Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Sarasota to Chicago Midway Airport from $122

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 11/26. 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

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

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.
6:51 pm - 6:39 amSRQ-MDW
12h 48m1 stop
7:34 am - 2:33 pmMDW-SRQ
5h 59m1 stop
$253Frontier
Find Deal
Sat, Dec 28 - Thu, Jan 2
6:00 am - 9:50 amSRQ-MDW
4h 50m1 stop
12:44 pm - 6:53 pmMDW-SRQ
5h 09m1 stop
$316Delta
Find Deal
Tue, Dec 10 - Tue, Dec 17
2:05 pm - 3:55 pmSRQ-MDW
2h 50mnonstop
6:25 pm - 10:00 pmMDW-SRQ
2h 35mnonstop
$323Southwest
Find Deal
Sat, Dec 14 - Tue, Dec 17
11:05 am - 4:05 pmSRQ-MDW
6h 00m1 stop
6:25 pm - 10:00 pmMDW-SRQ
2h 35mnonstop
$332Southwest
Find Deal
Sat, Dec 14 - Tue, Dec 17
11:05 am - 6:55 pmSRQ-MDW
8h 50m2 stops
6:25 pm - 10:00 pmMDW-SRQ
2h 35mnonstop
$337Southwest
Find Deal
Sat, Dec 14 - Tue, Dec 17
6:00 am - 11:21 amSRQ-MDW
6h 21m1 stop
6:00 am - 12:06 pmMDW-SRQ
5h 06m1 stop
$341Delta
Find Deal
Mon, Dec 30 - Wed, Jan 1
11:05 am - 7:00 pmSRQ-MDW
8h 55m2 stops
1:30 pm - 8:05 pmMDW-SRQ
5h 35m1 stop
$346Southwest
Find Deal
Sat, Dec 14 - Tue, Dec 17
9:45 am - 5:00 pmSRQ-MDW
8h 15m2 stops
11:05 am - 8:10 pmMDW-SRQ
8h 05m2 stops
$351Southwest
Find Deal
Tue, Jan 21 - Fri, Jan 24
6:51 pm - 6:39 amSRQ-MDW
12h 48m1 stop
7:45 am - 8:16 pmMDW-SRQ
11h 31m1 stop
$363Frontier
Find Deal
Sat, Dec 28 - Tue, Dec 31
6:55 pm - 11:40 pmSRQ-MDW
5h 45m1 stop
3:50 pm - 7:30 pmMDW-SRQ
2h 40mnonstop
$365Southwest
Find Deal
Sun, Jan 5 - Wed, Jan 8
12:58 pm - 5:38 pmSRQ-MDW
5h 40m1 stop
$122Frontier
Find Deal
Tue, Nov 26
12:58 pm - 5:38 pmSRQ-MDW
5h 40m1 stop
$123Frontier
Find Deal
Tue, Nov 26
6:55 am - 8:40 amSRQ-MDW
2h 45mnonstop
$149Southwest
Find Deal
Wed, Dec 18
6:00 am - 9:50 amSRQ-MDW
4h 50m1 stop
$158Delta
Find Deal
Tue, Dec 17
1:35 pm - 10:20 pmSRQ-MDW
9h 45m2 stops
$163Southwest
Find Deal
Wed, Dec 18
8:30 am - 8:31 amSRQ-MDW
25h 01m2 stops
$169Allegiant Air
Find Deal
Sat, Feb 1
8:30 am - 8:31 amSRQ-MDW
25h 01m2 stops
$173Allegiant Air
Find Deal
Sat, Feb 8
7:00 am - 11:58 amSRQ-MDW
5h 58m1 stop
$183Delta
Find Deal
Sun, Dec 15
1:05 pm - 3:03 pmSRQ-MDW
26h 58m3 stops
Mon, Dec 23
1:05 pm - 3:03 pmSRQ-MDW
26h 58m3 stops
Mon, Dec 30
5:05 pm - 6:55 pmSRQ-MDW
2h 50mnonstop
4:00 pm - 11:00 pmMDW-SRQ
6h 00m1 stop
$578Southwest
Find Deal
Fri, Nov 22 - Sun, Nov 24
3:50 pm - 10:00 pmSRQ-MDW
7h 10m1 stop
4:00 pm - 11:00 pmMDW-SRQ
6h 00m1 stop
$587Southwest
Find Deal
Fri, Nov 22 - Sun, Nov 24
6:35 am - 3:00 pmSRQ-MDW
9h 25m2 stops
4:00 pm - 11:00 pmMDW-SRQ
6h 00m1 stop
$592Southwest
Find Deal
Fri, Nov 22 - Sun, Nov 24
11:35 am - 9:10 pmSRQ-MDW
10h 35m2 stops
2:50 pm - 11:00 pmMDW-SRQ
7h 10m2 stops
$637Southwest
Find Deal
Fri, Nov 22 - Sun, Nov 24
6:00 am - 9:32 amSRQ-MDW
4h 32m1 stop
6:57 pm - 11:59 pmMDW-SRQ
4h 02m1 stop
$727Delta
Find Deal
Thu, Nov 21 - Mon, Nov 25
6:55 am - 8:40 amSRQ-MDW
2h 45mnonstop
12:30 pm - 4:10 pmMDW-SRQ
2h 40mnonstop
$824Southwest
Find Deal
Tue, Nov 19 - Thu, Nov 21
5:45 pm - 10:20 pmSRQ-MDW
5h 35m1 stop
6:25 pm - 10:00 pmMDW-SRQ
2h 35mnonstop
$833Southwest
Find Deal
Tue, Nov 19 - Wed, Nov 20
7:55 am - 5:05 pmSRQ-MDW
10h 10m2 stops
6:25 pm - 10:00 pmMDW-SRQ
2h 35mnonstop
$838Southwest
Find Deal
Tue, Nov 19 - Wed, Nov 20
6:00 am - 11:58 amSRQ-MDW
6h 58m1 stop
10:41 am - 6:48 pmMDW-SRQ
7h 07m1 stop
$900Delta
Find Deal
Tue, Nov 19 - Sun, Nov 24
7:00 am - 11:58 amSRQ-MDW
5h 58m1 stop
6:00 am - 12:55 pmMDW-SRQ
5h 55m1 stop
$942Delta
Find Deal
Tue, Nov 19 - Thu, Nov 21
2:05 pm - 3:55 pmSRQ-MDW
2h 50mnonstop
6:25 pm - 10:00 pmMDW-SRQ
2h 35mnonstop
$323Southwest
Find Deal
Sat, Dec 14 - Tue, Dec 17
4:25 pm - 6:15 pmSRQ-MDW
2h 50mnonstop
6:45 pm - 10:30 pmMDW-SRQ
2h 45mnonstop
$348Southwest
Find Deal
Thu, Feb 20 - Sun, Feb 23
5:55 pm - 7:45 pmSRQ-MDW
2h 50mnonstop
6:45 pm - 10:30 pmMDW-SRQ
2h 45mnonstop
$374Southwest
Find Deal
Fri, Feb 14 - Mon, Feb 17
8:00 pm - 9:50 pmSRQ-MDW
2h 50mnonstop
9:00 am - 12:40 pmMDW-SRQ
2h 40mnonstop
$434Southwest
Find Deal
Sat, Dec 28 - Thu, Jan 2

Frontier flights from Sarasota to Chicago Midway Airport

Our best Frontier deals on Sarasota to Chicago Midway Airport flight tickets
Frontier
Dec 28
SRQ6:51 pmSarasota Bradenton Intl
12h 48m
1 stop
MDW6:39 amChicago Midway
Jan 2
MDW7:34 amChicago Midway
5h 59m
1 stop
SRQ2:33 pmSarasota Bradenton Intl
Frontier
Dec 28
SRQ6:51 pmSarasota Bradenton Intl
12h 48m
1 stop
MDW6:39 amChicago Midway
Dec 31
MDW7:45 amChicago Midway
11h 31m
1 stop
SRQ8:16 pmSarasota Bradenton Intl

Delta flights from Sarasota to Chicago Midway Airport

Our best Delta deals on Sarasota to Chicago Midway Airport flight tickets
Delta
Dec 10
SRQ6:00 amSarasota Bradenton Intl
4h 50m
1 stop
MDW9:50 amChicago Midway
Dec 17
MDW12:44 pmChicago Midway
5h 09m
1 stop
SRQ6:53 pmSarasota Bradenton Intl
Delta
Dec 30
SRQ6:00 amSarasota Bradenton Intl
6h 21m
1 stop
MDW11:21 amChicago Midway
Jan 1
MDW6:00 amChicago Midway
5h 06m
1 stop
SRQ12:06 pmSarasota Bradenton Intl
Delta
Jan 17
SRQ2:15 pmSarasota Bradenton Intl
4h 59m
1 stop
MDW6:14 pmChicago Midway
Jan 20
MDW12:44 pmChicago Midway
7h 19m
1 stop
SRQ9:03 pmSarasota Bradenton Intl

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 from Sarasota to Chicago Midway Airport?

March. The cheapest time of year to fly to Chicago Midway Airport from Sarasota is March. Most expensive is December

What is the cheapest day to depart Sarasota for Chicago Midway Airport?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Monday

When is the cheapest time to fly from Sarasota to Chicago Midway Airport?

At noon. Sarasota to Chicago Midway Airport flights are approximately 20% more expensive in the morning than at noon

What is the cheapest airline that flies to Chicago Midway Airport from Sarasota?

Delta. Delta and Southwest are the most popular carriers operating from Sarasota to Chicago Midway Airport

How many flights depart from Sarasota to Chicago Midway Airport on average per week?

As of November 2024, there are 4 flights per week flying from Sarasota to Chicago Midway Airport. The most common day of the week flights depart is Mon, with 25% of flights taking off on this day.

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

You could potentially save up to 57% on your flight if you consider stops on a Sarasota to Chicago Midway Airport flight.

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

$122

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 $122. The best round-trip flight deal from Sarasota to Chicago Midway Airport found on momondo in the last 72 hours is $253.
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
8,766 reviews
Search Delta flights
SouthwestPriceFrom $347Free CancellationRating
8.1
5,022 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 4 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.


An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Sat 11/23
Sat 11/30
Email me momondo's favorite deals

Find better results for your trip to Chicago