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Cheap flights from Sarasota to Chicago from $129

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Sarasota to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
12:45 pm - 2:45 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
3h 00mnonstop
Southwest Logo
7:00 pm - 10:40 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 40mnonstop
$259Southwest
Tue, Dec 15 - Mon, Dec 21
Delta Logo
6:00 am - 11:59 amSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
6h 59m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 1:10 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
6h 10m1 stop Atlanta Hartsfield-Jackson
$265Delta
Tue, Nov 10 - Tue, Nov 17
Southwest Logo
5:10 pm - 9:30 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
5h 20m1 stop Baltimore/Washington
Southwest Logo
8:05 am - 11:50 amMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 45mnonstop
$267Southwest
Tue, Nov 10 - Tue, Nov 17
Southwest Logo
1:25 pm - 6:55 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
6h 30m1 stop Baltimore/Washington
Southwest Logo
7:00 pm - 10:40 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 40mnonstop
$268Southwest
Tue, Dec 15 - Mon, Dec 21
Southwest Logo
6:30 pm - 8:15 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
2h 45mnonstop
Southwest Logo
8:05 am - 11:50 amMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 45mnonstop
$270Southwest
Fri, Nov 13 - Mon, Nov 16
Southwest Logo
12:45 pm - 2:45 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
3h 00mnonstop
Southwest Logo
8:05 am - 11:50 amMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 45mnonstop
$271Southwest
Fri, Dec 4 - Mon, Dec 7
Southwest Logo
12:45 pm - 2:45 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
3h 00mnonstop
Southwest Logo
12:50 pm - 4:25 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 35mnonstop
$271Southwest
Thu, Dec 3 - Sun, Dec 6
Southwest Logo
7:20 am - 9:05 amSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
2h 45mnonstop
Southwest Logo
12:50 pm - 4:25 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 35mnonstop
$271Southwest
Thu, Nov 12 - Sun, Nov 15
Southwest Logo
7:00 am - 2:30 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
8h 30m2 stops Orlando Atlanta Hartsfield-Jackson
Southwest Logo
7:00 pm - 10:40 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 40mnonstop
$273Southwest
Tue, Dec 15 - Mon, Dec 21
Delta Logo
5:35 pm - 10:54 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
6h 19m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 1:23 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
6h 23m1 stop Atlanta Hartsfield-Jackson
$277Delta
Tue, Nov 17 - Wed, Dec 2

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Southwest flights from Sarasota to Chicago Midway Airport

Our best Southwest deals on Sarasota to Chicago Midway Airport flight tickets
Southwest
Dec 15
SRQ12:45 pmSarasota Bradenton Intl
3h 00m
MDW2:45 pmChicago Midway
Dec 21
MDW7:00 pmChicago Midway
2h 40m
SRQ10:40 pmSarasota Bradenton Intl
$259
Southwest
Nov 10
SRQ5:10 pmSarasota Bradenton Intl
5h 20m
1 stop
MDW9:30 pmChicago Midway
Nov 17
MDW8:05 amChicago Midway
2h 45m
SRQ11:50 amSarasota Bradenton Intl
$267
Southwest
Dec 15
SRQ1:25 pmSarasota Bradenton Intl
6h 30m
1 stop
MDW6:55 pmChicago Midway
Dec 21
MDW7:00 pmChicago Midway
2h 40m
SRQ10:40 pmSarasota Bradenton Intl
$268

Delta flights from Sarasota to Chicago Midway Airport

Our best Delta deals on Sarasota to Chicago Midway Airport flight tickets
Delta
Nov 10
SRQ6:00 amSarasota Bradenton Intl
6h 59m
1 stop
MDW11:59 amChicago Midway
Nov 17
MDW6:00 amChicago Midway
6h 10m
1 stop
SRQ1:10 pmSarasota Bradenton Intl
$265
Delta
Nov 17
SRQ6:00 amSarasota Bradenton Intl
5h 24m
1 stop
MDW10:24 amChicago Midway
Dec 2
MDW5:12 pmChicago Midway
5h 02m
1 stop
SRQ11:14 pmSarasota Bradenton Intl
$277
Delta
Nov 21
SRQ5:12 pmSarasota Bradenton Intl
6h 42m
1 stop
MDW10:54 pmChicago Midway
Nov 26
MDW6:00 amChicago Midway
27h 11m
1 stop
SRQ10:11 amSarasota Bradenton Intl
$364

momondo Fare Finder

 
Use the filters below to find and compare flights from Sarasota to Chicago Midway Airport that are best for you.

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Depart

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Price

Cheapest round-trip

SarasotaChicago

SRQ Sarasota Bradenton Intl - MDW Chicago Midway

SRQMDW

Sarasota Bradenton Intl

Tue 12/15

12:45 pm-2:45 pm

Nonstop3h 00m

Chicago Midway

Mon 12/21

7:00 pm-10:40 pm

Nonstop2h 40m

$259

SarasotaChicago

SRQ Sarasota Bradenton Intl - MDW Chicago Midway

SRQMDW

Sarasota Bradenton Intl

Tue 11/10

6:00 am-11:59 am

1 stop6h 59m

Chicago Midway

Tue 11/17

6:00 am-1:10 pm

1 stop6h 10m

$265

SarasotaChicago

SRQ Sarasota Bradenton Intl - MDW Chicago Midway

SRQMDW

Sarasota Bradenton Intl

Tue 11/10

5:10 pm-9:30 pm

1 stop5h 20m

Chicago Midway

Tue 11/17

8:05 am-11:50 am

Nonstop2h 45m

$267

SarasotaChicago

SRQ Sarasota Bradenton Intl - MDW Chicago Midway

SRQMDW

Sarasota Bradenton Intl

Tue 12/15

1:25 pm-6:55 pm

1 stop6h 30m

Chicago Midway

Mon 12/21

7:00 pm-10:40 pm

Nonstop2h 40m

$268

SarasotaChicago

SRQ Sarasota Bradenton Intl - MDW Chicago Midway

SRQMDW

Sarasota Bradenton Intl

Fri 11/13

6:30 pm-8:15 pm

Nonstop2h 45m

Chicago Midway

Mon 11/16

8:05 am-11:50 am

Nonstop2h 45m

$270

SarasotaChicago

SRQ Sarasota Bradenton Intl - MDW Chicago Midway

SRQMDW

Sarasota Bradenton Intl

Fri 12/4

12:45 pm-2:45 pm

Nonstop3h 00m

Chicago Midway

Mon 12/7

8:05 am-11:50 am

Nonstop2h 45m

$271

SarasotaChicago

SRQ Sarasota Bradenton Intl - MDW Chicago Midway

SRQMDW

Sarasota Bradenton Intl

Thu 12/3

12:45 pm-2:45 pm

Nonstop3h 00m

Chicago Midway

Sun 12/6

12:50 pm-4:25 pm

Nonstop2h 35m

$271
Quickest round-trip

SarasotaChicago

SRQ Sarasota Bradenton Intl - MDW Chicago Midway

SRQMDW

Sarasota Bradenton Intl

Thu 11/12

7:20 am-9:05 am

Nonstop2h 45m

Chicago Midway

Sun 11/15

12:50 pm-4:25 pm

Nonstop2h 35m

$271

SarasotaChicago

SRQ Sarasota Bradenton Intl - MDW Chicago Midway

SRQMDW

Sarasota Bradenton Intl

Tue 12/15

7:00 am-2:30 pm

2 stops8h 30m

Chicago Midway

Mon 12/21

7:00 pm-10:40 pm

Nonstop2h 40m

$273

SarasotaChicago

SRQ Sarasota Bradenton Intl - MDW Chicago Midway

SRQMDW

Sarasota Bradenton Intl

Tue 11/17

5:35 pm-10:54 pm

1 stop6h 19m

Chicago Midway

Wed 12/2

6:00 am-1:23 pm

1 stop6h 23m

$277

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 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 typical price of a round-trip flight between Sarasota and Chicago Midway Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $636 to $690.
The lowest price recently found on this route was $259.

What is the cheapest month to fly to Chicago Midway Airport?

The month of April is, on average, the cheapest month to fly to Chicago Midway Airport from Sarasota, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of April, then departing from Sarasota during the month January is also very affordable. Most momondo users find prices during this month for around $0.

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

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Sarasota. The lowest ticket price found for a Saturday departure recently was $368. 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, Sunday 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 $516.

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

Flying to Chicago Midway Airport from Sarasota in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $413 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $453. 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 to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Sarasota to Chicago Midway Airport 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?

No. A direct flight is the cheapest option for a flight between Sarasota to Chicago Midway Airport.

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

$129

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 $129. The best round-trip flight deal from Sarasota to Chicago Midway Airport found on momondo in the last 72 hours is $259.
The fastest flight from Sarasota to Chicago Midway Airport takes 2h 45m
Direct flights go from Sarasota to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Sarasota to Chicago Midway Airport

  • 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
SouthwestPriceFrom $292Free CancellationRating
7.9
4,219 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 $292. Generally, Southwest has 8 flights on this route every week with an average price of $413. Southwest is rated 7.9/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Saint Joseph
Benton Harbor
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

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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