Chicago

$61+ Cheap flights from Sarasota (SRQ) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — CHI
ene. 22 — ene. 291
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The best prices from Sarasota Bradenton Intl to Chicago are usually found in January or April, booked 45 days in advance, depart on a Thursday or Saturday and return on a Tuesday

Cheap flight deals from Sarasota to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Sarasota (SRQ) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$83
(Frontier)

One-way from

$61
(Trip.com)

Popular in

October

Cheapest in

January

Average price

$238
Provider with most accurate pricing for Sarasota Bradenton Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Sarasota Bradenton Intl-Chicago (CHI) flights.
From Sarasota Bradenton Intl to Chicago (CHI)
One-way flight from Sarasota Bradenton Intl to Chicago (CHI)
High demand for flights, 24% potential price rise
Best time to find cheap flights, 7% potential price drop
Average for round-trip flights in January 2025

Find flight deals from Sarasota to Chicago

Cheapest flights from Sarasota to Chicago
Explore the most affordable flight options available from Sarasota to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 17, 2025.

This Frontier deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/128:21 pmSRQ - ORD
Nonstop3h 13mFrontier
lun. 2/172:21 pmORD - SRQ
Nonstop2h 53mFrontier
Deal found 1/15$83
This Mytrip deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/62:12 pmSRQ - RFD
Nonstop2h 58mAllegiant Air
mar. 2/186:11 pmRFD - SRQ
Nonstop2h 41mAllegiant Air
Deal found 1/15$90
This Southwest deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/155:55 pmSRQ - MDW
Nonstop2h 50mSouthwest
sáb. 2/226:25 pmMDW - SRQ
Nonstop2h 40mSouthwest
Deal found 1/16$199
This Delta deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/261:40 pmSRQ - ORD
1 stop4h 45mDelta
sáb. 3/12:55 pmORD - SRQ
1 stop5h 17mDelta
Deal found 1/16$219
This Delta deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 2/166:13 amSRQ - MDW
1 stop4h 59mDelta
sáb. 2/2211:01 amMDW - SRQ
1 stop6h 25mDelta
Deal found 1/16$239
This CheapOair deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/198:21 pmSRQ - ORD
Nonstop3h 13mMultiple Airlines
dom. 2/237:00 amORD - SRQ
1 stop27h 28mMultiple Airlines
Deal found 1/16$243
This United Airlines deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/216:00 amSRQ - ORD
1 stop8h 11mUnited Airlines
lun. 2/242:14 pmORD - SRQ
1 stop8h 22mUnited Airlines
Deal found 1/16$259
This American Airlines deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/157:31 pmSRQ - ORD
1 stop5h 21mAmerican Airlines
sáb. 2/2211:40 amORD - SRQ
Nonstop2h 41mAmerican Airlines
Deal found 1/16$268
This Southwest deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/191:15 pmSRQ - ORD
1 stop10h 05mSouthwest
vie. 2/286:15 amORD - SRQ
1 stop10h 30mSouthwest
Deal found 1/16$297
This Mytrip deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/158:14 pmSRQ - RFD
2 stops25h 38mMultiple Airlines
sáb. 2/2212:00 pmRFD - SRQ
2 stops21h 55mMultiple Airlines
Deal found 1/16$733

Find flights from Sarasota to Chicago within your budget

Customize your flight search to find flights from Sarasota to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated enero 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

mié. 2/12

8:21 pm-10:34 pm

Nonstop3h 13m

Chicago O'Hare Intl

lun. 2/17

2:21 pm-6:14 pm

Nonstop2h 53m

$83

SarasotaChicago

SRQ - RFD

SRQRFD

Sarasota Bradenton Intl

jue. 2/6

2:12 pm-4:10 pm

Nonstop2h 58m

Chicago Greater Rockford

mar. 2/18

6:11 pm-9:52 pm

Nonstop2h 41m

$90

SarasotaChicago

SRQ - MDW

SRQMDW

Sarasota Bradenton Intl

sáb. 2/15

5:55 pm-7:45 pm

Nonstop2h 50m

Chicago Midway

sáb. 2/22

6:25 pm-10:05 pm

Nonstop2h 40m

$199

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

mié. 2/26

1:40 pm-5:25 pm

1 stop4h 45m

Chicago O'Hare Intl

sáb. 3/1

2:55 pm-9:12 pm

1 stop5h 17m

$219

SarasotaChicago

SRQ - MDW

SRQMDW

Sarasota Bradenton Intl

dom. 2/16

6:13 am-10:12 am

1 stop4h 59m

Chicago Midway

sáb. 2/22

11:01 am-6:26 pm

1 stop6h 25m

$239

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

mié. 2/19

8:21 pm-10:34 pm

Nonstop3h 13m

Chicago O'Hare Intl

dom. 2/23

7:00 am-11:28 am

1 stop27h 28m

$243

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

vie. 2/21

6:00 am-1:11 pm

1 stop8h 11m

Chicago O'Hare Intl

lun. 2/24

2:14 pm-11:36 pm

1 stop8h 22m

$259

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

sáb. 2/15

7:31 pm-11:52 pm

1 stop5h 21m

Chicago O'Hare Intl

sáb. 2/22

11:40 am-3:21 pm

Nonstop2h 41m

$268

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

mié. 2/19

1:15 pm-10:20 pm

1 stop10h 05m

Chicago O'Hare Intl

vie. 2/28

6:15 am-5:45 pm

1 stop10h 30m

$297

SarasotaChicago

SRQ - RFD

SRQRFD

Sarasota Bradenton Intl

sáb. 2/15

8:14 pm-8:52 pm

2 stops25h 38m

Chicago Greater Rockford

sáb. 2/22

12:00 pm-10:55 am

2 stops21h 55m

$733

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 24 results
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Compare providers for flights from Sarasota to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Sarasota to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Sarasota-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Sarasota-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Sarasota-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Sarasota-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Sarasota-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Sarasota to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Sarasota with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Sarasota to Chicago

Get recent, data-driven insights about flights from Sarasota to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Sarasota to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Sarasota to Chicago. Price data was last updated on January 10, 2025.

The price you pay for your flight from Sarasota to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 45 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Sarasota to Chicago?

Currently, August is the cheapest month in which you can book a flight from Sarasota to Chicago (average of $245). Flying from Sarasota to Chicago in March is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SRQ to CHI?

Find hourly flight availability from Sarasota to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 17, 2025.

It’s typically best to fly out from Sarasota to Chicago in the evening. Doing so could potentially save you 50% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Sarasota to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Sarasota to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Sarasota to Chicago flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Sarasota to Chicago

Explore weekly flight availability from Sarasota to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated enero 17, 2025.

The most flights from SRQ to CHI are scheduled on a Thursday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated enero 17, 2025.
Get a feel of what it's like to fly with Delta, United Airlines and American Airlines from Sarasota to Chicago by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,659 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

8.1
Very good
4,659 reviews
8.1
Very good
4,659 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

8.0
Very good
8,511 reviews
8.1
Very good
4,659 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

7.4
Good
3,199 reviews
8.1
Very good
4,659 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

7.4
Good
8,964 reviews
8.1
Very good
4,659 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

7.4
Good
801 reviews
8.1
Very good
4,659 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No tray tables for food or drink not convenient nor comfortable

Related info for your journey

Find useful and relevant information for your journey from Sarasota to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Sarasota to Chicago?

    For a flight from Sarasota to Chicago, you will be flying from Sarasota Bradenton Intl. Sarasota Bradenton Intl (SRQ) is just 4.3 mi from the center of the city. Sarasota Bradenton Intl is the only Sarasota airport and it handles 8 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Sarasota Bradenton Intl on a regular basis.

  • What are the cheapest airlines flying from Sarasota to Chicago round-trip?

    According to our current data, Frontier ($83), Allegiant Air ($90), and Southwest ($199) offers the cheapest pricing from Sarasota to Chicago. Frontier is 77% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Sarasota to Chicago one-way?

    The cheapest airlines for a one-way flight from Sarasota to Chicago are Frontier ($61), Allegiant Air ($66), and Southwest ($99).

  • What are the most popular routes from Sarasota to Chicago?

  • What are the most reliable airlines from Sarasota to Chicago?

    Before booking your flight to Chicago from Sarasota, check out the most reliable airlines to get you to your destination on time: Republic Airways (100%), SkyWest Airlines (92%), American Airlines( 92%).

  • What are the cheapest flights from Sarasota to Chicago?

    Looking at all options, your cheapest flight can be booked for $31. While the most popular route (Sarasota Bradenton Intl - Chicago O'Hare Intl) can be booked for $81 on average our data indicates $282 when flying from Sarasota to Chicago.

  • Can I find deals for flights from Sarasota to Chicago that include hotel bookings?

    Yes. In addition to deals on Sarasota to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Sarasota to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sarasota to Chicago.

  • Can I find deals for business class flights from Sarasota to Chicago?

    Yes. Cheapflights offers flight deals from Sarasota to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Sarasota to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Sarasota to Chicago (average of $245). Flying from Sarasota to Chicago in March is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Sarasota?

Book flights to Sarasota if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Sarasota to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Sarasota to Chicago

Discover the top 5 airlines that operate flights from Sarasota to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated enero 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$31Average$126FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$138Average$331FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$238Average$383FlexibilityNo cancel feeOn-time69%
DeltaCheapest$262Average$540FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$325Average$424FlexibilityNo cancel feeOn-time63%
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