fri, Oct 30
2:26 pm - 6:23 pmMDW Chicago Midway-SFB Orlando Sanford Intl
26h 57m1 stop Knoxville McGhee Tyson
$139Allegiant Air
Mon, Nov 2
1:26 pm - 4:25 pmMDW Chicago Midway-SFB Orlando Sanford Intl
25h 59m1 stop Knoxville McGhee Tyson
$145Allegiant Air
Thu, Nov 5
6:42 pm - 12:41 pmMDW Chicago Midway-SFB Orlando Sanford Intl
40h 59m2 stops Atlanta Hartsfield-Jackson Indianapolis
$154Multiple Airlines
Recent last minute flight deals from Midway to Orlando
Mon, Oct 12 - Thu, Oct 29
1:26 pm - 7:17 pmMDW Chicago Midway-SFB Orlando Sanford Intl
4h 51m1 stop Knoxville McGhee Tyson
7:56 pm - 1:36 pmSFB Orlando Sanford Intl-MDW Chicago Midway
18h 40m1 stop Knoxville McGhee Tyson
$400Allegiant Air
Mon, Oct 12 - Thu, Oct 29
1:26 pm - 7:17 pmMDW Chicago Midway-SFB Orlando Sanford Intl
4h 51m1 stop Knoxville McGhee Tyson
7:56 pm - 1:36 pmSFB Orlando Sanford Intl-MDW Chicago Midway
18h 40m1 stop Knoxville McGhee Tyson
$452Allegiant Air
Mon, Oct 12 - Thu, Oct 29
1:26 pm - 7:17 pmMDW Chicago Midway-SFB Orlando Sanford Intl
4h 51m1 stop Knoxville McGhee Tyson
7:56 pm - 1:36 pmSFB Orlando Sanford Intl-MDW Chicago Midway
18h 40m1 stop Knoxville McGhee Tyson
$473Allegiant Air
Mon, Oct 12 - Thu, Oct 29
1:26 pm - 7:17 pmMDW Chicago Midway-SFB Orlando Sanford Intl
4h 51m1 stop Knoxville McGhee Tyson
7:56 pm - 1:36 pmSFB Orlando Sanford Intl-MDW Chicago Midway
18h 40m1 stop Knoxville McGhee Tyson
$483Allegiant Air
Fri, Oct 9 - Thu, Oct 15
12:26 pm - 2:26 pmMDW Chicago Midway-SFB Orlando Sanford Intl
25h 00m1 stop Knoxville McGhee Tyson
6:20 am - 8:30 pmSFB Orlando Sanford Intl-MDW Chicago Midway
39h 10m2 stops Akron/Canton Valparaiso Destin-Ft Walton Beach
$560Allegiant Air
Fri, Oct 9 - Fri, Oct 16
12:26 pm - 11:39 pmMDW Chicago Midway-SFB Orlando Sanford Intl
10h 13m1 stop Knoxville McGhee Tyson
6:30 am - 3:40 pmSFB Orlando Sanford Intl-MDW Chicago Midway
10h 10m2 stops Key West Knoxville McGhee Tyson
$575Allegiant Air
Mon, Oct 12 - Thu, Oct 15
1:26 pm - 7:17 pmMDW Chicago Midway-SFB Orlando Sanford Intl
4h 51m1 stop Knoxville McGhee Tyson
9:59 pm - 3:40 pmSFB Orlando Sanford Intl-MDW Chicago Midway
18h 41m1 stop Knoxville McGhee Tyson
$589Allegiant Air
Mon, Oct 12 - Fri, Oct 16
1:26 pm - 7:17 pmMDW Chicago Midway-SFB Orlando Sanford Intl
4h 51m1 stop Knoxville McGhee Tyson
6:30 am - 3:40 pmSFB Orlando Sanford Intl-MDW Chicago Midway
10h 10m2 stops Key West Knoxville McGhee Tyson
$601Allegiant Air
Mon, Oct 12 - Fri, Oct 16
1:26 pm - 7:17 pmMDW Chicago Midway-SFB Orlando Sanford Intl
4h 51m1 stop Knoxville McGhee Tyson
6:30 am - 3:40 pmSFB Orlando Sanford Intl-MDW Chicago Midway
10h 10m2 stops Key West Knoxville McGhee Tyson
$611Allegiant Air
Fri, Oct 9 - Sun, Oct 11
12:26 pm - 11:39 pmMDW Chicago Midway-SFB Orlando Sanford Intl
10h 13m1 stop Knoxville McGhee Tyson
5:31 pm - 12:36 pmSFB Orlando Sanford Intl-MDW Chicago Midway
20h 05m1 stop Knoxville McGhee Tyson
$643Allegiant Air
Booking Insights
Price, demand and travel trends for Chicago Midway Airport to Orlando Sanford Intl Airport flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
Layovers
How much is a round-trip flight from Chicago Midway Airport to Orlando Sanford Intl Airport?
This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Orlando Sanford Intl Airport departing in november.
Round-trip flights from Chicago Midway Airport to Orlando Sanford Intl Airport typically range from $603 to $603. The lowest price found in the past 5 days was $261, on Allegiant Air.
What is the cheapest layover airport when flying from Chicago Midway Airport to Orlando Sanford Intl Airport?
Flights via Asheville Regional (AVL) offer the most affordable fares, with an average round-trip price of $347. Based on KAYAK data over the past 3 months.
When flying from Chicago Midway Airport to Orlando Sanford Intl Airport which airport offers the shortest layover?
Asheville Regional (AVL) had the shortest average connection time for Chicago Midway Airport to Orlando Sanford Intl Airport layovers at 14h 51m over the past 3 months.
Key details for Chicago Midway Airport to Orlando Sanford Intl Airport flights
Cheapest flight | $121 |
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When to book flights from Midway to Orlando
Are your dates flexible? Find out the best times to travel from Midway to Orlando based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.
Your Chicago Midway Airport to Orlando Sanford Intl Airport flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines and booking tips.
More options for your flight from Midway to Orlando
Complete your trip to Orlando with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights to Orlando
Cabin classes available on flights to Orlando. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Find direct flights to and from Midway and Orlando
Flights from domestic origins to Midway
Flights from all regions of Midway to Orlando. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
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Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.