Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Sarasota to Chicago from $95

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 12/5. 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

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:12 pm - 8:42 pmSRQ-ORD
8h 30m1 stop
Multiple Airlines Logo
3:14 pm - 11:02 pmORD-SRQ
6h 48m1 stop
$183Multiple Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
1:12 pm - 8:42 pmSRQ-ORD
8h 30m1 stop
Multiple Airlines Logo
5:11 am - 7:54 pmORD-SRQ
13h 43m1 stop
$187Multiple Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7
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
Thu, Dec 4 - Mon, Dec 8
JetBlue Logo
3:10 pm - 9:52 pmSRQ-ORD
7h 42m1 stop
JetBlue Logo
7:00 am - 2:14 pmORD-SRQ
6h 14m1 stop
$247JetBlue
Find Deal
Fri, Dec 5 - Mon, Dec 8
Delta Logo
7:11 pm - 7:55 amSRQ-ORD
13h 44m1 stop
Delta Logo
10:36 am - 12:26 amORD-SRQ
12h 50m2 stops
$258Delta
Find Deal
Wed, Dec 3 - Wed, Dec 10
American Airlines Logo
3:18 pm - 5:38 pmSRQ-ORD
3h 20mnonstop
American Airlines Logo
11:45 am - 3:40 pmORD-SRQ
2h 55mnonstop
$262American Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 10
United Airlines Logo
9:30 am - 11:33 amSRQ-ORD
3h 03mnonstop
United Airlines Logo
4:15 pm - 8:08 pmORD-SRQ
2h 53mnonstop
$263United Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
United Airlines Logo
6:00 am - 11:45 amSRQ-ORD
6h 45m1 stop
United Airlines Logo
11:05 am - 2:58 pmORD-SRQ
2h 53mnonstop
$273United Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
Delta Logo
11:31 am - 3:20 pmSRQ-ORD
4h 49m1 stop
Delta Logo
11:15 am - 5:39 pmORD-SRQ
5h 24m1 stop
$283Delta
Find Deal
Sat, Dec 6 - Fri, Dec 12
American Airlines Logo
9:15 am - 3:04 pmSRQ-ORD
6h 49m1 stop
American Airlines Logo
10:38 am - 2:39 pmORD-SRQ
3h 01mnonstop
$294American Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 10

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
Dec 4
SRQ3:10 pmSarasota Bradenton Intl
7h 42m
1 stop
ORD9:52 pmChicago O'Hare Intl
Dec 8
ORD7:00 amChicago O'Hare Intl
6h 14m
1 stop
SRQ2:14 pmSarasota Bradenton Intl
$211
Find similar
JetBlue
Dec 5
SRQ3:10 pmSarasota Bradenton Intl
7h 42m
1 stop
ORD9:52 pmChicago O'Hare Intl
Dec 8
ORD7:00 amChicago O'Hare Intl
6h 14m
1 stop
SRQ2:14 pmSarasota Bradenton Intl
$247
Find similar
JetBlue
Dec 5
SRQ3:10 pmSarasota Bradenton Intl
7h 42m
1 stop
ORD9:52 pmChicago O'Hare Intl
Dec 7
ORD7:00 amChicago O'Hare Intl
6h 14m
1 stop
SRQ2:14 pmSarasota Bradenton Intl
$253
Find similar

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
Dec 3
SRQ7:05 amSarasota Bradenton Intl
5h 05m
1 stop
ORD11:10 amChicago O'Hare Intl
Dec 10
ORD6:05 amChicago O'Hare Intl
13h 35m
2 stops
SRQ8:40 pmSarasota Bradenton Intl
$288
Find similar
Southwest
Dec 13
SRQ12:05 pmSarasota Bradenton Intl
10h 45m
2 stops
ORD9:50 pmChicago O'Hare Intl
Dec 14
ORD1:45 pmChicago O'Hare Intl
7h 05m
2 stops
SRQ9:50 pmSarasota Bradenton Intl
$293
Find similar
Southwest
Dec 12
SRQ6:10 amSarasota Bradenton Intl
16h 40m
2 stops
ORD9:50 pmChicago O'Hare Intl
Dec 13
ORD1:45 pmChicago O'Hare Intl
6h 55m
2 stops
SRQ9:40 pmSarasota Bradenton Intl
$299
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 November 5, 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

1:12 pm-8:42 pm

1 stop8h 30m

Chicago O'Hare Intl

Fri 12/12

3:14 pm-11:02 pm

1 stop6h 48m

$183

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Fri 12/5

1:12 pm-8:42 pm

1 stop8h 30m

Chicago O'Hare Intl

Sun 12/7

5:11 am-7:54 pm

1 stop13h 43m

$187

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Thu 12/4

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

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

$247

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 12/3

7:11 pm-7:55 am

1 stop13h 44m

Chicago O'Hare Intl

Wed 12/10

10:36 am-12:26 am

2 stops12h 50m

$258

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 12/3

3:18 pm-5:38 pm

Nonstop3h 20m

Chicago O'Hare Intl

Wed 12/10

11:45 am-3:40 pm

Nonstop2h 55m

$262

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 12/6

9:30 am-11:33 am

Nonstop3h 03m

Chicago O'Hare Intl

Sat 12/13

4:15 pm-8:08 pm

Nonstop2h 53m

$263

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 12/6

6:00 am-11:45 am

1 stop6h 45m

Chicago O'Hare Intl

Sat 12/13

11:05 am-2:58 pm

Nonstop2h 53m

$273

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 12/6

11:31 am-3:20 pm

1 stop4h 49m

Chicago O'Hare Intl

Fri 12/12

11:15 am-5:39 pm

1 stop5h 24m

$283

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 12/3

9:15 am-3:04 pm

1 stop6h 49m

Chicago O'Hare Intl

Wed 12/10

10:38 am-2:39 pm

Nonstop3h 01m

$294

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 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 March is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Sarasota averaging around $285.

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 $340. 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 $638.

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 $112 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $421. 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 $376 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 $266 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 November 2025, prices for Sarasota to Chicago O'Hare Intl Airport flights are approximately 10% 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

$159

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 $159. The best round-trip flight deal from Sarasota to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $338.
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 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
3,116 reviews
Search Frontier flights
DeltaPriceFrom $196Free CancellationRating
7.9
8,004 reviews
Search Delta flights
United AirlinesPriceFrom $220Free CancellationRating
7.4
9,002 reviews
Search United Airlines flights
American AirlinesPriceFrom $237Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights

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

    United Airlines operates around 12 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 $421, 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 9,002 reviews.

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

    American Airlines (7.2/10 from 11,042 reviews) operates around 6 flights from Sarasota to Chicago O'Hare Intl Airport in any given week. The average American Airlines airfare for this route is around $382, with deals from around $237 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
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
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
Fri 12/5
Fri 12/12
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago