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Cheap flights from Chicago Midway Airport to Tampa from $121

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Tampa departing on 5/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Tampa

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:09 pm - 11:12 pm
MDW
-
SRQ
30h 03m
2 stops
Multiple Airlines Logo
8:32 pm - 2:52 pm
SRQ
-
MDW
19h 20m
1 stop
$292Multiple Airlines
Thu, May 14 - Thu, May 28
Southwest Logo
6:55 pm - 10:30 pm
MDW
-
SRQ
2h 35mnonstop
Southwest Logo
6:50 pm - 8:35 pm
SRQ
-
MDW
2h 45mnonstop
$293Southwest
Thu, Apr 9 - Thu, Apr 16
Southwest Logo
1:30 pm - 5:05 pm
MDW
-
SRQ
2h 35mnonstop
Southwest Logo
9:20 am - 5:05 pm
SRQ
-
MDW
8h 45m
2 stops
$298Southwest
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
6:55 pm - 10:30 pm
MDW
-
SRQ
2h 35mnonstop
Southwest Logo
11:35 am - 2:55 pm
SRQ
-
MDW
4h 20m
1 stop
$299Southwest
Thu, Apr 9 - Thu, Apr 16
Delta Logo
12:52 pm - 6:53 pm
MDW
-
SRQ
5h 01m
1 stop
Delta Logo
1:51 pm - 5:58 pm
SRQ
-
MDW
5h 07m
1 stop
$303Delta
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
7:00 pm - 10:35 pm
MDW
-
SRQ
2h 35mnonstop
Southwest Logo
6:40 am - 8:30 am
SRQ
-
MDW
2h 50mnonstop
$307Southwest
Wed, Mar 25 - Wed, Apr 1
Southwest Logo
1:30 pm - 5:05 pm
MDW
-
SRQ
2h 35mnonstop
Southwest Logo
6:25 am - 1:45 pm
SRQ
-
MDW
8h 20m
2 stops
$308Southwest
Tue, Apr 21 - Sat, Apr 25
Southwest Logo
1:30 pm - 5:05 pm
MDW
-
SRQ
2h 35mnonstop
Southwest Logo
6:00 am - 2:40 pm
SRQ
-
MDW
9h 40m
1 stop
$309Southwest
Tue, Apr 21 - Sat, Apr 25
Southwest Logo
7:40 am - 11:20 am
MDW
-
SRQ
2h 40mnonstop
Southwest Logo
11:50 am - 5:05 pm
SRQ
-
MDW
6h 15m
1 stop
$311Southwest
Tue, Mar 24 - Wed, Apr 8
Delta Logo
6:00 am - 11:39 am
MDW
-
SRQ
4h 39m
1 stop
Delta Logo
1:51 pm - 5:58 pm
SRQ
-
MDW
5h 07m
1 stop
$313Delta
Mon, Apr 6 - Thu, Apr 16

Delta flights from Chicago Midway Airport to Sarasota

Our best Delta deals on Chicago Midway Airport to Sarasota flight tickets
Delta
Apr 21
MDW12:52 pmChicago Midway
5h 01m
1 stop
SRQ6:53 pmSarasota Bradenton Intl
Apr 28
SRQ1:51 pmSarasota Bradenton Intl
5h 07m
1 stop
MDW5:58 pmChicago Midway
$303
Delta
Apr 6
MDW6:00 amChicago Midway
4h 39m
1 stop
SRQ11:39 amSarasota Bradenton Intl
Apr 16
SRQ1:51 pmSarasota Bradenton Intl
5h 07m
1 stop
MDW5:58 pmChicago Midway
$313
Delta
May 12
MDW10:55 amChicago Midway
6h 48m
1 stop
SRQ6:43 pmSarasota Bradenton Intl
May 15
SRQ3:09 pmSarasota Bradenton Intl
7h 00m
1 stop
MDW9:09 pmChicago Midway
$332

Southwest flights from Chicago Midway Airport to Sarasota

Our best Southwest deals on Chicago Midway Airport to Sarasota flight tickets
Southwest
Apr 9
MDW6:55 pmChicago Midway
2h 35m
SRQ10:30 pmSarasota Bradenton Intl
Apr 16
SRQ6:50 pmSarasota Bradenton Intl
2h 45m
MDW8:35 pmChicago Midway
$293
Southwest
Apr 21
MDW1:30 pmChicago Midway
2h 35m
SRQ5:05 pmSarasota Bradenton Intl
Apr 28
SRQ9:20 amSarasota Bradenton Intl
8h 45m
2 stops
MDW5:05 pmChicago Midway
$298
Southwest
Apr 9
MDW6:55 pmChicago Midway
2h 35m
SRQ10:30 pmSarasota Bradenton Intl
Apr 16
SRQ11:35 amSarasota Bradenton Intl
4h 20m
1 stop
MDW2:55 pmChicago Midway
$299

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Sarasota that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 28, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Sarasota that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Thu 5/14

4:09 pm-11:12 pm

2 stops30h 03m

Sarasota Bradenton Intl

Thu 5/28

8:32 pm-2:52 pm

1 stop19h 20m

$292

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Thu 4/9

6:55 pm-10:30 pm

Nonstop2h 35m

Sarasota Bradenton Intl

Thu 4/16

6:50 pm-8:35 pm

Nonstop2h 45m

$293

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Tue 4/21

1:30 pm-5:05 pm

Nonstop2h 35m

Sarasota Bradenton Intl

Tue 4/28

9:20 am-5:05 pm

2 stops8h 45m

$298

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Thu 4/9

6:55 pm-10:30 pm

Nonstop2h 35m

Sarasota Bradenton Intl

Thu 4/16

11:35 am-2:55 pm

1 stop4h 20m

$299

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Tue 4/21

12:52 pm-6:53 pm

1 stop5h 01m

Sarasota Bradenton Intl

Tue 4/28

1:51 pm-5:58 pm

1 stop5h 07m

$303

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Wed 3/25

7:00 pm-10:35 pm

Nonstop2h 35m

Sarasota Bradenton Intl

Wed 4/1

6:40 am-8:30 am

Nonstop2h 50m

$307

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Tue 4/21

1:30 pm-5:05 pm

Nonstop2h 35m

Sarasota Bradenton Intl

Sat 4/25

6:25 am-1:45 pm

2 stops8h 20m

$308

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Tue 4/21

1:30 pm-5:05 pm

Nonstop2h 35m

Sarasota Bradenton Intl

Sat 4/25

6:00 am-2:40 pm

1 stop9h 40m

$309

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Tue 3/24

7:40 am-11:20 am

Nonstop2h 40m

Sarasota Bradenton Intl

Wed 4/8

11:50 am-5:05 pm

1 stop6h 15m

$311

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Mon 4/6

6:00 am-11:39 am

1 stop4h 39m

Sarasota Bradenton Intl

Thu 4/16

1:51 pm-5:58 pm

1 stop5h 07m

$313

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Tampa from

How to get the cheapest flight ticket from Chicago Midway Airport to Sarasota

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Sarasota?

The cheapest month to fly to Sarasota from Chicago Midway Airport is in September. Flight prices, which tend to average around $296, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Sarasota from Chicago Midway Airport during August instead. Flights to Sarasota in August, while not as cheap as those in September, still average around $303.

What is the cheapest day to depart on your flight to Sarasota?

The cheapest day to depart from Chicago Midway Airport to Sarasota is on a Thursday when prices can be found for as low as $337. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Sarasota for around $424.

What is the cheapest time of day to depart on your flight to Sarasota?

The cheapest time of day to fly to Sarasota is in the afternoon when flights can be purchased for as low as $310. In the evening is when there is more demand to fly to Sarasota, so prices are often more expensive at around $473 per ticket.

What is the cheapest Chicago Midway to Sarasota Bradenton Intl flight route?

Fly from Chicago Midway to Sarasota Bradenton Intl for the best Chicago Midway - Sarasota Bradenton Intl flight prices

What cabin class options are available on Chicago Midway to Sarasota Bradenton Intl flights?

There is only 1 cabin class available to choose from on Chicago Midway to Sarasota Bradenton Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Sarasota flights?

You could potentially save up to 31% on your flight if you consider stops on a Chicago Midway Airport to Sarasota flight.

When to book flights from Chicago Midway Airport to Sarasota

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Sarasota according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Sarasota (MDW to SRQ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Sarasota

Best Price Found

$203

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Sarasota

1 airport
The best one-way flight to Sarasota from Chicago Midway Airport in the past 72 hours is $203. The best round-trip flight deal from Chicago Midway Airport to Sarasota found on momondo in the last 72 hours is $403.
The fastest flight from Chicago Midway Airport to Sarasota takes 2h 35m
Direct flights go from Chicago Midway Airport to Sarasota every day.
There is 1 airport in Sarasota. From Chicago Midway Airport there are direct flights to Sarasota Bradenton Intl (SRQ).
Search flight deals

  • How far is Chicago Midway to Sarasota Bradenton Intl by plane?

    The distance between Chicago Midway and Sarasota Bradenton Intl is about 1040.3 mi. In terms of flight time, this usually takes a little over 2h 35m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Sarasota Bradenton Intl Airport?

    Prices for flights from Chicago Midway Airport to Sarasota Bradenton Intl Airport are updated daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Sarasota Bradenton Intl Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Sarasota Bradenton Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Sarasota Bradenton Intl Airport.

  • What documentation or ID do you need to fly to Sarasota Bradenton Intl Airport?

    The necessary travel and health documents for your Sarasota Bradenton Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Sarasota?

  • What is the most popular airline from Chicago Midway Airport to Sarasota?

Best airlines flying from Chicago Midway Airport to Sarasota

Compare and see reviews for airlines that fly from Chicago Midway Airport to Sarasota with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $303Free CancellationRating
8.0
4,303 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Sarasota

    Southwest operates around 7 flights from Chicago Midway Airport to Sarasota every week. The average price of these flights found in the last 72 hours has been $392, but momondo users have found Southwest deals from Chicago Midway Airport to Sarasota from as low as $303 round-trip. Southwest has been scored 8.0/10 in 4,303 reviews.

Traveling to a place near Tampa?

Book flights to Tampa if you plan to visit one of these locations
Siesta Key
Venice
Nokomis

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Sarasota?

It is quick and easy to find Chicago to Sarasota flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Sarasota that suits you.

Can I find flights from Chicago to Sarasota with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Sarasota flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Sarasota?

momondo helps you find the best flight between Chicago and Sarasota by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Sarasota right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Sarasota, momondo offers a useful price alert feature which will track prices for flights to Sarasota from Chicago and alert you when they change.

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