$334 Cheap flights to Chesterfield County

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Top places to visit in Chesterfield County

A calm lake with tall trees reflecting in the water, surrounded by grassy areas and dense forest.
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Pageland

Pageland

Cheap flights to Chesterfield County from $334 One Way, $585 Round Trip

$585 return flights and $334 one-way flights to Chesterfield County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Aug 20 - Mon, Aug 23
CLE
Cleveland
FLO
Florence
$585 Roundtrip, found 1 day ago
$585
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 20 from Cleveland to Florence, returning Mon, Aug 23, priced at $585 found 1 day ago
Wed, Oct 14 - Sun, Oct 18
CLE
Cleveland
FLO
Florence
$628 Roundtrip, found 4 days ago
$628
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Oct 14 from Cleveland to Florence, returning Sun, Oct 18, priced at $628 found 4 days ago
Fri, Aug 20 - Mon, Aug 23
CLE
Cleveland
FLO
Florence
$657 Roundtrip, found 1 day ago
$657
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 20 from Cleveland to Florence, returning Mon, Aug 23, priced at $657 found 1 day ago
Thu, Apr 1 - Sun, Apr 4
DTW
Detroit
FLO
Florence
$667 Roundtrip, found 9 hours ago
$667
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Thu, Apr 1 from Detroit to Florence, returning Sun, Apr 4, priced at $667 found 9 hours ago
Fri, Aug 20 - Mon, Aug 23
CLE
Cleveland
FLO
Florence
$667 Roundtrip, found 1 day ago
$667
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 20 from Cleveland to Florence, returning Mon, Aug 23, priced at $667 found 1 day ago
Fri, Aug 20 - Mon, Aug 23
CLE
Cleveland
FLO
Florence
$699 Roundtrip, found 1 day ago
$699
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 20 from Cleveland to Florence, returning Mon, Aug 23, priced at $699 found 1 day ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
DFWFlorenceOctober 10 to October 12$660
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Chesterfield County Accommodation Deals

Springhill Suites by Marriott Cheraw

Springhill Suites by Marriott Cheraw

3 out of 5
201 Front Street Cheraw SC
$118 nightly
The price is $132 total per night from Nov 1 to Nov 2
$132 total
Nov 1 - Nov 2
Total with taxes and fees
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 ...
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
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Oct 10 to Oct 11
$100 total
Oct 10 - Oct 11
Total with taxes and fees
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 ...
7.6/10 Good! (421 reviews)
"If the management just put some effort into the rooms, they would be much better. That, however, won’t fix the issue of the clientele. Marijuana smoking, beer drinking yahoos who party all night. Thankfully, there was a loud fan that enabled us to block a good portion of it out. If you cater to the ..."

Reviewed on Sep 28, 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
Fully refundable
$87 nightly
The price is $98 total per night from Nov 5 to Nov 6
$98 total
Nov 5 - Nov 6
Total with taxes and fees
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. ...
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
Fully refundable
$81 nightly
The price is $90 total per night from Oct 25 to Oct 26
$90 total
Oct 25 - Oct 26
Total with taxes and fees
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 ...
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Chesterfield County

Finding cheap flights to Chesterfield County is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Chesterfield County flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Chesterfield County through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Chesterfield County—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Chesterfield County flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Chesterfield County with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Chesterfield County?
Lock in a ticket with one of the 12 airlines that operate services to Charlotte-Douglas Intl. Airport (CLT) and look forward to thrilling new adventures. This popular airport is the entryway for exploring Chesterfield County. When you're ready to discover the region, these quality carriers will get you there:

  • American Airlines - 444 flights to Chesterfield County per month
  • Air Canada - 35 flights to Chesterfield County per month
  • Lufthansa - 16 flights to Chesterfield County per month

How much is a flight to Chesterfield County?
This past week, prices ranged between $585 and $699 for a return fare to Chesterfield County. Tickets one-way originating from Cleveland (CLE) sank as low as $334 over the same period.
How to book the cheapest flight to Chesterfield County?
Landing cheap flights to Chesterfield County is as simple as booking with Orbitz. But if you'd love to make sure you're grabbing the best flight deals around, here are some tips to keep your wallet happy:

  • Depending on where you're departing from, click on the 'Nearby airports' function (located under the departure and arrival form fields). Occasionally, alternative departure points offer better priced fares.
  • Similarly, click on the 'Show flexible dates' link to view the airfares on days around your chosen departure. You may be able to score cheaper flight deals if your travel plans are flexible.
  • To fine tune your results, hit 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also select the time of day you'd like to fly under 'Sort & Filter' to the left.
  • Once you've figured out your travel dates, lock in your flight. Ticket prices generally get more expensive as the departure date gets closer.
  • Save more on your getaway by combining your hotel, flights and car rental into one handy package. Your travel budget will thank you.
  • Don't travel during the busy season if you can. By avoiding school vacations and summer, you can make superb savings on your airfares.

What is the best time to book a flight to Chesterfield County?
Generally speaking, January is the best time to book your airfare. This is followed by February and August. Keep this in mind while tracking down a cheap flight to Chesterfield County.
What day of the week is the cheapest to book a flight to Chesterfield County?
Typically, Tuesdays, Wednesdays and Saturdays are the cheapest days of the week to book flights to Chesterfield County. If you want unbeatable airfares, search across those days and you're likely to find an excellent flight deal.
What is the cheapest day of the week to fly to Chesterfield County?
You can score cheap flights to Chesterfield County by flying out on a Monday, according to Orbitz data from 2020. Tuesday is the next cheapest day, while Saturday has the most expensive ticket prices. Whether you prefer to stretch your travel budget or take off on any day that's convenient, you'll always find a great deal with Orbitz.
What is the cheapest month to fly to Chesterfield County?
Consider flying sometime in August if you don't want to eat into your budget. Orbitz data shows that this is generally the best month for cheap flights to Chesterfield County. June is when airfares hit their peak.
Which airlines allow free cancellation?
Flexibility is important these days, that's why Orbitz lets you search for airlines that won't penalize you for any amendments. Add your departure and arrival destinations, then click on "Filter by flexible change policies." We'll show you all the options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Chesterfield County?
Whether you're a regular flyer or it's your first time on a plane, it's always good to be prepared on your journey. Here are a few tips and things to take into consideration:

  • Firstly, you'll need to take all relevant travel documents and identification. How much is dependent on where you're flying from. When reserving your ticket, you should always use the exact name, birth date and gender as listed on your current ID.
  • Fill your carry-on bag with snacks and activities and you'll happily pass the time on your medium-haul flight. Wherever possible, get on the airport's Wi-Fi and save your favorite podcast or playlist to your device before take off.
  • Both air conditioning and high altitudes can form a cool environment. No matter what the season is, bring an extra layer along to keep warm and cozy on your plane trip.

How do I get cheap first-class/business deals to Chesterfield County?
There are ways of booking business or first-class tickets to Chesterfield County that won't burn a hole through your budget. Snap up a seat in the pointy end of the plane for less with these useful tips:

  • Flexibility is key. By being open to different travel dates, you'll have better odds of picking up a great deal on business or first-class airfares.
  • Low-cost airlines offer first or business-class seats at a fraction of the usual price. Ditch the full-service carriers and look into these cheaper options.
  • Bid for an upgrade in online auctions (if available) or upgrade your fare with points earned through loyalty programs.

What is the best time to go to Chesterfield County?
Chesterfield County is an excellent year-round vacation destination, but the most popular months are May, August and September. If you love warm weather, consider visiting in the summertime. Like most places in the Northern Hemisphere, the summer season commences June 20. At this time, temperatures normally drift between 70 ºF and 90 ºF during the day.

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.