Cheap Flight Tickets from Sarasota/Bradenton (SRQ) to Chicago (MDW), Starting at $489

Good to Know: Cheapest and Fastest SRQ - MDW Flights

Useful information for finding best airline tickets from Sarasota Bradenton International to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$499

WN Southwest Airlines • nonstop • 4h

Sep 01 – Sep 04

The cheapest round trip flight from Sarasota/Bradenton to Chicago (SRQ-MDW-SRQ) is currently $499

🔍 Search Flights

Cheapest Direct Flight

$489

WN Southwest Airlines • nonstop • 4h

Sep 01

The cheapest nonstop flight from Sarasota/Bradenton to Chicago (SRQ-MDW) is currently $489

🔍 Search Flights

Fastest Flight

4h

The fastest nonstop flight from Sarasota/Bradenton to Chicago (SRQ-MDW) takes 4h

Top Airlines Flying from Sarasota/Bradenton to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Latest Flight Deals from Sarasota/Bradenton (SRQ) to Chicago (MDW)

Compare and book low fare round-trip air tickets from Sarasota/Bradenton to Chicago. Ideal for travelers with confirmed return itineraries.

Sep 01 - Sep 04, Economy
WN
Sarasota/Bradenton → Chicago
4h
5:55 PM - 7:35 PM • nonstop
WN
Sarasota/Bradenton → Chicago
16h 50m
10:30 AM - 9:40 PM • 1 stop
$499
Southwest Airlines
Sep 01 - Sep 04, Economy
WN
Sarasota/Bradenton → Chicago
17h 30m
12:30 PM - 10:20 PM • 1 stop
WN
Sarasota/Bradenton → Chicago
3h 55m
12:20 PM - 3:55 PM • nonstop
$499
Southwest Airlines
Sep 01 - Sep 04, Economy
WN
Sarasota/Bradenton → Chicago
18h 45m
7:15 AM - 5:40 PM • 1 stop
WN
Sarasota/Bradenton → Chicago
3h 55m
12:20 PM - 3:55 PM • nonstop
$499
Southwest Airlines
Sep 01 - Sep 04, Economy
WN
Sarasota/Bradenton → Chicago
13h 50m
7:15 AM - 2:45 PM • 1 stop
WN
Sarasota/Bradenton → Chicago
8h 50m
10:30 AM - 5:00 PM • 1 stop
$508
Southwest Airlines
Sep 01 - Sep 04, Economy
WN
Sarasota/Bradenton → Chicago
15h 35m
7:15 AM - 3:50 PM • 2 stops
WN
Sarasota/Bradenton → Chicago
3h 55m
12:20 PM - 3:55 PM • nonstop
$508
Southwest Airlines
Sep 01 - Sep 04, Economy
WN
Sarasota/Bradenton → Chicago
8h 45m
12:30 PM - 4:55 PM • 1 stop
WN
Sarasota/Bradenton → Chicago
8h 45m
10:10 AM - 4:35 PM • 2 stops
$514
Southwest Airlines

Fly from Sarasota/Bradenton to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Sarasota/Bradenton to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Sarasota/Bradenton to Chicago Flights

What are the airports in Sarasota/Bradenton?
SRQ
What’s the most popular airline flying from SRQ to MDW?
The most popular airline flying from Sarasota/Bradenton to Chicago are
Can I fly from SRQ to MDW non-stop?
Yes, you can fly SRQ to MDW non-stop on
Which airlines fly nonstop between Sarasota/Bradenton and Chicago?
The non-stop flights between Sarasota/Bradenton and Chicago are .
What’s the earliest departure time from SRQ to MDW Airport?
The earliest flight leaves SRQ at 7:15 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Sarasota/Bradenton to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from SRQ to MDW?
Read the fare rules of the Sarasota/Bradenton to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Sarasota/Bradenton and Chicago?
operate flights between Sarasota/Bradenton and Chicago
How long does a flight from Sarasota/Bradenton to Chicago take?
It takes approximately 3 hour to fly non-stop from SRQ to MDW, which is 1034.73 miles by air.
Which airlines provide the cheapest flights from Sarasota/Bradenton (SRQ) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from SRQ were found on WN : USD 508
Do I need a passport to fly between SRQ and MDW?
No
What’s the latest departure time from SRQ to MDW ?
The last flight leaves SRQ at 5:55 pm

Sarasota/Bradenton (SRQ) to Chicago (MDW): Airport Information

Origin Airport Sarasota Bradenton International , Sarasota/Bradenton, US
Destination Airport Chicago Midway International , Chicago, US
Distance 1035 miles

More Flight Options for Sarasota/Bradenton (SRQ) and Chicago (MDW)

Why Fareleaders for SRQ to MDW Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Sarasota/Bradenton to Chicago flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on SRQ to MDW flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Sarasota/Bradenton to Chicago flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Sarasota/Bradenton (SRQ) to Chicago (MDW)
Terms and Conditions*