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Tallahassee

$447+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — TLH
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 11/136:35 amORF - TLH
1 stop4h 59mDelta
Mon 11/177:08 pmTLH - ORF
1 stop4h 02mDelta
Deal found 10/29$447
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/133:52 pmORF - TLH
1 stop6h 52mAmerican Airlines
Mon 11/174:01 pmTLH - ORF
2 stops6h 51mAmerican Airlines
Deal found 10/30$452
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 11/1210:24 amORF - TLH
1 stop3h 36mDelta
Sun 11/167:08 pmTLH - ORF
1 stop5h 05mDelta
Deal found 10/28$493
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 11/146:35 amORF - TLH
1 stop4h 59mDelta
Sun 11/167:08 pmTLH - ORF
1 stop5h 05mDelta
Deal found 10/29$513
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 11/286:00 amORF - TLH
2 stops7h 28mAmerican Airlines
Fri 12/56:05 amTLH - ORF
1 stop3h 41mAmerican Airlines
Deal found 10/29$586
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/123:15 pmORF - TLH
2 stops8h 17mAmerican Airlines
Sun 11/166:13 amTLH - ORF
1 stop6h 15mAmerican Airlines
Deal found 10/28$621
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 11/1910:24 amORF - TLH
1 stop5h 55mDelta
Thu 11/205:35 amTLH - ORF
1 stop3h 44mDelta
Deal found 10/28$637
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/193:15 pmORF - TLH
2 stops8h 17mAmerican Airlines
Thu 11/206:13 amTLH - ORF
1 stop6h 15mAmerican Airlines
Deal found 10/28$642

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$373
(Delta)

Popular in

March

Cheapest in

August

Average price

$398
Provider with most accurate pricing for Norfolk-Tallahassee flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Tallahassee flights.
Search Deals
From Chesapeake to Tallahassee
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 30, 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

Thu 11/13

6:35 am-11:34 am

1 stop4h 59m

Tallahassee

Mon 11/17

7:08 pm-11:10 pm

1 stop4h 02m

$447

NorfolkTallahassee

ORF - TLH

ORFTLH

Norfolk

Thu 11/13

8:03 am-3:31 pm

2 stops7h 28m

Tallahassee

Mon 11/17

7:09 pm-11:17 pm

1 stop4h 08m

$452

NorfolkTallahassee

ORF - TLH

ORFTLH

Norfolk

Fri 11/14

6:35 am-11:34 am

1 stop4h 59m

Tallahassee

Sun 11/16

7:08 pm-12:13 am

1 stop5h 05m

$513

NorfolkTallahassee

ORF - TLH

ORFTLH

Norfolk

Fri 11/28

6:00 am-1:28 pm

2 stops7h 28m

Tallahassee

Fri 12/5

6:05 am-9:46 am

1 stop3h 41m

$586

NorfolkTallahassee

ORF - TLH

ORFTLH

Norfolk

Wed 11/12

3:15 pm-11:32 pm

2 stops8h 17m

Tallahassee

Sun 11/16

6:13 am-12:28 pm

1 stop6h 15m

$621

NorfolkTallahassee

ORF - TLH

ORFTLH

Norfolk

Wed 11/19

7:29 pm-11:32 pm

1 stop4h 03m

Tallahassee

Thu 11/20

6:13 am-12:28 pm

1 stop6h 15m

$637

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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, December is the cheapest month in which you can book a flight from Chesapeake to Tallahassee (average of $178). Flying from Chesapeake to Tallahassee in March is currently the most expensive (average of $317). 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 October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Chesapeake to Tallahassee in the afternoon. If you’re flexible enough to do this you can expect to save up to 17% on your trip compared to booking a flight in the evening.

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 October 30, 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
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

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
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

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
11,035 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

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.

  • How long is the flight from Chesapeake to Tallahassee?

    Departing from Chesapeake to Tallahassee will take you 4h 59m. The distance from Chesapeake to Tallahassee is about 648 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, December is the cheapest month in which you can book a flight from Chesapeake to Tallahassee (average of $178). Flying from Chesapeake to Tallahassee in March is currently the most expensive (average of $317). 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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Alternative routes for Chesapeake to Tallahassee

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$286Average$462FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$336Average$487FlexibilityNo cancel feeOn-time71%

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