$44 Cheap flight deals from Chicago (CHI) to Brandon (TPA)

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This Weekend's Flight Deals from Chicago to Brandon

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.

Sat, Mar 28 - Mon, Apr 13
ORD
O'Hare Intl.
TPA
Tampa Intl.
$245 Roundtrip, found 4 hours ago
$245
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Mar 28 from O'Hare Intl. to Tampa Intl., returning Mon, Apr 13, priced at $245 found 4 hours ago
Sun, Mar 29 - Wed, Apr 1
MDW
Midway Intl.
TPA
Tampa Intl.
$298 Roundtrip, found 13 hours ago
$298
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sun, Mar 29 from Midway Intl. to Tampa Intl., returning Wed, Apr 1, priced at $298 found 13 hours ago
Fri, Mar 27 - Mon, Mar 30
RFD
Greater Rockford
TPA
Tampa Intl.
$712 Roundtrip, found 5 days ago
$712
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Mar 27 from Greater Rockford to Tampa Intl., returning Mon, Mar 30, priced at $712 found 5 days ago

Airfares from $44 One Way, $89 Round Trip from Chicago to Brandon

Prices starting at $89 for return flights and $44 for one-way flights to Brandon 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, Apr 27 - Fri, May 1
ORD
Chicago
TPA
Tampa
$89 Roundtrip, found 1 hour ago
$89
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Apr 27 from Chicago to Tampa, returning Fri, May 1, priced at $89 found 1 hour ago
Mon, Apr 13 - Tue, Apr 28
ORD
Chicago
TPA
Tampa
$110 Roundtrip, found 3 hours ago
$110
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Mon, Apr 13 from Chicago to Tampa, returning Tue, Apr 28, priced at $110 found 3 hours ago
Sat, Apr 25 - Tue, Apr 28
MDW
Chicago
TPA
Tampa
$144 Roundtrip, found 3 hours ago
$144
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Apr 25 from Chicago to Tampa, returning Tue, Apr 28, priced at $144 found 3 hours ago
Wed, Apr 15 - Thu, Apr 30
ORD
Chicago
TPA
Tampa
$197 Roundtrip, found 3 hours ago
$197
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Apr 15 from Chicago to Tampa, returning Thu, Apr 30, priced at $197 found 3 hours ago
Wed, Apr 15 - Thu, Apr 30
ORD
Chicago
TPA
Tampa
$197 Roundtrip, found 3 hours ago
$197
Roundtrip
found 3 hours ago
Select United flight, departing Wed, Apr 15 from Chicago to Tampa, returning Thu, Apr 30, priced at $197 found 3 hours ago

Brandon economy flight packages

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
2.0-star property

Mar Bay Motel &Suites

8.6/10 Excellent! (68 reviews)

Apr 29 - May 4

5 night stay

Chicago (CHI) to Tampa (TPA)

Southwest Airlines • Coach

Tampa (TPA) to Chicago (CHI)

Frontier Airlines • Coach
Save 100% on your flight
Price was $774, price is now $474 per person
$474
per person
found 1 day ago
Kompose Boutique Hotel
3.0-star property

Kompose Boutique Hotel

9.2/10 Wonderful! (5,126 reviews)

May 7 - May 11

4 night stay

Chicago (CHI) to Tampa (TPA)

Southwest Airlines • Coach

Tampa (TPA) to Chicago (CHI)

American Airlines • Coach
Save 100% on your flight
Price was $989, price is now $662 per person
$662
per person
found 1 day ago
Housekeeping everyday should be included The QR check in is annoying A/C makes noice and seems it was working but the room did not change temperature Room smelled muggy

Reviewed on Dec 15, 2025

voco Sarasota by IHG
3.5-star property

voco Sarasota by IHG

9/10 Wonderful! (1,012 reviews)

May 7 - May 11

4 night stay

Chicago (CHI) to Tampa (TPA)

Southwest Airlines • Coach

Tampa (TPA) to Chicago (CHI)

American Airlines • Coach
Price was $860, price is now $576 per person
$576
per person
found 1 day ago
Hotel was great. They are close to restaurants and have a shuttle that will take you places like St Armand’s Circle. They also have beach towels, chairs and umbrellas that you can use at the beach. We would stay at hotel again for sure.

Reviewed on Jun 30, 2024

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More About Flying To Brandon from Chicago

Route Information for Flights from Chicago to Brandon

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

Chicago to Brandon

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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.