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Cheap flights from Sarasota to Chicago from $130

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 3/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:55 am - 11:10 am
SRQ
-
ORD
5h 15m
1 stop
Southwest Logo
6:05 am - 11:30 am
ORD
-
SRQ
4h 25m
1 stop
$309Southwest
Sat, Feb 7 - Sat, Feb 14
JetBlue Logo
12:40 pm - 11:21 pm
SRQ
-
ORD
11h 41m
1 stop
JetBlue Logo
10:00 am - 9:44 am
ORD
-
SRQ
22h 44m
1 stop
$311JetBlue
Sat, Feb 14 - Tue, Feb 24
Southwest Logo
11:50 am - 9:50 pm
SRQ
-
ORD
11h 00m
2 stops
Southwest Logo
6:05 am - 11:30 am
ORD
-
SRQ
4h 25m
1 stop
$314Southwest
Sat, Feb 7 - Sat, Feb 14
Southwest Logo
11:50 am - 9:50 pm
SRQ
-
ORD
11h 00m
2 stops
Southwest Logo
6:05 am - 5:20 pm
ORD
-
SRQ
10h 15m
2 stops
$335Southwest
Sat, Feb 7 - Sat, Feb 14
Multiple Airlines Logo
6:01 am - 3:52 pm
SRQ
-
ORD
34h 51m
2 stops
Multiple Airlines Logo
12:34 pm - 4:37 pm
ORD
-
SRQ
27h 03m
1 stop
$338Multiple Airlines
Mon, Feb 23 - Sun, Mar 8
Frontier Logo
9:11 am - 2:21 pm
SRQ
-
ORD
6h 10m
1 stop
Frontier Logo
10:12 pm - 8:16 am
ORD
-
SRQ
9h 04m
1 stop
$340Frontier
Sun, Mar 15 - Sun, Mar 22
Southwest Logo
7:05 am - 11:10 am
SRQ
-
ORD
5h 05m
1 stop
Southwest Logo
3:45 pm - 10:15 pm
ORD
-
SRQ
5h 30m
1 stop
$341Southwest
Sat, Feb 28 - Mon, Mar 2
Southwest Logo
7:05 am - 11:10 am
SRQ
-
ORD
5h 05m
1 stop
Southwest Logo
6:05 am - 8:55 pm
ORD
-
SRQ
13h 50m
2 stops
$346Southwest
Sat, Feb 14 - Tue, Feb 24
Multiple Airlines Logo
7:05 am - 11:37 pm
SRQ
-
ORD
17h 32m
1 stop
Multiple Airlines Logo
12:34 pm - 4:37 pm
ORD
-
SRQ
27h 03m
1 stop
$349Multiple Airlines
Mon, Feb 23 - Sun, Mar 8
Southwest Logo
8:55 am - 9:55 pm
SRQ
-
ORD
14h 00m
2 stops
Southwest Logo
12:15 pm - 10:35 pm
ORD
-
SRQ
9h 20m
2 stops
$351Southwest
Tue, May 5 - Sat, May 9

Southwest flights from Sarasota to Chicago O'Hare Intl Airport

Our best Southwest deals on Sarasota to Chicago O'Hare Intl Airport flight tickets
Southwest
Feb 7
SRQ6:55 amSarasota Bradenton Intl
5h 15m
1 stop
ORD11:10 amChicago O'Hare Intl
Feb 14
ORD6:05 amChicago O'Hare Intl
4h 25m
1 stop
SRQ11:30 amSarasota Bradenton Intl
$309
Southwest
Feb 7
SRQ11:50 amSarasota Bradenton Intl
11h 00m
2 stops
ORD9:50 pmChicago O'Hare Intl
Feb 14
ORD6:05 amChicago O'Hare Intl
4h 25m
1 stop
SRQ11:30 amSarasota Bradenton Intl
$314
Southwest
Feb 7
SRQ11:50 amSarasota Bradenton Intl
11h 00m
2 stops
ORD9:50 pmChicago O'Hare Intl
Feb 14
ORD6:05 amChicago O'Hare Intl
10h 15m
2 stops
SRQ5:20 pmSarasota Bradenton Intl
$335

JetBlue flights from Sarasota to Chicago O'Hare Intl Airport

Our best JetBlue deals on Sarasota to Chicago O'Hare Intl Airport flight tickets
JetBlue
Feb 14
SRQ12:40 pmSarasota Bradenton Intl
11h 41m
1 stop
ORD11:21 pmChicago O'Hare Intl
Feb 24
ORD10:00 amChicago O'Hare Intl
22h 44m
1 stop
SRQ9:44 amSarasota Bradenton Intl
$311
JetBlue
Jan 29
SRQ11:30 amSarasota Bradenton Intl
7h 13m
1 stop
ORD5:43 pmChicago O'Hare Intl
Feb 2
ORD7:44 amChicago O'Hare Intl
6h 58m
1 stop
SRQ3:42 pmSarasota Bradenton Intl
$355
JetBlue
Jan 19
SRQ6:53 pmSarasota Bradenton Intl
23h 50m
1 stop
ORD5:43 pmChicago O'Hare Intl
Jan 26
ORD9:40 amChicago O'Hare Intl
29h 02m
1 stop
SRQ3:42 pmSarasota Bradenton Intl
$370

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 January 12, 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

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 2/7

6:55 am-11:10 am

1 stop5h 15m

Chicago O'Hare Intl

Sat 2/14

6:05 am-11:30 am

1 stop4h 25m

$309

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 2/14

12:40 pm-11:21 pm

1 stop11h 41m

Chicago O'Hare Intl

Tue 2/24

10:00 am-9:44 am

1 stop22h 44m

$311

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 2/7

11:50 am-9:50 pm

2 stops11h 00m

Chicago O'Hare Intl

Sat 2/14

6:05 am-11:30 am

1 stop4h 25m

$314

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 2/7

11:50 am-9:50 pm

2 stops11h 00m

Chicago O'Hare Intl

Sat 2/14

6:05 am-5:20 pm

2 stops10h 15m

$335

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Mon 2/23

6:01 am-3:52 pm

2 stops34h 51m

Chicago O'Hare Intl

Sun 3/8

12:34 pm-4:37 pm

1 stop27h 03m

$338

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sun 3/15

9:11 am-2:21 pm

1 stop6h 10m

Chicago O'Hare Intl

Sun 3/22

10:12 pm-8:16 am

1 stop9h 04m

$340

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 2/28

7:05 am-11:10 am

1 stop5h 05m

Chicago O'Hare Intl

Mon 3/2

3:45 pm-10:15 pm

1 stop5h 30m

$341

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 2/14

7:05 am-11:10 am

1 stop5h 05m

Chicago O'Hare Intl

Tue 2/24

6:05 am-8:55 pm

2 stops13h 50m

$346

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Mon 2/23

7:05 am-11:37 pm

1 stop17h 32m

Chicago O'Hare Intl

Sun 3/8

12:34 pm-4:37 pm

1 stop27h 03m

$349

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Tue 5/5

8:55 am-9:55 pm

2 stops14h 00m

Chicago O'Hare Intl

Sat 5/9

12:15 pm-10:35 pm

2 stops9h 20m

$351

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 cheapest month to fly to Chicago O'Hare Intl Airport?

The month of March is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Sarasota averaging around $271.

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 Friday when prices can be found for as low as $379. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday 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 $674.

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 in the evening is the least expensive time of day to depart. momondo users have found prices as low as $87 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $475. 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 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 $370 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 $252 on momondo.

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

There are 4 cabin classes available to choose from on Sarasota Bradenton Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of January 2026, prices for Sarasota to Chicago O'Hare Intl Airport flights are approximately 32% cheaper 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

$196

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 $196. The best round-trip flight deal from Sarasota to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $373.
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

  • 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
FrontierPriceFrom $57Free CancellationRating
5.7
3,055 reviews
Search Frontier flights
DeltaPriceFrom $142Free CancellationRating
7.9
8,033 reviews
Search Delta flights
American AirlinesPriceFrom $217Free CancellationRating
7.2
11,111 reviews
Search American Airlines flights
United AirlinesPriceFrom $217Free CancellationRating
7.4
9,144 reviews
Search United Airlines flights

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

    United Airlines operates around 13 flights from Sarasota to Chicago O'Hare Intl Airport every week. The average price of these flights found in the last 72 hours has been $418, but momondo users have found United Airlines deals from Sarasota to Chicago O'Hare Intl Airport from as low as $217 round-trip. United Airlines has been scored 7.4/10 in 9,144 reviews.

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

    American Airlines (7.2/10 from 11,111 reviews) operates around 5 flights from Sarasota to Chicago O'Hare Intl Airport in any given week. The average American Airlines airfare for this route is around $384, with deals from around $217 rare but found on momondo. Referenced prices are for round-trip Sarasota to Chicago O'Hare Intl Airport flight searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
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Merrillville
Gurnee
Rosemont
Naperville
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
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Elgin
Aurora
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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