Cheap flights from MDW to SRQ (Midway Intl. to Sarasota-Bradenton Intl.)

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Cheap Flights from MDW to SRQ starting at $159 One Way, $317 Round Trip

Prices starting at $317 for return flights and $159 for one-way flights to Sarasota-Bradenton Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Feb 3 - Wed, Feb 10
MDW
Chicago
SRQ
Sarasota
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Feb 3 from Chicago to Sarasota, returning Wed, Feb 10, priced at $317 found 1 day ago
Wed, Feb 17 - Wed, Feb 24
MDW
Chicago
SRQ
Sarasota
$327 Roundtrip, found 17 hours ago
$327
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Wed, Feb 17 from Chicago to Sarasota, returning Wed, Feb 24, priced at $327 found 17 hours ago
Wed, Feb 17 - Wed, Feb 24
MDW
Chicago
SRQ
Sarasota
$332 Roundtrip, found 17 hours ago
$332
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Wed, Feb 17 from Chicago to Sarasota, returning Wed, Feb 24, priced at $332 found 17 hours ago
Thu, Dec 24 - Wed, Dec 30
MDW
Chicago
SRQ
Sarasota
$333 Roundtrip, found 11 hours ago
$333
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Thu, Dec 24 from Chicago to Sarasota, returning Wed, Dec 30, priced at $333 found 11 hours ago
Wed, Feb 17 - Wed, Feb 24
MDW
Chicago
SRQ
Sarasota
$337 Roundtrip, found 17 hours ago
$337
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Feb 17 from Chicago to Sarasota, returning Wed, Feb 24, priced at $337 found 17 hours ago

Hotel Ideas near Sarasota-Bradenton Intl.

Airport Hotels near Sarasota-Bradenton Intl.

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
$69 nightly
The price is $78 total per night from Dec 7 to Dec 8
$78 total
Dec 7 - Dec 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (6,232 reviews)
"Great breakfast buffet! Great amenities!"

Reviewed on Nov 6, 2026

Kompose Boutique Hotel
Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

3 out of 5
950 University Parkway Sarasota FL
$121 nightly
The price is $136 total per night from Nov 9 to Nov 10
$136 total
Nov 9 - Nov 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,363 reviews)
"Staff were great. Roms were spacious and well stocked. Floors sticky. Bathroom clean and bed was great. Would stay again."

Reviewed on Nov 6, 2026

Hyatt Place Sarasota/Bradenton Airport
Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

2.5 out of 5
975 University Pkwy Sarasota FL
$93 nightly
The price is $106 total per night from Nov 29 to Nov 30
$106 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Hampton Inn & Suites Sarasota/Bradenton-Airport, FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Sarasota

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
$69 nightly
The price is $78 total per night from Dec 7 to Dec 8
$78 total
Dec 7 - Dec 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (6,232 reviews)
"Great breakfast buffet! Great amenities!"

Reviewed on Nov 6, 2026

Kompose Boutique Hotel
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive Sarasota FL
$231 nightly
The price is $261 total per night from Nov 22 to Nov 23
$261 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our ...
The Westin Sarasota
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
$150 nightly
The price is $170 total per night from Dec 7 to Dec 8
$170 total
Dec 7 - Dec 8
Total with taxes and fees
Stay at this hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
10/10 Exceptional! (2,472 reviews)
"Great stay"

Reviewed on Nov 5, 2026

Carlisle Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Sarasota Hotels With Airport Transportation

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
8009 15th Street E Sarasota FL
$118 nightly
The price is $134 total per night from Nov 29 to Nov 30
$134 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
DoubleTree by Hilton Sarasota Bradenton Airport
Courtyard by Marriott Sarasota Bradenton Airport

Courtyard by Marriott Sarasota Bradenton Airport

3 out of 5
850 University Pkwy Sarasota FL
$103 nightly
The price is $116 total per night from Nov 29 to Nov 30
$116 total
Nov 29 - Nov 30
Total with taxes and fees
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
Courtyard by Marriott Sarasota Bradenton Airport
Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

2.5 out of 5
975 University Pkwy Sarasota FL
$93 nightly
The price is $106 total per night from Nov 29 to Nov 30
$106 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Hampton Inn & Suites Sarasota/Bradenton-Airport, FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Sarasota Hotels

Island Sun Inn & Suites - Historic Venice & Beach Getaway

Island Sun Inn & Suites - Historic Venice & Beach Getaway

2 out of 5
625 Tamiami Trail S Venice FL
$63 nightly
The price is $71 total per night from Nov 8 to Nov 9
$71 total
Nov 8 - Nov 9
Total with taxes and fees
Stay at this motel in Venice. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
7.8/10 Good! (1,000 reviews)
"Motel is older but was very clean & comfortable. Very close to grocery store, restaurants, and the beach. Room included a microwave, mini fridge, & sm dining table. Parking is right outside your door. Would use again."

Reviewed on Nov 3, 2026

Island Sun Inn & Suites - Historic Venice & Beach Getaway
Quality Inn Sarasota North Near Lido Key Beach

Quality Inn Sarasota North Near Lido Key Beach

2.5 out of 5
4800 N Tamiami Trl Sarasota FL
$55 nightly
The price is $62 total per night from Nov 26 to Nov 27
$62 total
Nov 26 - Nov 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Quality Inn Sarasota North Near Lido Key Beach
Motel 6 Bradenton, FL

Motel 6 Bradenton, FL

2 out of 5
660 67th Street Cir E Bradenton FL
$60 nightly
The price is $67 total per night from Nov 9 to Nov 10
$67 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this motel in Bradenton. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions The Links at Greenfield Plantation and Waterlefe ...
6.8/10 (730 reviews)
"Front desk service"

Reviewed on Nov 4, 2026

Motel 6 Bradenton, FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Sarasota

House For Big Family and a group of Friends .

House For Big Family and a group of Friends .

Sarasota FL
Stay at this vacation home in Sarasota. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Mall at University Town Center and Mote Science ...
9.2/10 Wonderful! (139 reviews)
Dated and not very clean
"This property is in need of some real TLC. Only supplies were partial roles of paper towel and TP. Nothing else. No wash clothes. Basic items you normally find in most VRBOs missing. Needs cleaned and remodeled big time. Bed sheets were old and did not fit. Won’t stay here again."

Reviewed on Apr 8, 2024

Get rates
House For Big Family and a group of Friends .
Sandcastle Resort at Lido Beach

Sandcastle Resort at Lido Beach

3 out of 5
1540 Ben Franklin Drive Sarasota FL
Book a stay at this beach hotel in Sarasota. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Get rates
Sandcastle Resort at Lido Beach
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
$178 nightly
The price is $201 total per night from Dec 6 to Dec 7
$201 total
Dec 6 - Dec 7
Total with taxes and fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9.4/10 Exceptional! (6,040 reviews)

Families like: Outdoor pools, kitchenette, close to beach, bicycle rentals nearby

Travelers say...
"Had a fantastic time, sure we will be back!"

Reviewed on Nov 6, 2026

Tropical Beach Resorts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

MDW to SRQ Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago
SRQ Address & GPS
Address:
6000 Airport Circle
Sarasota FL, 34243
United States
IATA Code:
SRQ
Longitude:
-82.553282
Latitude:
27.38748
Time Zone:
America/New_York

Frequently asked questions

Are there non-stop flights from Chicago Airport to SRQ Airport?
Whether you're jetting off on a big world adventure or traveling for work-related purposes, a nonstop flight is the best way to go. With Southwest Airlines you can get from Chicago Airport to SRQ in one easy trip.
What is the shortest flight from Chicago Airport to Sarasota-Bradenton Intl. Airport (SRQ)?
From Chicago, the eclectic sights and sounds of Sarasota are around 3 hours and 57 minutes away. Choose your favorite seat, or maybe even one with a bit more legroom, and fly to your destination in comfort.
How many hours flight from MDW to SRQ Airport?
From MDW to Sarasota-Bradenton Intl. Airport (SRQ), you'll be in the sky for an average of 4 hours and 2 minutes. Get cozy, order a wine and put on your noise-canceling earphones. It's time for a binge-watching session.
What airlines have the most flights from Chicago Airport to Sarasota-Bradenton Intl. Airport (SRQ)?
Southwest Airlines is your ticket to an exciting vacation. This popular carrier has 67 flights each month from Chicago to Sarasota.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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