$48 Cheap flight deals from Tampa (TPA) to Winchester (LEX)

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This Weekend's Flight Deals from Tampa to Winchester

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.

Sun, Aug 23 - Thu, Aug 27
PIE
St. Petersburg-Clearwater Intl.
LEX
Blue Grass
$355 Roundtrip, found 12 hours ago
$355
Roundtrip
found 12 hours ago
Select Allegiant Air flight, departing Sun, Aug 23 from St. Petersburg-Clearwater Intl. to Blue Grass, returning Thu, Aug 27, priced at $355 found 12 hours ago
Sun, Aug 23 - Thu, Aug 27
PIE
St. Petersburg-Clearwater Intl.
LEX
Blue Grass
$355 Roundtrip, found 12 hours ago
$355
Roundtrip
found 12 hours ago
Select Allegiant Air flight, departing Sun, Aug 23 from St. Petersburg-Clearwater Intl. to Blue Grass, returning Thu, Aug 27, priced at $355 found 12 hours ago

Airfares from $48 One Way, $84 Round Trip from Tampa to Winchester

Prices starting at $84 for return flights and $48 for one-way flights to Winchester 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, Oct 5 - Mon, Oct 12
SRQ
Sarasota
LEX
Lexington
$84 Roundtrip, found 4 days ago
$84
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Mon, Oct 5 from Sarasota to Lexington, returning Mon, Oct 12, priced at $84 found 4 days ago
Fri, Oct 2 - Mon, Oct 5
SRQ
Sarasota
LEX
Lexington
$87 Roundtrip, found 2 days ago
$87
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Fri, Oct 2 from Sarasota to Lexington, returning Mon, Oct 5, priced at $87 found 2 days ago
Thu, Nov 5 - Sun, Nov 8
PIE
St. Petersburg
LEX
Lexington
$112 Roundtrip, found 4 days ago
$112
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Thu, Nov 5 from St. Petersburg to Lexington, returning Sun, Nov 8, priced at $112 found 4 days ago
Thu, Jan 21 - Sun, Jan 24
PIE
St. Petersburg
LEX
Lexington
$116 Roundtrip, found 5 days ago
$116
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Thu, Jan 21 from St. Petersburg to Lexington, returning Sun, Jan 24, priced at $116 found 5 days ago
Thu, Nov 5 - Sun, Nov 8
PIE
St. Petersburg
LEX
Lexington
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Thu, Nov 5 from St. Petersburg to Lexington, returning Sun, Nov 8, priced at $125 found 3 days ago

Winchester economy flight packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Frankfort
2.5-star property

Days Inn by Wyndham Frankfort

5.4/10 (790 reviews)

Sep 17 - Sep 21

4 night stay

Orlando (MCO) to Lexington (LEX)

American Airlines • Non-stop roundtrip • Coach
Price was $460, price is now $413 per person
$413
per person
found 1 day ago
They don't clean room daily. I had nice clean room at #118 room. But there was a loose tile on the floor by bathroom door. I told manager about it. The maid told me that someone will come and fix it. But manager decided to move me from #118 room to #120 room. It is better. Then saw dirty and bugs on the floor. I called maid. She came and swept it for about 5- 10 minutes then leave. She didn't mop it. Next day I asked manager for room cleaning. He said they don't clean room every day and if I want it cleaning . They will charge me extra for daily room cleaning. Also windows looks dirty and cloudy.

Reviewed on Aug 16, 2026

The Ashbrook Hotel
3.5-star property

The Ashbrook Hotel

9.2/10 Wonderful! (57 reviews)

Sep 16 - Sep 20

4 night stay

Orlando (MCO) to Lexington (LEX)

United • Non-stop roundtrip • Coach
Price was $909, price is now $804 per person
$804
per person
found 1 day ago
Our room was great, awesome bathroom! Our only complaint was that one of the beds was missing a sheet and our room was out of soap. The staff was very friendly and helpful. Easy check-in and out, easy access to the hotel.

Reviewed on Aug 10, 2026

The Sire Hotel Lexington, Tapestry Collection by Hilton
3.5-star property

The Sire Hotel Lexington, Tapestry Collection by Hilton

9.4/10 Exceptional! (896 reviews)

Sep 23 - Sep 26

3 night stay

Orlando (MCO) to Lexington (LEX)

United • Non-stop roundtrip • Coach
Price was $1,042, price is now $957 per person
$957
per person
found 1 hour ago
So well located to downtown Lexington, The Sire was very walkable. My other favorite parts of this hotel were that it had all the amenities I needed and it was charming, both in architecture and design.

Reviewed on Aug 13, 2026

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More About Flying To Winchester from Tampa

Route Information for Flights from Tampa to Winchester

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

Tampa to Winchester

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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.