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

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from MDW to SRQ starting at $109 One Way, $258 Round Trip

Prices starting at $258 for return flights and $109 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.

Thu, Jun 4 - Wed, Jun 10
MDW
Chicago
SRQ
Sarasota
$258 Roundtrip, found 4 days ago
$258
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Jun 4 from Chicago to Sarasota, returning Wed, Jun 10, priced at $258 found 4 days ago
Thu, Jun 4 - Wed, Jun 10
MDW
Chicago
SRQ
Sarasota
$284 Roundtrip, found 4 days ago
$284
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Jun 4 from Chicago to Sarasota, returning Wed, Jun 10, priced at $284 found 4 days ago
Thu, Jun 4 - Wed, Jun 10
MDW
Chicago
SRQ
Sarasota
$284 Roundtrip, found 4 days ago
$284
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Jun 4 from Chicago to Sarasota, returning Wed, Jun 10, priced at $284 found 4 days ago
Thu, Jun 4 - Wed, Jun 10
MDW
Chicago
SRQ
Sarasota
$294 Roundtrip, found 4 days ago
$294
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Jun 4 from Chicago to Sarasota, returning Wed, Jun 10, priced at $294 found 4 days ago
Wed, Jul 1 - Wed, Jul 8
MDW
Chicago
SRQ
Sarasota
$296 Roundtrip, found 1 day ago
$296
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Jul 1 from Chicago to Sarasota, returning Wed, Jul 8, priced at $296 found 1 day 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
$101 nightly
The price is $114 total per night from May 5 to May 6
$114 total
May 5 - May 6
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! (5,281 reviews)
Second time staying at Kompose Hotel and it’s just as good as the first—clean, modern, and super comfortable. Friendly staff, great amenities, and perfect location. Definitely coming back again!

Reviewed on May 4, 2026

Kompose Boutique Hotel
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
$75 nightly
The price is $85 total per night from May 10 to May 11
$85 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (2,448 reviews)
Staff was great, Not a great experience with Manager. Room 208 suppose to be PREMIUM, to me it was by far the worse I ever stayed anywhere. YES it was spacious, that is it! Beds were horrible, old and worn out. You sunk in when you sat on the edge and when you slept, you started to roll to the sides. ...

Reviewed on May 4, 2026

Golden Host Resort - Sarasota
Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

3 out of 5
950 University Parkway Sarasota FL
$135 nightly
The price is $153 total per night from May 10 to May 11
$153 total
May 10 - May 11
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 ...
9.2/10 Wonderful! (1,069 reviews)
The room was very nice, spacious and clean. The staff was very friendly- always helpful when needed. The breakfast was hot with a wide variety of options. Very pleased with our stay.

Reviewed on May 3, 2026

Hyatt Place Sarasota/Bradenton Airport
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

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
$75 nightly
The price is $85 total per night from May 10 to May 11
$85 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (2,448 reviews)
Staff was great, Not a great experience with Manager. Room 208 suppose to be PREMIUM, to me it was by far the worse I ever stayed anywhere. YES it was spacious, that is it! Beds were horrible, old and worn out. You sunk in when you sat on the edge and when you slept, you started to roll to the sides. ...

Reviewed on May 4, 2026

Golden Host Resort - Sarasota
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
$101 nightly
The price is $114 total per night from May 5 to May 6
$114 total
May 5 - May 6
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! (5,281 reviews)
Second time staying at Kompose Hotel and it’s just as good as the first—clean, modern, and super comfortable. Friendly staff, great amenities, and perfect location. Definitely coming back again!

Reviewed on May 4, 2026

Kompose Boutique Hotel
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl Sarasota FL
$123 nightly
The price is $139 total per night from May 7 to May 8
$139 total
May 7 - May 8
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 pool and the helpful staff ...
8.4/10 Very Good! (2,061 reviews)
Bartender at the pool , Lisa, was fantastic. The rooms are clean. Location is great for walking to stuff. The offer a beach van to drop you at the beach which was great.

Reviewed on May 3, 2026

Spark by Hilton Sarasota Siesta Key Gateway
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
$99 nightly
The price is $112 total per night from May 17 to May 18
$112 total
May 17 - May 18
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 ...
8.8/10 Excellent! (1,617 reviews)
Very disappointing stay not worth the money: Broken TV on arrival, incomplete bathroom cleaning left towels laying on the toilet & floor and not replaced, overpriced $20pp for a mediocre breakfast which was advertised as included then staff unwilling/uninterested to help make remedy situation, noisy ...

Reviewed on May 3, 2026

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
$101 nightly
The price is $114 total per night from May 25 to May 26
$114 total
May 25 - May 26
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 ...
8.6/10 Excellent! (704 reviews)
Food is pretty subpar. For the price of the hotel, can’t really complain.

Reviewed on May 4, 2026

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
$110 nightly
The price is $124 total per night from May 26 to May 27
$124 total
May 26 - May 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 breakfast and the helpful staff ...
8.8/10 Excellent! (1,000 reviews)
All good

Reviewed on Apr 22, 2026

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
$72 nightly
The price is $82 total per night from May 5 to May 6
$82 total
May 5 - May 6
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 ...
7.6/10 Good! (1,004 reviews)
All perfect every time we going there is all close

Reviewed on May 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
$72 nightly
The price is $82 total per night from May 6 to May 7
$82 total
May 6 - May 7
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 ...
6.6/10 (1,009 reviews)
The room was okay. The staff were very friendly and helpful. The only complaint I have is that I had to go buy raid to defend myself from the roaches. I had to spray every day to keep them away. The bed was comfortable and room was neat, but them roaches kept appearing every day and night.

Reviewed on Apr 30, 2026

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
$69 nightly
The price is $78 total per night from May 5 to May 6
$78 total
May 5 - May 6
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 ...
6.6/10 (605 reviews)
handi capped room floors need to be cleaned, slippery,, Manager is good guy takes care of the customers,

Reviewed on May 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 University ...
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
$209 nightly
The price is $236 total per night from May 25 to May 26
$236 total
May 25 - May 26
Total with taxes and fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
9.4/10 Exceptional! (5,464 reviews)

Families like: Outdoor pool, kitchenette, close to beach, bicycle rentals

Travelers say...
Clean hotel with easy parking and great facilities. There were numerous areas to sit and grill, and rooms have a full kitchen as well. The property has two pools—one of them is brand new and absolutely gorgeous, with a true oasis feel. There’s also a walking path on-site that leads to a private beach, ...

Reviewed on May 3, 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.

More to Explore