$23 Find Cheap Flights to Chester

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chester departing on 9/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Cheap Flights to Chester

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Chester that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Chester

Wed, Sep 10 - Sat, Sep 13
Spirit Airlines Logo
8:51 pm - 10:55 pmMCO-RIC
2h 04mnonstop
Spirit Airlines Logo
7:00 am - 9:12 amRIC-MCO
2h 12mnonstop
$47Spirit Airlines
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Tue, Sep 9 - Wed, Sep 10
Spirit Airlines Logo
8:51 pm - 10:55 pmMCO-RIC
2h 04mnonstop
Spirit Airlines Logo
11:15 am - 1:22 pmRIC-MCO
2h 07mnonstop
$49Spirit Airlines
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Fri, Aug 29 - Mon, Sep 1
JetBlue Logo
5:35 pm - 7:40 pmMCO-RIC
2h 05mnonstop
JetBlue Logo
8:35 pm - 10:39 pmRIC-MCO
2h 04mnonstop
$117JetBlue
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Sat, Sep 6 - Tue, Sep 9
JetBlue Logo
1:10 pm - 3:15 pmMCO-RIC
2h 05mnonstop
JetBlue Logo
11:21 am - 1:24 pmRIC-MCO
2h 03mnonstop
$132JetBlue
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Thu, Aug 28 - Tue, Sep 2
Delta Logo
8:45 am - 10:44 amBOS-RIC
1h 59mnonstop
Delta Logo
6:06 am - 8:00 amRIC-BOS
1h 54mnonstop
$147Delta
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Thu, Oct 23 - Tue, Oct 28
American Airlines Logo
6:00 am - 11:03 amBOS-RIC
5h 03m1 stop
American Airlines Logo
6:10 am - 12:03 pmRIC-BOS
5h 53m1 stop
$168American Airlines
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Thu, Sep 11 - Wed, Sep 17
Delta Logo
10:43 am - 12:20 pmLGA-RIC
1h 37mnonstop
Delta Logo
6:00 am - 7:15 amRIC-LGA
1h 15mnonstop
$179Delta
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Thu, Sep 18 - Mon, Sep 22
United Airlines Logo
11:00 am - 12:38 pmEWR-RIC
1h 38mnonstop
United Airlines Logo
6:50 pm - 8:26 pmRIC-EWR
1h 36mnonstop
$179United Airlines
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Thu, Oct 9 - Sat, Oct 11
American Airlines Logo
9:40 am - 11:03 amLGA-RIC
1h 23mnonstop
American Airlines Logo
12:06 pm - 1:22 pmRIC-LGA
1h 16mnonstop
$183American Airlines
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Fri, Aug 29 - Sun, Sep 7
United Airlines Logo
11:00 am - 12:38 pmEWR-RIC
1h 38mnonstop
United Airlines Logo
6:00 am - 7:35 amRIC-EWR
1h 35mnonstop
$184United Airlines
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Good to know - Book Cheap Chester Plane Tickets

Low seasonFebruary
Cheapest flight$23
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 10% increase in price.
Flight from Orlando Airport to Richmond

FAQs - booking Chester flights

  • How long is the flight to Chester?

    Flights from Fort Lauderdale2h 23m
    Flights from New York1h 29m
    Flights from Tampa2h 12m
    Flights from Boston1h 53m
    Flights from Orlando2h 07m
  • What is the cheapest flight to Richmond?

    In the last 3 days, the cheapest flight deal to Richmond was found on the route from Orlando, at $47 return. The most popular connection is from Boston to Richmond and KAYAK users have found round-trip deals for as low as $123 in the last 3 days.

  • Which airlines fly to Richmond?

    Many airlines fly to Richmond, the most common ones being American Airlines, Delta, and United Airlines. See the amount of flights per week for popular airlines flying to Richmond.

  • How to fly to Chester?

    You cannot fly directly to Chester. KAYAK recommends you fly to Richmond Byrd Intl (RIC) (12.23 miles from Chester). From there you can rent a car or get a taxi.

  • What airports are near Chester?

    The closest airport is Richmond Byrd Intl (RIC) (12.23 mi). Other nearby airports are Newport News Intl (PHF) (54.42 mi), Norfolk (ORF) (75.39 mi), Charlottesville Albemarle (CHO) (77.2 mi) or Lynchburg Preston-Glenn Field (LYH) (96.53 mi). KAYAK recommends you fly to Richmond Byrd Intl.

  • How far is Richmond Byrd Intl Airport from central Richmond?

    The distance between Richmond Byrd Intl Airport and downtown Richmond is 7 miles.

  • What is the name of Richmond’s airport?

    All flights to Richmond land at Richmond Byrd Intl Airport. The airport code is RIC,and it can also be referred to as Byrd Intl, Richmond Byrd, or Richmond Intl.

  • How does KAYAK find such low prices on flights to Chester?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chester.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chester?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chester is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chester?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chester with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chester?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chester up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Chester

  • There is no major airport in Chester. It is instead served by Richmond Byrd Intl Airport.
  • Looking for cheap airfare to Chester? 25% of our users found round-trip tickets to Chester for the following prices or less: From Miami $136, from Los Angeles $210, from Boston $241
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chester flight deals.

Reviews of the top 5 airlines flying to Chester

 
Need help choosing which airline to fly with from the United States to Chester? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4244 reviews
8.1Boarding
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
Airline reviews

Southwest's seats are the least comfortable I have ever sat in.

4.0 OkayDavid, Aug 2025DTW - STL
Read more Southwest reviews

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

There was supposed to be a meal served, but there wasn’t and the major toilet was out of order

They made us board and then deboard due to mechanical issue which delayed the departure by almost 2 hours and we barely made our connecting flight. These quality checks should've been done before boarding not after.

Having to up charge for a seat assignment is not good. Delta can do better

I liked the friendliness of the staff. The cleanliness of all 3 planes.

Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.

Plane was crowded and even when we hit altitude, the plane was hot, not enough air flow.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Stuck on tarmac for two hours plus a 5.5 hour flight. Rude flight attendant. And no meals, not even for purchase!

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

This flight was perfect. No complaints and only the highest regard for the crew and ground staff and how they executed perfectly. I fly a lot with United and would request predictability and transparency in their operations instead of last minute changes.

This is for UA2274 from Houston to Sacramento. The flight was delayed arriving due to mechanical issues so we left about 3 hours later than scheduled. When boarding the plane the temperature inside was excessive - likely close to 100. Pilot apologized and said it was going to improve at altitude, which it did. But before that I honestly thought there might have been more delays removing passengers made ill from the heat. We were delayed leaving due to another mechanical issue. There was not water on the plane due to a panel that was not secured. They did that quickly, but the combination of mechanical issues was rather disturbing and did not reflect well on United.

1. when we went to check in, our 2 first class seats had been CANCELED and the flight was sold out. This was done without our prior knowledge. It was all we could do to restore one first class seat for my wife and I flew economy. 2, Our flight home was scheduled to leave at 10:30 pm. Due to tsunami warnings, the roads were closed and our flight status was uncertain as to whether it would leave as scheduled. It was announced that it would now leave at 11:20 pm and the roads were now open since the tsunami had come and gone. We made a mad dash to the airport and checked in. Delays were announced at 12:30 pm, 1:30 am, 2:30 am and at 3:30 am it was canceled. Since this was a flight due to natural (tsunami) causes, there was no compensation. We were told to return at 1:00 pm the next day and our baggage would be kept on the plane since the same plane was going to leave at 1:00 pm. We had to return to our hotel for the rest of the night. The same plane did not leave at 1:00 pm and our baggage was gone! All in all, it was a miserable performance by UA. Information was hard to obtain and no one knew what was going on and what was going to happen. Hundreds of passengers slept on the floor, chairs, etc. No food and no water was made available to the passengers. It was a situation where UA could care less what was going on. As a one million mile flyer, I had not experienced anything like this before and it was hugely disappointing!

Terrible. Delayed 7 hours, and cancelled the flight, leaving me stranded and out of pocket $500 for an alternative last minute flight

Was on time until within 1 hour of flight-how does that happen? Staff very friendly.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Pretty good. The food was just mediocre, the boarding and crew were good.

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

4 hours late, including over +1 hour waiting in plane to take off. Baggage left behind too.

Sat on the ground in Cincinnati for 50 minutes before deplaning

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

Crew should be nicer and emphatic with customers. Same cookies as the past 20 years. Seat are ok and the plane was clean though it was delayed.

Was not able to watch most shows on the entertainment site. They would not load

As smooth as you can expect. Some issues with boarding because the previous plane took forever to deplane but overall, a good experience.

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

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