Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Sarasota to Chicago from $106

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 10/29. 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

Discover deals from 900+ travel sites with momondo.

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.
Search flight deals

Find the cheapest flights from Sarasota to Chicago

Cheap round-trip flights

JetBlue Logo
3:10 pm - 9:52 pmSRQ-ORD
7h 42m1 stop
JetBlue Logo
7:00 am - 2:14 pmORD-SRQ
6h 14m1 stop
$211JetBlue
Find Deal
Fri, Dec 5 - Mon, Dec 8
JetBlue Logo
3:10 pm - 9:52 pmSRQ-ORD
7h 42m1 stop
JetBlue Logo
11:25 am - 5:31 pmORD-SRQ
29h 06m1 stop
$237JetBlue
Find Deal
Thu, Dec 4 - Tue, Dec 9
Multiple Airlines Logo
8:01 am - 12:11 amSRQ-ORD
17h 10m2 stops
Multiple Airlines Logo
1:50 pm - 11:02 pmORD-SRQ
8h 12m1 stop
$254Multiple Airlines
Find Deal
Thu, Nov 6 - Fri, Nov 7
Multiple Airlines Logo
12:36 pm - 6:20 pmSRQ-ORD
6h 44m1 stop
Multiple Airlines Logo
1:50 pm - 11:02 pmORD-SRQ
8h 12m1 stop
$269Multiple Airlines
Find Deal
Thu, Nov 6 - Fri, Nov 7
Delta Logo
3:05 pm - 9:07 amSRQ-ORD
19h 02m1 stop
Delta Logo
7:00 am - 6:14 pmORD-SRQ
10h 14m1 stop
$283Delta
Find Deal
Wed, Nov 5 - Tue, Nov 11
Delta Logo
6:00 am - 4:34 pmSRQ-ORD
11h 34m2 stops
Delta Logo
7:00 am - 6:14 pmORD-SRQ
10h 14m1 stop
$288Delta
Find Deal
Wed, Nov 5 - Tue, Nov 11
American Airlines Logo
3:01 pm - 5:11 pmSRQ-ORD
3h 10mnonstop
American Airlines Logo
10:07 am - 1:56 pmORD-SRQ
2h 49mnonstop
$296American Airlines
Find Deal
Wed, Nov 5 - Wed, Nov 12
American Airlines Logo
9:15 am - 4:02 pmSRQ-ORD
7h 47m1 stop
American Airlines Logo
8:03 am - 12:20 pmORD-SRQ
3h 17mnonstop
$298American Airlines
Find Deal
Wed, Dec 17 - Tue, Jan 6
United Airlines Logo
12:20 pm - 2:24 pmSRQ-ORD
3h 04mnonstop
United Airlines Logo
11:10 am - 3:03 pmORD-SRQ
2h 53mnonstop
$306United Airlines
Find Deal
Wed, Oct 29 - Thu, Oct 30
United Airlines Logo
6:00 am - 1:08 pmSRQ-ORD
8h 08m1 stop
United Airlines Logo
11:20 am - 3:12 pmORD-SRQ
2h 52mnonstop
$316United Airlines
Find Deal
Tue, Oct 21 - Thu, Oct 23

Sun Country Air flights from Sarasota to Chicago O'Hare Intl Airport

Our best Sun Country Air deals on Sarasota to Chicago O'Hare Intl Airport flight tickets
Sun Country Air
Dec 20
SRQ10:43 amSarasota Bradenton Intl
7h 07m
1 stop
ORD4:50 pmChicago O'Hare Intl
Dec 31
ORD11:45 amChicago O'Hare Intl
22h 05m
1 stop
SRQ10:50 amSarasota Bradenton Intl
$259
Find similar
Sun Country Air
Dec 20
SRQ10:43 amSarasota Bradenton Intl
7h 07m
1 stop
ORD4:50 pmChicago O'Hare Intl
Dec 30
ORD6:44 pmChicago O'Hare Intl
15h 00m
1 stop
SRQ10:44 amSarasota Bradenton Intl
$279
Find similar
Sun Country Air
Dec 21
SRQ11:53 amSarasota Bradenton Intl
22h 57m
1 stop
ORD9:50 amChicago O'Hare Intl
Dec 29
ORD7:38 pmChicago O'Hare Intl
14h 36m
1 stop
SRQ11:14 amSarasota Bradenton Intl
$299
Find similar

Delta flights from Sarasota to Chicago O'Hare Intl Airport

Our best Delta deals on Sarasota to Chicago O'Hare Intl Airport flight tickets
Delta
Nov 5
SRQ3:05 pmSarasota Bradenton Intl
19h 02m
1 stop
ORD9:07 amChicago O'Hare Intl
Nov 11
ORD7:00 amChicago O'Hare Intl
10h 14m
1 stop
SRQ6:14 pmSarasota Bradenton Intl
$283
Find similar
Delta
Nov 5
SRQ6:00 amSarasota Bradenton Intl
11h 34m
2 stops
ORD4:34 pmChicago O'Hare Intl
Nov 11
ORD7:00 amChicago O'Hare Intl
10h 14m
1 stop
SRQ6:14 pmSarasota Bradenton Intl
$288
Find similar
Delta
Dec 17
SRQ6:00 amSarasota Bradenton Intl
5h 20m
1 stop
ORD10:20 amChicago O'Hare Intl
Jan 6
ORD7:10 amChicago O'Hare Intl
7h 37m
1 stop
SRQ3:47 pmSarasota Bradenton Intl
$308
Find similar

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 September 22, 2025.
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

Fri 12/5

3:10 pm-9:52 pm

1 stop7h 42m

Chicago O'Hare Intl

Mon 12/8

7:00 am-2:14 pm

1 stop6h 14m

$211

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Thu 12/4

3:10 pm-9:52 pm

1 stop7h 42m

Chicago O'Hare Intl

Tue 12/9

11:25 am-5:31 pm

1 stop29h 06m

$237

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Thu 11/6

8:01 am-12:11 am

2 stops17h 10m

Chicago O'Hare Intl

Fri 11/7

1:50 pm-11:02 pm

1 stop8h 12m

$254

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Thu 11/6

12:36 pm-6:20 pm

1 stop6h 44m

Chicago O'Hare Intl

Fri 11/7

1:50 pm-11:02 pm

1 stop8h 12m

$269

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 11/5

3:05 pm-9:07 am

1 stop19h 02m

Chicago O'Hare Intl

Tue 11/11

7:00 am-6:14 pm

1 stop10h 14m

$283

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 11/5

6:00 am-4:34 pm

2 stops11h 34m

Chicago O'Hare Intl

Tue 11/11

7:00 am-6:14 pm

1 stop10h 14m

$288

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 11/5

3:01 pm-5:11 pm

Nonstop3h 10m

Chicago O'Hare Intl

Wed 11/12

10:07 am-1:56 pm

Nonstop2h 49m

$296

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 12/17

9:15 am-4:02 pm

1 stop7h 47m

Chicago O'Hare Intl

Tue 1/6

8:03 am-12:20 pm

Nonstop3h 17m

$298

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 10/29

12:20 pm-2:24 pm

Nonstop3h 04m

Chicago O'Hare Intl

Thu 10/30

11:10 am-3:03 pm

Nonstop2h 53m

$306

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Tue 10/21

6:00 am-1:08 pm

1 stop8h 08m

Chicago O'Hare Intl

Thu 10/23

11:20 am-3:12 pm

Nonstop2h 52m

$316

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 April is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Sarasota averaging around $270.

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 $335. 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 $593.

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 $114 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon 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 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 $254 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.

Can stopping save me money on Sarasota to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Sarasota to Chicago O'Hare Intl Airport.

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

As of September 2025, prices for Sarasota to Chicago O'Hare Intl Airport flights are approximately 129% 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

$166

Fastest flight time

3h 03m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Sarasota in the past 72 hours is $166. The best round-trip flight deal from Sarasota to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $353.
The fastest flight from Sarasota to Chicago O'Hare Intl Airport takes 3h 03m
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 3h 03m.

  • 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 $48Free CancellationRating
5.8
3,166 reviews
Search Frontier flights
DeltaPriceFrom $196Free CancellationRating
7.9
7,971 reviews
Search Delta flights
American AirlinesPriceFrom $217Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $220Free CancellationRating
7.4
8,922 reviews
Search United Airlines flights

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

    United Airlines operates around 7 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 $442, but momondo users have found United Airlines deals from Sarasota to Chicago O'Hare Intl Airport from as low as $220 round-trip. United Airlines has been scored 7.4/10 in 8,922 reviews.

Traveling to a place near Chicago?

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

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.

An easier way to manage your Chicago O'Hare Intl 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 10/22
Wed 10/29
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago