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Tallahassee

$352+ Cheap flights from Chesapeake, VA to Tallahassee (TLH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — TLH
ago. 7 — ago. 141
jue. 8/7
jue. 8/14
1 adult, Economy
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Cheap flight deals from Chesapeake to Tallahassee

Keep the following information in mind while searching for Chesapeake to Tallahassee flight deals. Data was last updated agosto 2, 2025.

Round-trip from

$352
(American Airlines)

Popular in

November

Cheapest in

August

Average price

$393
From Chesapeake to Tallahassee
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($70 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
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Find flight deals from Chesapeake to Tallahassee

Cheapest flights from Chesapeake to Tallahassee
Explore the most affordable flight options available from Chesapeake to Tallahassee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 2, 2025.

This American Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/275:13 pmORF - TLH
1 stop4h 24mAmerican Airlines
mié. 9/37:23 amTLH - ORF
1 stop6h 19mAmerican Airlines
Deal found 8/1$352
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/44:35 pmORF - TLH
1 stop4h 12mDelta
mié. 8/65:39 amTLH - ORF
1 stop3h 23mDelta
Deal found 7/30$473

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Tallahassee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated agosto 2, 2025.
Use the filters below to find and compare flights from Chesapeake to Tallahassee that are best for you.

Fly from

Chesapeake

Fly to

Tallahassee

Route

Depart

Return

Price

NorfolkTallahassee

ORF - TLH

ORFTLH

Norfolk

mié. 8/27

5:13 pm-9:37 pm

1 stop4h 24m

Tallahassee

mié. 9/3

7:23 am-1:42 pm

1 stop6h 19m

$352

NorfolkTallahassee

ORF - TLH

ORFTLH

Norfolk

sáb. 8/16

5:30 am-9:22 am

1 stop3h 52m

Tallahassee

mié. 8/20

10:18 am-2:35 pm

1 stop4h 17m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/1

Best time to book a flight from Chesapeake to Tallahassee

Have a flexible travel schedule? Discover the best time to fly to Tallahassee from Chesapeake with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chesapeake to Tallahassee

What is the cheapest month to book a flight from Chesapeake to Tallahassee?

Currently, August is the cheapest month in which you can book a flight from Chesapeake to Tallahassee (average of $401). Flying from Chesapeake to Tallahassee in December is currently the most expensive (average of $551). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from C6E to TLH?

Find hourly flight availability from Chesapeake to Tallahassee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 2, 2025.

When flying from Chesapeake to Tallahassee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from Chesapeake to Tallahassee?

Reviews of airlines servicing Tallahassee

Get insights into the airlines that provide service to Tallahassee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Tallahassee. Reviews last updated agosto 2, 2025.
Peruse reviews from past customers who have flown with Delta and American Airlines from Chesapeake to Tallahassee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,983 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,983 reviews
Delta
8.0
Very good
7,983 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,983 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Tallahassee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Tallahassee from Chesapeake?

    For a flight from Chesapeake to Tallahassee, you will be flying into Tallahassee. Tallahassee (TLH) is just 5.0 mi from the center of the city. Tallahassee is the only Tallahassee airport and it handles 0 inbound flights from Chesapeake per day. 2 airlines have flights to Tallahassee from Chesapeake on a regular basis.

  • Can I find deals for flights from Chesapeake to Tallahassee that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Tallahassee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Tallahassee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Tallahassee.

  • Can I find deals for business class flights from Chesapeake to Tallahassee?

    Yes. Cheapflights offers flight deals from Chesapeake to Tallahassee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chesapeake to Tallahassee?

    Currently, August is the cheapest month in which you can book a flight from Chesapeake to Tallahassee (average of $401). Flying from Chesapeake to Tallahassee in December is currently the most expensive (average of $551). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Tallahassee?

Book flights to Tallahassee if you plan to visit one of these locations
Thomasville
Midway

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Top 2 airlines flying from Chesapeake to Tallahassee

Discover the top 2 airlines that operate flights from Chesapeake to Tallahassee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated agosto 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$326Average$520FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$336Average$503FlexibilityNo cancel feeOn-time71%

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