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SRQ - MDW

$67 Find cheap flights from Sarasota to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Sarasota to Midway departing on 6/11. 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.
1 adult
0 bags
Sat 6/29
Sat 7/6

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Sarasota to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Sarasota to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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Cheap flight deals from Sarasota to Midway (SRQ-MDW)

 
These are the cheapest deals for flights from Sarasota to Midway currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. 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 flight deals from Sarasota to Midway

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Sarasota to Midway.

Recent one-way flight deals from Sarasota to Midway

Only flying one-way? Below are some of the best one-way flight deals from Sarasota to Midway found on KAYAK recently.

Recent last minute flight deals from Sarasota to Midway

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Sarasota to Midway.

Recent direct flight deals from Sarasota to Midway

The latest deals for direct flights from Sarasota to Midway so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Sarasota to Midway

Find recent round-trip train or bus tickets from Sarasota to Midway.

All round-trip flight deals to Midway

The cheapest plane tickets to Midway found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
1:54 pm - 9:20 pmSRQ-MDW
8h 26m1 stop
8:53 am - 5:52 pmMDW-SRQ
7h 59m1 stop
$134Frontier
Find Deal
Tue, Jun 11 - Sat, Jun 15
1:20 pm - 9:25 pmSRQ-MDW
9h 05m1 stop
8:48 am - 4:34 pmMDW-SRQ
6h 46m1 stop
$200Frontier
Find Deal
Tue, Jul 9 - Sat, Jul 13
1:42 pm - 5:59 pmSRQ-MDW
5h 17m1 stop
6:00 am - 12:42 pmMDW-SRQ
5h 42m1 stop
$360Delta
Find Deal
Tue, Jun 25 - Tue, Jul 23
1:47 pm - 6:05 pmSRQ-MDW
5h 18m1 stop
6:55 pm - 11:53 pmMDW-SRQ
3h 58m1 stop
$362Delta
Find Deal
Wed, Aug 7 - Sun, Aug 11
10:39 am - 8:09 pmSRQ-MDW
10h 30m1 stop
8:48 am - 4:34 pmMDW-SRQ
6h 46m1 stop
$371Frontier
Find Deal
Thu, Jul 11 - Sat, Jul 13
6:00 am - 11:44 amSRQ-MDW
6h 44m1 stop
6:00 am - 12:42 pmMDW-SRQ
5h 42m1 stop
$372Delta
Find Deal
Thu, Aug 15 - Sun, Aug 18
6:00 am - 9:36 amSRQ-MDW
4h 36m1 stop
10:11 am - 6:01 pmMDW-SRQ
6h 50m1 stop
$380Delta
Find Deal
Thu, Jul 11 - Thu, Sep 26
5:00 pm - 9:46 pmSRQ-MDW
5h 46m1 stop
6:00 am - 12:42 pmMDW-SRQ
5h 42m1 stop
$388Delta
Find Deal
Fri, Jul 12 - Tue, Jul 16
7:01 am - 9:37 pmSRQ-MDW
15h 36m2 stops
7:31 pm - 6:03 pmMDW-SRQ
21h 32m2 stops
$609
Find Deal
Fri, Jul 12 - Sun, Jul 14
9:04 am - 11:18 amSRQ-MDW
27h 14m2 stops
7:31 pm - 6:03 pmMDW-SRQ
21h 32m2 stops
$646Allegiant Air
Find Deal
Thu, Jul 4 - Sun, Jul 7
1:54 pm - 9:20 pmSRQ-MDW
8h 26m1 stop
$67Frontier
Find Deal
Tue, Jun 11
1:20 pm - 9:25 pmSRQ-MDW
9h 05m1 stop
$106Frontier
Find Deal
Tue, Jul 9
1:54 pm - 9:20 pmSRQ-MDW
8h 26m1 stop
$149Frontier
Find Deal
Tue, Jun 25
10:41 am - 7:56 pmSRQ-MDW
10h 15m1 stop
$155Frontier
Find Deal
Thu, Jun 27
10:41 am - 7:56 pmSRQ-MDW
10h 15m1 stop
$159Frontier
Find Deal
Thu, Jun 13
9:19 pm - 11:18 amSRQ-MDW
14h 59m2 stops
$236Allegiant Air
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Sun, Jul 21
9:02 am - 11:13 amSRQ-MDW
27h 11m2 stops
$247Allegiant Air
Find Deal
Sun, Jun 9
6:00 am - 11:55 amSRQ-MDW
6h 55m1 stop
$277Delta
Find Deal
Wed, Jun 19
11:13 am - 2:55 pmSRQ-MDW
4h 42m1 stop
$346Delta
Find Deal
Sat, Jun 29
7:31 am - 9:37 pmSRQ-MDW
15h 06m2 stops
$391
Find Deal
Sun, Jun 23
7:01 am - 11:52 amSRQ-MDW
5h 51m1 stop
3:45 pm - 11:57 pmMDW-SRQ
7h 12m1 stop
$645Delta
Find Deal
Sun, Jun 2 - Sat, Jun 15
11:04 am - 2:55 pmSRQ-MDW
4h 51m1 stop
6:00 am - 11:32 amMDW-SRQ
4h 32m1 stop
$675Delta
Find Deal
Sun, Jun 2 - Wed, Jun 5
12:39 pm - 5:58 pmSRQ-MDW
6h 19m1 stop
4:41 pm - 9:48 pmMDW-SRQ
4h 07m1 stop
$792Delta
Find Deal
Sun, Jun 2 - Tue, Jun 4
6:00 am - 12:40 pmSRQ-MDW
7h 40m2 stops
3:45 pm - 11:57 pmMDW-SRQ
7h 12m1 stop
$809Delta
Find Deal
Sun, Jun 2 - Sat, Jun 15
6:00 am - 12:40 pmSRQ-MDW
7h 40m2 stops
6:00 am - 11:32 amMDW-SRQ
4h 32m1 stop
$868Delta
Find Deal
Sun, Jun 2 - Wed, Jun 5
6:00 am - 12:40 pmSRQ-MDW
7h 40m2 stops
9:32 am - 9:48 pmMDW-SRQ
11h 16m2 stops
$1,112Delta
Find Deal
Sun, Jun 2 - Wed, Jun 5
7:01 am - 11:52 amSRQ-MDW
5h 51m1 stop
1:21 pm - 11:49 pmMDW-SRQ
9h 28m2 stops
$1,165Delta
Find Deal
Sun, Jun 2 - Tue, Jun 4
6:00 am - 12:40 pmSRQ-MDW
7h 40m2 stops
12:07 pm - 11:57 pmMDW-SRQ
10h 50m2 stops
$1,355Delta
Find Deal
Sun, Jun 2 - Sat, Jun 15
6:00 am - 12:40 pmSRQ-MDW
7h 40m2 stops
9:32 am - 9:48 pmMDW-SRQ
11h 16m2 stops
$1,427Delta
Find Deal
Sun, Jun 2 - Tue, Jun 4

Flights from Sarasota to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Sarasota to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Sarasota to Chicago Midway Airport?

The average price of all flights from Sarasota to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Sarasota to Chicago Midway Airport, look for departures on Mondays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Monday is the cheapest day to fly and Sunday is the most expensive.

Which airlines provide the cheapest flights from Sarasota to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago Midway Airport from Sarasota were found on Frontier ($67) and Allegiant Air ($236), and the lowest round-trip tickets were found on Frontier ($134) and Delta ($360).

How many flights are there between Sarasota and Chicago Midway Airport per day?

Each day, there are between 1 and 2 nonstop flights that take off from Sarasota and land in Chicago Midway Airport, with an average flight time of 2h 45m. The most common departure time is 6:00 am and most flights take off in the afternoon. Each week, there are 8 flights. The most frequent day of departure is Saturday, when 25% of all weekly flights depart. The fewest flights depart on a Wednesday.

What’s the earliest departure time from Sarasota to Chicago Midway Airport?

Early birds can take the earliest flight from Sarasota at 6:15 am and will be landing in Chicago Midway Airport at 8:00 am.

What’s the latest departure time from Sarasota to Chicago Midway Airport?

If you prefer to fly at night, the latest flight from Sarasota to Chicago Midway Airport jets off at 6:35 pm and lands at 8:20 pm.

Good to know

Low season

October

High season

August

Cheapest flight

$67
Best time to beat the crowds with an average 59% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Sarasota to Chicago Midway Airport

When to book flights from Sarasota to Midway

Are your dates flexible? Find out the best times to travel from Sarasota to Midway 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.

FAQs for booking Sarasota to Chicago Midway Airport flights

  • What is the cheapest flight from Sarasota to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Sarasota to Chicago Midway Airport was $67 for a one-way ticket and $134 for a round-trip.

  • Do I need a passport to fly between Sarasota and Chicago Midway Airport?

    A passport is not required to fly from Sarasota to Chicago Midway Airport.

  • Which aircraft models fly most regularly from Sarasota to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • On which days can I fly direct from Sarasota to Chicago Midway Airport?

    There are nonstop flights from Sarasota to Chicago Midway Airport on a daily basis.

  • How does KAYAK find such low prices on flights from Sarasota to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Sarasota to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Sarasota to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Sarasota is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Sarasota to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Sarasota with another airline. Booking your flights between Sarasota and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Sarasota to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Sarasota up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Sarasota to Chicago Midway Airport?

Find which airlines fly direct from Sarasota Bradenton Intl to Midway, which days they fly and book direct flights.

Nonstop departures

Sarasota Bradenton Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Nonstop returns

Chicago Midway to Sarasota Bradenton Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top airline flying from Sarasota to Midway

 
See real verified KAYAK customer reviews for airlines flying from Sarasota to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Sarasota to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10457 reviews
7.4Food
8.0Entertainment
7.9Comfort
8.2Boarding
8.6Crew
Airline reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

8.0 Excellentrghinftl, May 2024FLL - BOS
Read more about Delta reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

nothing Delta could do... the person sitting next to me was huge and overflowing into my seat

Crew was great! I need wheelchair assistance and they knew who I was and updated me that my chair was on its way and to just hang tight. There was some turbulence but the captain announced we would be going thru it and he handled the plane well. Landing was soft and his.

Book cheap flights from Sarasota to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Sarasota to Chicago found on KAYAK in the last 72 hours.
6/11Tue
1 stopFrontier
8h 26mSRQ-MDW
$67
7/9Tue
1 stopFrontier
9h 05mSRQ-MDW
$106
6/25Tue
1 stopFrontier
8h 26mSRQ-MDW
$149
6/27Thu
1 stopFrontier
10h 15mSRQ-MDW
$155
6/13Thu
1 stopFrontier
10h 15mSRQ-MDW
$159
7/21Sun
2 stopsAllegiant Air
14h 59mSRQ-MDW
$236
6/9Sun
2 stopsAllegiant Air
27h 11mSRQ-MDW
$247
6/19Wed
1 stopDelta
6h 55mSRQ-MDW
$277
6/29Sat
1 stopDelta
4h 42mSRQ-MDW
$346
6/23Sun
2 stops
15h 06mSRQ-MDW
$391

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Last minute flights from Sarasota to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Sarasota to Chicago that are departing in the next 10 days.
6/2Sun
multi-stopDelta
5h 51mSRQ-MDW
6/15Sat
multi-stopDelta
7h 12mMDW-SRQ
$645
6/2Sun
multi-stopDelta
4h 51mSRQ-MDW
6/5Wed
multi-stopDelta
4h 32mMDW-SRQ
$675
6/2Sun
multi-stopDelta
6h 19mSRQ-MDW
6/4Tue
multi-stopDelta
4h 07mMDW-SRQ
$792
6/2Sun
multi-stopDelta
7h 40mSRQ-MDW
6/15Sat
multi-stopDelta
7h 12mMDW-SRQ
$809
6/2Sun
multi-stopDelta
7h 40mSRQ-MDW
6/5Wed
multi-stopDelta
4h 32mMDW-SRQ
$868
6/2Sun
multi-stopDelta
7h 40mSRQ-MDW
6/5Wed
multi-stopDelta
11h 16mMDW-SRQ
$1,112
6/2Sun
multi-stopDelta
5h 51mSRQ-MDW
6/4Tue
multi-stopDelta
9h 28mMDW-SRQ
$1,165
6/2Sun
multi-stopDelta
7h 40mSRQ-MDW
6/15Sat
multi-stopDelta
10h 50mMDW-SRQ
$1,355
6/2Sun
multi-stopDelta
7h 40mSRQ-MDW
6/4Tue
multi-stopDelta
11h 16mMDW-SRQ
$1,427

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Sarasota - Chicago Midway Airport Flights

Departure:

Sarasota (SRQ)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Sarasota

Cabin classes:

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