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Cheap flights from Sarasota to Chicago from $116

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 8/13. 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

Enter your travel dates to find the best prices.
Delta Logo
5:00 pm - 8:50 pm
SRQ
-
ORD
4h 50m
1 stop
Delta Logo
8:02 am - 3:22 pm
ORD
-
SRQ
6h 20m
1 stop
$289Delta
Sat, Aug 22 - Mon, Aug 24
Delta Logo
12:50 pm - 5:04 pm
SRQ
-
ORD
5h 14m
1 stop
Delta Logo
6:22 pm - 12:45 am
ORD
-
SRQ
5h 23m
1 stop
$298Delta
Wed, Jul 1 - Tue, Jul 7
Delta Logo
6:23 pm - 12:04 am
SRQ
-
ORD
6h 41m
1 stop
Delta Logo
5:30 am - 11:44 am
ORD
-
SRQ
5h 14m
1 stop
$309Delta
Sat, Jun 27 - Wed, Jul 15
Delta Logo
8:00 am - 2:48 pm
SRQ
-
ORD
7h 48m
1 stop
Delta Logo
6:40 am - 12:55 pm
ORD
-
SRQ
5h 15m
1 stop
$313Delta
Sat, Aug 8 - Sat, Aug 22
United Airlines Logo
4:25 pm - 6:41 pm
SRQ
-
ORD
3h 16mnonstop
United Airlines Logo
11:10 am - 3:12 pm
ORD
-
SRQ
3h 02mnonstop
$324United Airlines
Tue, Jun 23 - Tue, Jun 30
United Airlines Logo
4:30 pm - 6:46 pm
SRQ
-
ORD
3h 16mnonstop
United Airlines Logo
11:10 am - 3:12 pm
ORD
-
SRQ
3h 02mnonstop
$325United Airlines
Thu, Jul 9 - Tue, Jul 21
United Airlines Logo
4:20 pm - 6:30 pm
SRQ
-
ORD
3h 10mnonstop
United Airlines Logo
7:00 am - 11:07 am
ORD
-
SRQ
3h 07mnonstop
$327United Airlines
Tue, Sep 29 - Wed, Sep 30
Delta Logo
8:00 am - 2:20 pm
SRQ
-
ORD
7h 20m
1 stop
Delta Logo
7:10 am - 12:35 pm
ORD
-
SRQ
4h 25m
1 stop
$329Delta
Sun, Sep 6 - Sat, Sep 12
United Airlines Logo
6:05 am - 12:59 pm
SRQ
-
ORD
7h 54m
1 stop
United Airlines Logo
11:10 am - 3:10 pm
ORD
-
SRQ
3h 00mnonstop
$333United Airlines
Thu, Aug 27 - Tue, Sep 1
Delta Logo
7:59 pm - 11:53 pm
SRQ
-
ORD
4h 54m
1 stop
Delta Logo
5:30 am - 11:44 am
ORD
-
SRQ
5h 14m
1 stop
$334Delta
Wed, Jul 8 - Sun, Aug 2

American Airlines flights from Sarasota to Chicago O'Hare Intl Airport

Our best American Airlines deals on Sarasota to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jul 11
SRQ7:22 pmSarasota Bradenton Intl
3h 19m
ORD9:41 pmChicago O'Hare Intl
Jul 18
ORD2:53 pmChicago O'Hare Intl
2h 59m
SRQ6:52 pmSarasota Bradenton Intl
$341
American Airlines
Jul 8
SRQ11:37 amSarasota Bradenton Intl
5h 19m
1 stop
ORD3:56 pmChicago O'Hare Intl
Aug 1
ORD2:53 pmChicago O'Hare Intl
2h 59m
SRQ6:52 pmSarasota Bradenton Intl
$344
American Airlines
Jul 1
SRQ6:20 amSarasota Bradenton Intl
5h 40m
1 stop
ORD11:00 amChicago O'Hare Intl
Jul 7
ORD5:07 amChicago O'Hare Intl
4h 43m
1 stop
SRQ10:50 amSarasota Bradenton Intl
$347

United Airlines flights from Sarasota to Chicago O'Hare Intl Airport

Our best United Airlines deals on Sarasota to Chicago O'Hare Intl Airport flight tickets
United Airlines
Jun 23
SRQ4:25 pmSarasota Bradenton Intl
3h 16m
ORD6:41 pmChicago O'Hare Intl
Jun 30
ORD11:10 amChicago O'Hare Intl
3h 02m
SRQ3:12 pmSarasota Bradenton Intl
$324
United Airlines
Jul 9
SRQ4:30 pmSarasota Bradenton Intl
3h 16m
ORD6:46 pmChicago O'Hare Intl
Jul 21
ORD11:10 amChicago O'Hare Intl
3h 02m
SRQ3:12 pmSarasota Bradenton Intl
$325
United Airlines
Sep 29
SRQ4:20 pmSarasota Bradenton Intl
3h 10m
ORD6:30 pmChicago O'Hare Intl
Sep 30
ORD7:00 amChicago O'Hare Intl
3h 07m
SRQ11:07 amSarasota Bradenton Intl
$327

momondo Fare Finder

 
Customize your flight search to find flights from Sarasota to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 31, 2026.
Use the filters below to find and compare flights from Sarasota to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 8/22

5:00 pm-8:50 pm

1 stop4h 50m

Chicago O'Hare Intl

Mon 8/24

8:02 am-3:22 pm

1 stop6h 20m

$289

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 7/1

12:50 pm-5:04 pm

1 stop5h 14m

Chicago O'Hare Intl

Tue 7/7

6:22 pm-12:45 am

1 stop5h 23m

$298

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 6/27

6:23 pm-12:04 am

1 stop6h 41m

Chicago O'Hare Intl

Wed 7/15

5:30 am-11:44 am

1 stop5h 14m

$309

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 8/8

8:00 am-2:48 pm

1 stop7h 48m

Chicago O'Hare Intl

Sat 8/22

6:40 am-12:55 pm

1 stop5h 15m

$313

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Tue 6/23

4:25 pm-6:41 pm

Nonstop3h 16m

Chicago O'Hare Intl

Tue 6/30

11:10 am-3:12 pm

Nonstop3h 02m

$324

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Thu 7/9

4:30 pm-6:46 pm

Nonstop3h 16m

Chicago O'Hare Intl

Tue 7/21

11:10 am-3:12 pm

Nonstop3h 02m

$325
Quickest round-trip

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Tue 9/29

4:20 pm-6:30 pm

Nonstop3h 10m

Chicago O'Hare Intl

Wed 9/30

7:00 am-11:07 am

Nonstop3h 07m

$327

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sun 9/6

8:00 am-2:20 pm

1 stop7h 20m

Chicago O'Hare Intl

Sat 9/12

7:10 am-12:35 pm

1 stop4h 25m

$329

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Thu 8/27

6:05 am-12:59 pm

1 stop7h 54m

Chicago O'Hare Intl

Tue 9/1

11:10 am-3:10 pm

Nonstop3h 00m

$333

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 7/8

7:59 pm-11:53 pm

1 stop4h 54m

Chicago O'Hare Intl

Sun 8/2

5:30 am-11:44 am

1 stop5h 14m

$334

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 O'Hare Intl 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 O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Sarasota averaging around $372.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Saturday when prices can be found for as low as $395. This is often the case because there is less demand to fly during this day of the week. 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 $552.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Sarasota at noon is the least expensive time of day to depart. momondo users have found prices as low as $436 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $455. 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 O'Hare Intl flight route?

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

How far in advance should I book a flight from Sarasota to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Sarasota when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $411 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Sarasota for as low as $309 on momondo.

What cabin class options are available on Sarasota to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Sarasota to Chicago O'Hare Intl 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 O'Hare Intl Airport flights?

You could potentially save up to 15% on your flight if you consider stops on a Sarasota to Chicago O'Hare Intl Airport flight.

How have Sarasota to Chicago O'Hare Intl Airport flight prices changed over time?

As of May 2026, prices for Sarasota to Chicago O'Hare Intl Airport flights are approximately 23% more expensive when compared to flights at the same time last year.

When to book flights from Sarasota to Chicago O'Hare Intl Airport

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

Cheap Sarasota to Chicago O'Hare Intl Airport (SRQ to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Sarasota to Chicago O'Hare Intl Airport

Best Price Found

$242

Fastest flight time

2h 58m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Sarasota in the past 72 hours is $242. The best round-trip flight deal from Sarasota to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $424.
The fastest flight from Sarasota to Chicago O'Hare Intl Airport takes 2h 58m
Direct flights go from Sarasota to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Sarasota to Chicago O'Hare Intl Airport

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

    There are 1055.5 mi between Sarasota Bradenton Intl and Chicago O'Hare Intl. In terms of flight time, this usually takes a little over 2h 58m.

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

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Sarasota Bradenton Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Sarasota to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Sarasota to Chicago O'Hare Intl Airport?

Best airlines flying from Sarasota to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Sarasota to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $142Free CancellationRating
7.9
8,412 reviews
Search Delta flights
American AirlinesPriceFrom $237Free CancellationRating
7.1
11,642 reviews
Search American Airlines flights
United AirlinesPriceFrom $277Free CancellationRating
7.4
9,768 reviews
Search United Airlines flights

  • United Airlines Flights From Sarasota to Chicago O'Hare Intl Airport

    United Airlines operates around 1 flight from Sarasota to Chicago O'Hare Intl Airport every week. The average price of these flights found in the last 72 hours has been $423, but momondo users have found United Airlines deals from Sarasota to Chicago O'Hare Intl Airport from as low as $277 round-trip. United Airlines has been scored 7.4/10 in 9,768 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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South Holland

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Sarasota to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Chicago from Sarasota which offer a flexible booking policy as well as other useful filters and features.

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?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Sarasota and alert you when they change.

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