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Cheap flights from Sarasota to Chicago Midway Airport from $100

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sarasota to Chicago Midway Airport departing on 2/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Sarasota to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Sarasota to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Sarasota to Chicago.

Cheap last minute flights

Planning a quick getaway from Sarasota to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Sarasota to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:44 pm - 10:20 pmSRQ-MDW
4h 36m1 stop
6:00 am - 12:35 pmMDW-SRQ
5h 35m1 stop
$248Delta
Find Deal
Wed, Feb 19 - Sun, Feb 23
4:56 pm - 10:20 pmSRQ-MDW
6h 24m1 stop
6:00 am - 12:35 pmMDW-SRQ
5h 35m1 stop
$288Delta
Find Deal
Wed, Feb 19 - Sun, Feb 23
6:44 pm - 10:20 pmSRQ-MDW
4h 36m1 stop
6:00 am - 12:35 pmMDW-SRQ
5h 35m1 stop
$305Delta
Find Deal
Mon, Mar 3 - Tue, Mar 4
2:40 pm - 4:35 pmSRQ-MDW
2h 55mnonstop
6:45 pm - 10:30 pmMDW-SRQ
2h 45mnonstop
$313Southwest
Find Deal
Wed, Feb 19 - Sun, Feb 23
6:51 pm - 6:39 amSRQ-MDW
12h 48m1 stop
7:45 am - 8:16 pmMDW-SRQ
11h 31m1 stop
$314Frontier
Find Deal
Sat, Dec 28 - Tue, Dec 31
6:13 am - 10:12 amSRQ-MDW
4h 59m1 stop
6:00 am - 12:35 pmMDW-SRQ
5h 35m1 stop
$316Delta
Find Deal
Wed, Jan 15 - Wed, Jan 22
6:50 am - 12:30 pmSRQ-MDW
6h 40m1 stop
6:45 pm - 10:30 pmMDW-SRQ
2h 45mnonstop
$322Southwest
Find Deal
Wed, Feb 19 - Sun, Feb 23
2:40 pm - 4:35 pmSRQ-MDW
2h 55mnonstop
12:35 pm - 10:45 pmMDW-SRQ
9h 10m1 stop
$332Southwest
Find Deal
Wed, Jan 15 - Fri, Jan 17
6:50 am - 4:00 pmSRQ-MDW
10h 10m2 stops
8:10 am - 1:55 pmMDW-SRQ
4h 45m1 stop
$336Southwest
Find Deal
Wed, Feb 19 - Sun, Feb 23
7:20 am - 11:45 amSRQ-MDW
5h 25m1 stop
3:45 pm - 8:45 pmMDW-SRQ
4h 00m1 stop
$341Southwest
Find Deal
Wed, Jan 15 - Fri, Jan 17
6:30 am - 8:15 amSRQ-MDW
2h 45mnonstop
$100Southwest
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Sat, Feb 22
4:40 pm - 10:20 pmSRQ-MDW
6h 40m1 stop
$109Delta
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Sat, Feb 15
1:10 pm - 3:05 pmSRQ-MDW
2h 55mnonstop
$119Southwest
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Sat, Feb 15
5:55 pm - 7:45 pmSRQ-MDW
2h 50mnonstop
$120Southwest
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Fri, Feb 21
6:44 pm - 10:20 pmSRQ-MDW
4h 36m1 stop
$128Delta
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Thu, Feb 20
6:13 am - 11:59 amSRQ-MDW
6h 46m1 stop
$129Delta
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Fri, Feb 14
5:55 pm - 7:45 pmSRQ-MDW
2h 50mnonstop
$139Southwest
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Fri, Feb 14
6:40 am - 2:05 pmSRQ-MDW
8h 25m1 stop
$148Southwest
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Mon, Feb 17
2:40 pm - 4:35 pmSRQ-MDW
2h 55mnonstop
$149Southwest
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Wed, Jan 22
6:51 pm - 6:39 amSRQ-MDW
12h 48m1 stop
$220Frontier
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Sat, Jan 4
11:50 am - 1:40 pmSRQ-MDW
2h 50mnonstop
7:00 pm - 12:10 amMDW-SRQ
4h 10m1 stop
$758Southwest
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Sun, Dec 22 - Sun, Dec 29
11:05 am - 8:00 pmSRQ-MDW
9h 55m1 stop
7:00 pm - 12:10 amMDW-SRQ
4h 10m1 stop
$767Southwest
Find Deal
Sun, Dec 22 - Sun, Dec 29
11:05 am - 9:15 pmSRQ-MDW
11h 10m2 stops
7:00 pm - 12:10 amMDW-SRQ
4h 10m1 stop
$772Southwest
Find Deal
Sun, Dec 22 - Sun, Dec 29
6:00 am - 11:21 amSRQ-MDW
6h 21m1 stop
5:03 pm - 11:55 pmMDW-SRQ
5h 52m1 stop
$820Delta
Find Deal
Sun, Dec 22 - Sun, Dec 29
5:05 pm - 6:55 pmSRQ-MDW
2h 50mnonstop
9:00 am - 12:40 pmMDW-SRQ
2h 40mnonstop
$824Southwest
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Thu, Dec 19 - Sun, Dec 22
3:50 pm - 10:00 pmSRQ-MDW
7h 10m1 stop
9:00 am - 12:40 pmMDW-SRQ
2h 40mnonstop
$833Southwest
Find Deal
Thu, Dec 19 - Sun, Dec 22
5:00 pm - 10:06 pmSRQ-MDW
6h 06m1 stop
10:08 am - 3:52 pmMDW-SRQ
4h 44m1 stop
$842Delta
Find Deal
Thu, Dec 19 - Fri, Dec 20
8:30 pm - 3:03 pmSRQ-MDW
19h 33m2 stops
6:51 pm - 11:26 amMDW-SRQ
15h 35m1 stop
Mon, Dec 23 - Thu, Dec 26
10:59 am - 4:17 pmSRQ-MDW
6h 18m1 stop
5:03 pm - 11:55 pmMDW-SRQ
5h 52m1 stop
$865Delta
Find Deal
Mon, Dec 23 - Fri, Dec 27
10:59 am - 4:17 pmSRQ-MDW
6h 18m1 stop
6:00 am - 12:06 pmMDW-SRQ
5h 06m1 stop
$880Delta
Find Deal
Mon, Dec 23 - Thu, Dec 26
2:40 pm - 4:35 pmSRQ-MDW
2h 55mnonstop
6:45 pm - 10:30 pmMDW-SRQ
2h 45mnonstop
$313Southwest
Find Deal
Wed, Feb 19 - Sun, Feb 23
2:40 pm - 4:35 pmSRQ-MDW
2h 55mnonstop
3:20 pm - 7:00 pmMDW-SRQ
2h 40mnonstop
$344Southwest
Find Deal
Tue, Jan 14 - Sat, Jan 18
4:25 pm - 6:15 pmSRQ-MDW
2h 50mnonstop
3:50 pm - 7:30 pmMDW-SRQ
2h 40mnonstop
$348Southwest
Find Deal
Fri, Feb 7 - Sun, Feb 9
2:40 pm - 4:35 pmSRQ-MDW
2h 55mnonstop
3:50 pm - 7:30 pmMDW-SRQ
2h 40mnonstop
$374Southwest
Find Deal
Fri, Jan 10 - Mon, Jan 13
2:40 pm - 4:35 pmSRQ-MDW
2h 55mnonstop
11:00 am - 2:35 pmMDW-SRQ
2h 35mnonstop
$391Southwest
Find Deal
Wed, Jan 15 - Fri, Jan 17
11:50 am - 1:40 pmSRQ-MDW
2h 50mnonstop
3:50 pm - 7:30 pmMDW-SRQ
2h 40mnonstop
$444Southwest
Find Deal
Thu, Jan 2 - Tue, Jan 7

Delta flights from Sarasota to Chicago Midway Airport

Our best Delta deals on Sarasota to Chicago Midway Airport flight tickets
Delta
Feb 19
SRQ6:44 pmSarasota Bradenton Intl
4h 36m
1 stop
MDW10:20 pmChicago Midway
Feb 23
MDW6:00 amChicago Midway
5h 35m
1 stop
SRQ12:35 pmSarasota Bradenton Intl
Delta
Feb 19
SRQ4:56 pmSarasota Bradenton Intl
6h 24m
1 stop
MDW10:20 pmChicago Midway
Feb 23
MDW6:00 amChicago Midway
5h 35m
1 stop
SRQ12:35 pmSarasota Bradenton Intl
Delta
Mar 3
SRQ6:44 pmSarasota Bradenton Intl
4h 36m
1 stop
MDW10:20 pmChicago Midway
Mar 4
MDW6:00 amChicago Midway
5h 35m
1 stop
SRQ12:35 pmSarasota Bradenton Intl

Southwest flights from Sarasota to Chicago Midway Airport

Our best Southwest deals on Sarasota to Chicago Midway Airport flight tickets
Southwest
Feb 19
SRQ2:40 pmSarasota Bradenton Intl
2h 55m
MDW4:35 pmChicago Midway
Feb 23
MDW6:45 pmChicago Midway
2h 45m
SRQ10:30 pmSarasota Bradenton Intl
Southwest
Feb 19
SRQ6:50 amSarasota Bradenton Intl
6h 40m
1 stop
MDW12:30 pmChicago Midway
Feb 23
MDW6:45 pmChicago Midway
2h 45m
SRQ10:30 pmSarasota Bradenton Intl
Southwest
Jan 15
SRQ2:40 pmSarasota Bradenton Intl
2h 55m
MDW4:35 pmChicago Midway
Jan 17
MDW12:35 pmChicago Midway
9h 10m
1 stop
SRQ10:45 pmSarasota Bradenton Intl

See travel insights to Chicago from

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

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 Chicago Midway Airport?

The month of March is, on average, the cheapest month to fly to Chicago Midway Airport from Sarasota, with most prices found around $287. If you are unable to visit Chicago Midway Airport during the month of March, then departing from Sarasota during the month May is also very affordable. Most momondo users find prices during this month for around $288.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Sarasota. The lowest ticket price found for a Wednesday departure recently was $316. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Sarasota because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $528.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Sarasota at noon is the least expensive time of day to depart. momondo users have found prices as low as $338 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $424. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

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

There are 1 cabin classes available to choose from on Sarasota Bradenton Intl to Chicago Midway 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 Sarasota to Chicago Midway Airport flights?

You could potentially save up to 9% on your flight if you consider stops on a Sarasota to Chicago Midway Airport flight.

How have Sarasota to Chicago Midway Airport flight prices changed over time?


When to book flights from Sarasota to Chicago Midway Airport

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

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

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

Best Price Found

$100

Fastest flight time

2h 45m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Sarasota in the past 72 hours is $100. The best round-trip flight deal from Sarasota to Chicago Midway Airport found on momondo in the last 72 hours is $248.
The fastest flight from Sarasota to Chicago Midway Airport takes 2h 45m
Direct flights go from Sarasota to Chicago Midway Airport every day.

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

    The straight-line distance from Sarasota Bradenton Intl to Chicago Midway is 1040.3 mi. Flights usually cover this in 2h 45m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Sarasota Bradenton Intl Airport to Chicago Midway Airport are refreshed on a daily basis.

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

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

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

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


Best airlines flying from Sarasota to Chicago Midway Airport

Compare and see reviews for airlines that fly from Sarasota to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $262Free CancellationRating
8.0
8,604 reviews
Search Delta flights
SouthwestPriceFrom $347Free CancellationRating
8.1
4,848 reviews
Search Southwest flights
  • Southwest Flights From Sarasota to Chicago Midway Airport

    The lowest priced Southwest flight from Sarasota to Chicago Midway Airport from the last 72 hours was $347. Generally, Southwest has 3 flights on this route every week with an average price of $424. Southwest is rated 8.1/10 by our users.


Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Sarasota to Chicago for you.

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

Yes. All flights to Chicago from Sarasota on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Sarasota to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Chicago from Sarasota are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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