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Cheap flights from Sarasota to Chicago from $44

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 departing on 1/27. 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.
11:58 am - 2:11 pmSRQ-ORD
3h 13mnonstop
3:41 pm - 7:34 pmORD-SRQ
2h 53mnonstop
$87Frontier
Find Deal
Fri, Jan 17 - Mon, Jan 20
11:58 am - 2:11 pmSRQ-ORD
3h 13mnonstop
3:41 pm - 7:34 pmORD-SRQ
2h 53mnonstop
$89Frontier
Find Deal
Fri, Jan 17 - Mon, Jan 20
4:56 pm - 8:46 pmSRQ-ORD
4h 50m1 stop
6:45 am - 1:02 pmORD-SRQ
5h 17m1 stop
$238Delta
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
$248Delta
Find Deal
Wed, Feb 19 - Sun, Feb 23
4:33 pm - 6:44 pmSRQ-ORD
3h 11mnonstop
7:10 am - 11:07 amORD-SRQ
2h 57mnonstop
$268United Airlines
Find Deal
Mon, Mar 3 - Tue, Mar 4
12:15 pm - 2:27 pmSRQ-ORD
3h 12mnonstop
2:14 pm - 11:26 pmORD-SRQ
8h 12m1 stop
$278United Airlines
Find Deal
Mon, Mar 3 - Tue, Mar 4
10:55 am - 9:53 pmSRQ-ORD
11h 58m1 stop
8:40 pm - 10:09 amORD-SRQ
12h 29m1 stop
$313American Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 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
5:30 pm - 10:20 pmSRQ-ORD
5h 50m1 stop
11:25 am - 10:10 pmORD-SRQ
9h 45m2 stops
$316Southwest
Find Deal
Wed, Feb 19 - Sun, Feb 23
2:13 pm - 4:23 pmSRQ-ORD
3h 10mnonstop
7:13 pm - 10:09 amORD-SRQ
13h 56m1 stop
$323American Airlines
Find Deal
Wed, Jan 1 - Fri, Jan 10
8:29 pm - 10:42 pmSRQ-ORD
3h 13mnonstop
$44Frontier
Find Deal
Mon, Jan 27
3:28 pm - 5:26 pmSRQ-RFD
2h 58mnonstop
$50Allegiant Air
Find Deal
Thu, Jan 16
6:30 am - 8:15 amSRQ-MDW
2h 45mnonstop
$100Southwest
Find Deal
Sat, Feb 22
4:40 pm - 10:20 pmSRQ-MDW
6h 40m1 stop
$109Delta
Find Deal
Sat, Feb 15
1:40 pm - 6:47 pmSRQ-ORD
6h 07m1 stop
$109Delta
Find Deal
Sat, Feb 15
4:41 pm - 6:53 pmSRQ-ORD
3h 12mnonstop
$119American Airlines
Find Deal
Sat, Feb 15
1:10 pm - 3:05 pmSRQ-MDW
2h 55mnonstop
$119Southwest
Find Deal
Sat, Feb 15
6:00 am - 1:11 pmSRQ-ORD
8h 11m1 stop
$128United Airlines
Find Deal
Wed, Feb 19
6:00 am - 11:52 amSRQ-ORD
6h 52m1 stop
$148United Airlines
Find Deal
Mon, Mar 3
4:23 pm - 6:35 pmSRQ-ORD
3h 12mnonstop
$149American Airlines
Find Deal
Tue, Feb 18
2:24 pm - 4:15 pmSRQ-RFD
2h 51mnonstop
7:07 pm - 10:51 pmRFD-SRQ
2h 44mnonstop
$252Allegiant Air
Find Deal
Sun, Dec 22 - Tue, Dec 24
11:22 am - 1:24 pmSRQ-ORD
3h 02mnonstop
4:21 pm - 8:08 pmORD-SRQ
2h 47mnonstop
$269Frontier
Find Deal
Mon, Dec 23 - Wed, Jan 1
12:27 pm - 2:35 pmSRQ-ORD
3h 08mnonstop
10:56 am - 2:56 pmORD-SRQ
3h 00mnonstop
$748United Airlines
Find Deal
Thu, Dec 19 - Mon, Dec 23
1:13 pm - 3:23 pmSRQ-ORD
3h 10mnonstop
4:10 pm - 10:53 pmORD-SRQ
5h 43m1 stop
$758American Airlines
Find Deal
Thu, Dec 19 - Sat, Dec 28
11:50 am - 1:40 pmSRQ-MDW
2h 50mnonstop
7:00 pm - 12:10 amMDW-SRQ
4h 10m1 stop
$758Southwest
Find Deal
Sun, Dec 22 - Sun, Dec 29
2:38 pm - 8:07 pmSRQ-ORD
6h 29m1 stop
1:54 pm - 10:53 pmORD-SRQ
7h 59m1 stop
$767American Airlines
Find Deal
Mon, Dec 23 - Thu, Dec 26
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
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
4:30 pm - 6:40 pmSRQ-ORD
3h 10mnonstop
10:56 am - 2:56 pmORD-SRQ
3h 00mnonstop
$823United Airlines
Find Deal
Thu, Dec 19 - Fri, Dec 20
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
11:58 am - 2:11 pmSRQ-ORD
3h 13mnonstop
7:10 am - 11:03 amORD-SRQ
2h 53mnonstop
$87Frontier
Find Deal
Fri, Jan 17 - Fri, Jan 24
8:29 pm - 10:31 pmSRQ-ORD
3h 02mnonstop
3:41 pm - 7:34 pmORD-SRQ
2h 53mnonstop
$124Frontier
Find Deal
Mon, Jan 13 - Mon, Jan 20
8:29 pm - 10:31 pmSRQ-ORD
3h 02mnonstop
3:41 pm - 7:34 pmORD-SRQ
2h 53mnonstop
$149Frontier
Find Deal
Mon, Jan 13 - Mon, Jan 20
2:24 pm - 4:15 pmSRQ-RFD
2h 51mnonstop
6:16 pm - 10:03 pmRFD-SRQ
2h 47mnonstop
$248Allegiant Air
Find Deal
Sun, Jan 5 - Sun, Jan 12
4:33 pm - 6:44 pmSRQ-ORD
3h 11mnonstop
7:10 am - 11:07 amORD-SRQ
2h 57mnonstop
$268United Airlines
Find Deal
Mon, Mar 3 - Tue, Mar 4
12:15 pm - 2:27 pmSRQ-ORD
3h 12mnonstop
7:10 am - 11:07 amORD-SRQ
2h 57mnonstop
$273United Airlines
Find Deal
Wed, Feb 19 - Sun, Feb 23
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
4:23 pm - 6:35 pmSRQ-ORD
3h 12mnonstop
11:45 am - 3:26 pmORD-SRQ
2h 41mnonstop
$331American Airlines
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
4:06 pm - 6:18 pmSRQ-ORD
3h 12mnonstop
11:31 am - 3:16 pmORD-SRQ
2h 45mnonstop
$373American Airlines
Find Deal
Thu, Mar 6 - Mon, Mar 10

Frontier flights from Sarasota to Chicago

Our best Frontier deals on Sarasota to Chicago flight tickets
Frontier
Jan 17
SRQ11:58 amSarasota Bradenton Intl
3h 13m
ORD2:11 pmChicago O'Hare Intl
Jan 20
ORD3:41 pmChicago O'Hare Intl
2h 53m
SRQ7:34 pmSarasota Bradenton Intl
Frontier
Jan 17
SRQ11:58 amSarasota Bradenton Intl
3h 13m
ORD2:11 pmChicago O'Hare Intl
Jan 20
ORD3:41 pmChicago O'Hare Intl
2h 53m
SRQ7:34 pmSarasota Bradenton Intl
Frontier
Jan 13
SRQ8:29 pmSarasota Bradenton Intl
3h 02m
ORD10:31 pmChicago O'Hare Intl
Jan 20
ORD3:41 pmChicago O'Hare Intl
2h 53m
SRQ7:34 pmSarasota Bradenton Intl

United Airlines flights from Sarasota to Chicago

Our best United Airlines deals on Sarasota to Chicago flight tickets
United Airlines
Mar 3
SRQ4:33 pmSarasota Bradenton Intl
3h 11m
ORD6:44 pmChicago O'Hare Intl
Mar 4
ORD7:10 amChicago O'Hare Intl
2h 57m
SRQ11:07 amSarasota Bradenton Intl
United Airlines
Mar 3
SRQ12:15 pmSarasota Bradenton Intl
3h 12m
ORD2:27 pmChicago O'Hare Intl
Mar 4
ORD2:14 pmChicago O'Hare Intl
8h 12m
1 stop
SRQ11:26 pmSarasota Bradenton Intl
United Airlines
Feb 19
SRQ6:00 amSarasota Bradenton Intl
8h 11m
1 stop
ORD1:11 pmChicago O'Hare Intl
Feb 23
ORD7:10 amChicago O'Hare Intl
2h 57m
SRQ11:07 amSarasota Bradenton Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Sarasota to Chicago

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?

The month of April is, on average, the cheapest month to fly to Chicago from Sarasota, with most prices found around $245. If you’re not able to fly to Chicago in April, then May is your next best option. Flight prices from Sarasota to Chicago during May average around $305.

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

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $351. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Sarasota to Chicago for around $468.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Sarasota to Chicago during this time can be as low as $196. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $386.

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

Fly from Sarasota Bradenton Intl to Chicago O'Hare Intl for the best Sarasota Bradenton Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Sarasota is 60 days out, which is when prices tend to be around $386. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $126.

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

There are 4 cabin classes available to choose from on Sarasota Bradenton Intl to Chicago 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 flights?

You could potentially save up to 275% on your flight if you consider stops on a Sarasota to Chicago flight.

How have Sarasota to Chicago flight prices changed over time?

As of December 2024, prices for Sarasota to Chicago flights are approximately 64% cheaper when compared to flights at the same time last year.

When to book flights from Sarasota to Chicago

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

Cheap Sarasota to Chicago (SRQ to CHI) flight deals and tips

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

Best Price Found

$44

Fastest flight time

2h 45m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Sarasota in the past 72 hours is $44. The best round-trip flight deal from Sarasota to Chicago found on momondo in the last 72 hours is $87.
The fastest flight from Sarasota to Chicago takes 2h 45m
Direct flights go from Sarasota to Chicago every day.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Greater Rockford (RFD), Chicago Midway (MDW)

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

    A flight from Sarasota Bradenton Intl to Chicago will travel around 1044.3 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?

    Prices for flights from Sarasota Bradenton Intl Airport to Chicago refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Sarasota Bradenton Intl Airport to Chicago.

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

    The required travel and health documents for your Chicago 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. 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?

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


Best airlines flying from Sarasota to Chicago

Compare and see reviews for airlines that fly from Sarasota to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $37Free CancellationRating
6.1
3,479 reviews
Search Frontier flights
American AirlinesPriceFrom $138Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $238Free CancellationRating
7.4
9,059 reviews
Search United Airlines flights
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

    Across 3 Southwest flights from Sarasota to Chicago this week, the average price was $424, with the best Southwest deals starting from $347 round-trip. 4,848 users have rated Southwest on momondo, with an average score of 8.1/10.

  • United Airlines Flights From Sarasota to Chicago

    Across 9,059 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Sarasota to Chicago about 3 times each week, with ticket deals ranging from $238 to $382. Price data is based on momondo searches in the last 72 hours.


Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Sarasota.

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 you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Sarasota.

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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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago