$74 Cheap flight deals from Chicago (CHI) to Bradenton (PIE)

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

This Weekend's Flight Deals from Chicago to Bradenton

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Nov 21 - Tue, Dec 9
MDW
Midway Intl.
SRQ
Sarasota-Bradenton Intl.
$489 Roundtrip, found 6 days ago
$489
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Nov 21 from Midway Intl. to Sarasota-Bradenton Intl., returning Tue, Dec 9, priced at $489 found 6 days ago
Fri, Nov 21 - Mon, Nov 24
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$520 Roundtrip, found 3 days ago
$520
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Fri, Nov 21 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Mon, Nov 24, priced at $520 found 3 days ago
Sat, Nov 22 - Sat, Nov 29
RFD
Greater Rockford
SRQ
Sarasota-Bradenton Intl.
$818 Roundtrip, found 10 hours ago
$818
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Nov 22 from Greater Rockford to Sarasota-Bradenton Intl., returning Sat, Nov 29, priced at $818 found 10 hours ago

Airfares from $74 One Way, $211 Round Trip from Chicago to Bradenton

Prices starting at $211 for return flights and $74 for one-way flights to Bradenton were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Feb 23 - Fri, Feb 27
ORD
Chicago
SRQ
Sarasota
$211 Roundtrip, found 1 hour ago
$211
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Mon, Feb 23 from Chicago to Sarasota, returning Fri, Feb 27, priced at $211 found 1 hour ago
Mon, Dec 8 - Fri, Dec 12
ORD
Chicago
SRQ
Sarasota
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Dec 8 from Chicago to Sarasota, returning Fri, Dec 12, priced at $214 found 3 days ago
Mon, Jan 26 - Thu, Jan 29
ORD
Chicago
SRQ
Sarasota
$293 Roundtrip, found 3 days ago
$293
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Jan 26 from Chicago to Sarasota, returning Thu, Jan 29, priced at $293 found 3 days ago
Fri, Dec 19 - Wed, Dec 24
ORD
Chicago
SRQ
Sarasota
$304 Roundtrip, found 1 hour ago
$304
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Dec 19 from Chicago to Sarasota, returning Wed, Dec 24, priced at $304 found 1 hour ago
Wed, Dec 3 - Tue, Dec 16
ORD
Chicago
SRQ
Sarasota
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Dec 3 from Chicago to Sarasota, returning Tue, Dec 16, priced at $307 found 1 day ago

Bradenton economy flight packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Tampa Rocky Point Waterfront
4.0-star property

DoubleTree by Hilton Tampa Rocky Point Waterfront

16.4/10 Exceptional! (1,007 reviews)

Dec 30 - Jan 3

4 night stay

Chicago (CHI) to Sarasota (SRQ)

Frontier Airlines • Coach

Sarasota (SRQ) to Chicago (CHI)

Southwest Airlines • Coach
Price was $857, price is now $583 per person
$583
per person
found 1 day ago
The air in my room is not working properly. It is staying cool enough but only with the fan staying on continuously. The restaurant only had a few items on the menu because something was still broken and will be for about another month according to a restaurant staff member. My bathroom faucet is loose and wobbly. First and last time here Guy working the front desk this evening had horrible body odor. Don’t like to complain, but not a good look for a Hilton hotel

Reviewed on Jan 3, 2025

The Avalon Club
4.0-star property

The Avalon Club

9.4/10 Exceptional! (466 reviews)

Jan 1 - Jan 3

2 night stay

Chicago (CHI) to Tampa (TPA)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,139, price is now $781 per person
$781
per person
found 1 day ago
You can walk to different restaurants. The only bad thing is that the bed in the master bedroom was not in good condition and the metal base was broken. I had to move to another room within the same unit.

Reviewed on Aug 17, 2025

Ocean Club Treasure Island Hotel
4.0-star property

Ocean Club Treasure Island Hotel

19.2/10 Exceptional! (707 reviews)

Dec 26 - Dec 30

4 night stay

Chicago (CHI) to Tampa (TPA)

Frontier Airlines • Coach

Tampa (TPA) to Chicago (CHI)

Spirit Airlines • Coach
Price was $1,665, price is now $1,172 per person
$1,172
per person
found 1 day ago
Excellent beach view, pet friendly, right on the beach and see dolphins while making meals. Cleaning supplies are supplied for wash machines, dishwasher and hand washing sponge for pots and pans, broom and cleaning supplies also included for those sandy floors. Leo at front desk is great.

Reviewed on Oct 22, 2025

Don't see what you're looking for?
See all available trips from Chicago to Bradenton
View all trips

Bradenton first class flight packages

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel
3.0-star property

Kompose Boutique Hotel

18.4/10 Exceptional! (4,612 reviews)

Dec 25 - Jan 2

8 night stay

Chicago (ORD) to Tampa (TPA)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,825, price is now $1,502 per person
$1,502
per person
found 1 day ago
Persobell were veey helpful. Even though its very shortwalking distance from airport arrival to lobby, you never heard a plane.

Reviewed on Sep 29, 2025

Tropical Breeze Resort
3.0-star property

Tropical Breeze Resort

9/10 Wonderful! (1,007 reviews)

Dec 25 - Jan 2

8 night stay

Chicago (ORD) to Sarasota (SRQ)

American Airlines • Non-stop roundtrip • FirstClass
Price was $3,626, price is now $2,929 per person
$2,929
per person
found 1 day ago
Muy tranquilo el lugar y limpio,seria genial incluir un microwave

Reviewed on Sep 6, 2025

Carlisle Inn
3.5-star property

Carlisle Inn

10/10 Exceptional! (2,057 reviews)

Dec 25 - Jan 2

8 night stay

Chicago (ORD) to Tampa (TPA)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,171, price is now $1,814 per person
$1,814
per person
found 1 day ago
Great Hotel in Sarasota! Beautiful, clean, free cookies 4-8pm, Der Dutchman next door. Pool was great with hot tub. Big rooms, and close to the beaches and malls!

Reviewed on Nov 12, 2025

Don't see what you're looking for?
See all available trips from Chicago to Bradenton
View all trips

More About Flying To Bradenton from Chicago

Route Information for Flights from Chicago to Bradenton

Origin Airport IATA Code
CHI
Destination Airport IATA Code
PIE
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Bradenton

For guaranteed low prices on flights from Chicago to Bradenton, search no further than Orbitz. Planning the perfect trip is simple with Orbitz; our range of bargain holiday packages and cutting edge mobile tools makes it quick and easy.

Mobile Movers

Never miss out on bargain prices on Chicago to Bradenton flights with free mobile apps for Android and iPhone. On the road? Not a problem – just use m.orbitz.com in your mobile browser to book flights from Chicago to Bradenton or check the latest details of your flights.

All-in-One

With Orbitz’s Display Matrix, it is so easy to book your perfect vacation package. Just add in flights from Chicago to Bradenton, decide if you want hotels and car rental included and click the button! Orbitz’s Display Matrix clearly shows all the deals and great savings available, including extra discounts, such as free nights.

Cheap Flights Equals Extra Miles

Enjoy great deals on Chicago to Bradenton flights and rack up those air miles at the same time! With Orbitz you just add in your frequent flyer number when asked and your qualifying miles are instant. Store your number to your account profile and next time you book your miles will be automatically added.

Safeguard with our Low Price Guarantee

Feel confident when you book your Chicago to Bradenton flights, a great hotel or a full vacation package that you are getting the best deal around. Orbitz’s low price guarantee assures you of peace of mind.

More Destinations

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.