Cheap Flights to Chesterfield County from $258 (2026/2027)

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How Much Does it Cost To Fly To Chesterfield County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Aug 12 - Tue, Aug 18
DAY
James M. Cox Dayton Intl.
FLO
Florence Regional
$492 Roundtrip, found 18 hours ago
$492
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Aug 12 from James M. Cox Dayton Intl. to Florence Regional, returning Tue, Aug 18, priced at $492 found 18 hours ago
Thu, Aug 20 - Sat, Aug 22
TPA
Tampa Intl.
FLO
Florence Regional
$492 Roundtrip, found 12 hours ago
$492
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Thu, Aug 20 from Tampa Intl. to Florence Regional, returning Sat, Aug 22, priced at $492 found 12 hours ago
Wed, Sep 23 - Mon, Oct 5
DSM
Des Moines Intl.
FLO
Florence Regional
$507 Roundtrip, found 1 day ago
$507
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 23 from Des Moines Intl. to Florence Regional, returning Mon, Oct 5, priced at $507 found 1 day ago
Fri, Oct 23 - Sat, Oct 24
ROC
Greater Rochester Intl.
FLO
Florence Regional
$517 Roundtrip, found 10 hours ago
$517
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Fri, Oct 23 from Greater Rochester Intl. to Florence Regional, returning Sat, Oct 24, priced at $517 found 10 hours ago
Wed, Sep 23 - Mon, Oct 5
DSM
Des Moines Intl.
FLO
Florence Regional
$518 Roundtrip, found 8 hours ago
$518
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Sep 23 from Des Moines Intl. to Florence Regional, returning Mon, Oct 5, priced at $518 found 8 hours ago
Mon, Aug 17 - Thu, Sep 3
MCO
Orlando Intl.
FLO
Florence Regional
$527 Roundtrip, found 4 days ago
$527
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Aug 17 from Orlando Intl. to Florence Regional, returning Thu, Sep 3, priced at $527 found 4 days ago
Fri, Aug 21 - Sun, Aug 23
TPA
Tampa Intl.
FLO
Florence Regional
$527 Roundtrip, found 13 hours ago
$527
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Fri, Aug 21 from Tampa Intl. to Florence Regional, returning Sun, Aug 23, priced at $527 found 13 hours ago
Wed, Sep 23 - Mon, Oct 5
DSM
Des Moines Intl.
FLO
Florence Regional
$533 Roundtrip, found 1 day ago
$533
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 23 from Des Moines Intl. to Florence Regional, returning Mon, Oct 5, priced at $533 found 1 day ago
OriginDestinationTravel DatesFlights From*
MSPFlorenceSeptember 5 to September 8$481
TPAFlorenceAugust 20 to August 22$492
ALBFlorenceSeptember 2 to September 4$544
*Prices include taxes and fees

Best Chesterfield County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Inn at the Crossroads
2.0-star property

The Inn at the Crossroads

Sep 22 - Sep 29

7 night stay

Boston (BOS) to Florence (FLO)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $905, price is now $639 per person
$639
per person
found 12 hours ago
The Urban Flats
4.0-star property

The Urban Flats

Jul 29 - Aug 4

6 night stay

Boston (BOS) to Florence (FLO)

American Airlines • Non-stop roundtrip • Coach
Price was $1,784, price is now $1,445 per person
$1,445
per person
found 9 hours ago
Americas Best Value Inn Bishopville
2.0-star property

Americas Best Value Inn Bishopville

Jul 29 - Aug 4

6 night stay

Boston (BOS) to Florence (FLO)

American Airlines • Non-stop roundtrip • Coach
Price was $834, price is now $740 per person
$740
per person
found 9 hours ago
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Travelers ❤️ These Chesterfield County 🏨

Springhill Suites by Marriott Cheraw

Springhill Suites by Marriott Cheraw

3 out of 5
201 Front Street Cheraw SC
Stay at this hotel in Cheraw. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Cheraw Center for Performing Arts and Lyceum Museum are located nearby.
9.4/10 Exceptional! (339 reviews)
"The staff was wonderful. The breakfast bar menu was nice and awesome. Also they had a bar where you can come go in at eight in the evening time to eat dinner purchase any type of drink you’ll like to have for that evening and it was so wonderful for atmosphere. I enjoyed it."

Reviewed on Jul 10, 2026

Opens in a new windowSpringhill Suites by Marriott Cheraw
Baymont by Wyndham Cheraw

Baymont by Wyndham Cheraw

2.5 out of 5
710 Market St Cheraw SC
Stay at this motel in Cheraw. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Caston Park and Dizzy Gillespie Park are located nearby.
7.6/10 Good! (393 reviews)
"We had the most awful time ever the room was just nasty we was killing bug after bug I was glad when it was time to go Nothing was clean from the time we walk in its was the most Worth time EVER never again."

Reviewed on Jul 7, 2026

Opens in a new windowBaymont by Wyndham Cheraw
Quality Inn Cheraw

Quality Inn Cheraw

2.5 out of 5
885 Chesterfield Hwy Cheraw SC
Book a stay at this business-friendly hotel in Cheraw. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Dizzy Gillespie Park and Caston Park are located nearby.
7.8/10 Good! (438 reviews)
"Terrible"

Reviewed on Jul 6, 2026

Opens in a new windowQuality Inn Cheraw
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Econo Lodge Cheraw Market Street

Econo Lodge Cheraw Market Street

2 out of 5
820 Market St Cheraw SC
Book a stay at this golf motel in Cheraw. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Caston Park and Dizzy Gillespie Park are located nearby.
6.8/10 (77 reviews)
"The room walls and doors were very dirty. The customer service was good."

Reviewed on Jun 29, 2026

Opens in a new windowEcono Lodge Cheraw Market Street
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Chesterfield County?
Based on prices found over the last seven days, a roundtrip flight to Chesterfield County started at as little as $481. If you're flexible with your dates, it will be easy to snap up a great bargain. This price was available on Travelocity for flights to Chesterfield County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Chesterfield County?
If you've been dreaming of a getaway in Chesterfield County, August is the cheapest time to hop on a plane. This is based on Travelocity's direct return flight demand from January to December last year. Select your travel dates and reserve your spot today.
How can I check my flight status to Chesterfield County?
Get helpful updates about your flight status, gate number changes and more with Trips. Travelocity's handy portal is located at the top right of our homepage and is the place to view and manage your bookings. Sign in to your account in moments and everything will be at your fingertips. The Travelocity app also lets you look up the details of your flight to Chesterfield County while you're on the go — and even when you're offline. The app can help with all your booking needs. Whether you want to organize a shuttle to or from the airport or share travel details with any members of your family flying with you, the app is your one-stop shop.
How do I find the best deals on flights to Chesterfield County?
Try these tricks — book in advance, avoid peak periods and be flexible with your dates. If your dates aren't set in stone, search for your flight to Chesterfield County on Travelocity and hit "Flexible dates" at the top of the page. This will reveal any cheaper airfares on surrounding days. $481 was the best price for a return flight to Chesterfield County in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Chesterfield County with Travelocity?
An exciting vacation is at your fingertips when you organize your trip with Travelocity. With a wide selection of choices and competitive deals on cheap family flights, places to stay and more, we make it easy to find the best prices for you. You can also take advantage of our 24/7 customer support and free cancellations on most hotels throughout every stage of the process. Wander with us and pick up your cheap flights to Chesterfield County today.
What are the most popular flight routes to Chesterfield County?
If you're planning to board a flight to Chesterfield County, here are some leading routes to think about:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Charlotte-Douglas Intl. Airport (CLT) - 3,046 flights a month.
  • New York, NY (LGA-LaGuardia) to Charlotte-Douglas Intl. Airport (CLT) - 2,530 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Charlotte-Douglas Intl. Airport (CLT) - 2,166 flights a month.

How much is a flight to Chesterfield County on average?
Based on prices found over the last seven days, roundtrip flights to Chesterfield County cost between $481 and $544. When you're ready to go, Travelocity will help you find a fare that won't blow your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Chesterfield County?
Your departure point will largely determine how much time your direct flight to Chesterfield County will be. Here are some of the most popular routes to Chesterfield County and their average journey times:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Charlotte-Douglas Intl. Airport (CLT) - 1 hour and 23 minutes
  • New York, NY (LGA-LaGuardia) to Charlotte-Douglas Intl. Airport (CLT) - 2 hours and 8 minutes
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Charlotte-Douglas Intl. Airport (CLT) - 2 hours and 2 minutes

What can I expect on a flight to Chesterfield County?
That largely depends on where you're departing from and which carrier you go with. You're likely to find all sorts of flights to Chesterfield County, from first class fares to cheap flights for family vacations. If a flight is classed as long haul, the airline will usually provide entertainment and warm meals as well as games to keep your little ones busy.