Cheap Flight Deals to Chester VA from CA $246

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Chester?

The cheapest prices found with in the last 7 days for return flights were CA $249 and CA $246 for one-way flights to Chester for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
JFKRichmondMay 17 to May 24CA $252
BOSRichmondApril 17 to April 21CA $269
LAXRichmondMarch 1 to March 3CA $480
SEARichmondMarch 8 to March 10CA $507
*Prices include taxes and fees

Your guide to flights to Chester, VA

Delta, American Airlines fly to Chester, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Chester VA currently costs between CA $249 and CA $507. Prices vary, but for the best fares, travel in March when prices are at their lowest.  

Top tips for finding cheap flights to Chester  

The cheapest flight for a round trip to Chester is currently CA $249. When you search for flights to Chester, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Chester for nearby days.  The cheapest month to travel to Chester is August from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Chester 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Chester with Travelocity 

We have top deals on plane tickets even for last minute flights to Chester, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Chester for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Chester

Super 8 by Wyndham Chester/Richmond Area

Super 8 by Wyndham Chester/Richmond Area

2 out of 5
2421 Southland Dr, Chester, VA
The price is CA $80 per night from Feb. 23 to Feb. 24
CA $80
CA $94 total
includes taxes & fees
23 Feb - 24 Feb
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Parker's Battery Park and The ...
6/10 (653 reviews)
"Close to highway"

Reviewed on 18 Jan. 2025

Super 8 by Wyndham Chester/Richmond Area
Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA

3 out of 5
2406 W Hundred Rd, Chester, VA
The price is CA $125 per night from Feb. 23 to Feb. 24
CA $125
CA $146 total
includes taxes & fees
23 Feb - 24 Feb
Stay at this 3-star business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,004 reviews)
"It was just ok"

Reviewed on 1 Feb. 2025

Country Inn & Suites by Radisson, Chester, VA
Suburban Studios Chester

Suburban Studios Chester

2 out of 5
2403 W Hundred Rd, Chester, VA
The price is CA $90 per night from Feb. 23 to Feb. 24
CA $90
CA $105 total
includes taxes & fees
23 Feb - 24 Feb
Book a stay at this business-friendly hotel in Chester. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Parker's Battery Park and The ...
8.2/10 Very Good! (268 reviews)
"the room was large and i loved the kitchenette but it smelled like weed."

Reviewed on 13 Feb. 2025

Suburban Studios Chester
Save an average of 15% on thousands of hotels when you're signed in
Comfort Inn Chester - Richmond South

Comfort Inn Chester - Richmond South

2.5 out of 5
2100 W Hundred Rd, Chester, VA
The price is CA $101 per night from Mar. 9 to Mar. 10
CA $101
CA $117 total
includes taxes & fees
9 Mar - 10 Mar
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (995 reviews)
"Exercise area had workout weights and cardio machines."

Reviewed on 26 Jan. 2025

Comfort Inn Chester - Richmond South
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.

Luxury Hotels in Chester

Hampton Inn Chester

Hampton Inn Chester

2.5 out of 5
12610 Chestnut Hill Rd, Chester, VA
The price is CA $169 per night from Feb. 17 to Feb. 18
CA $169
CA $196 total
includes taxes & fees
17 Feb - 18 Feb
Stay at this hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Parker's ...
8/10 Very Good! (615 reviews)
"The property and the star were 5-star. An amazing hotel for the price."

Reviewed on 15 Feb. 2025

Hampton Inn Chester
Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA

3 out of 5
2406 W Hundred Rd, Chester, VA
The price is CA $125 per night from Feb. 23 to Feb. 24
CA $125
CA $146 total
includes taxes & fees
23 Feb - 24 Feb
Stay at this 3-star business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,004 reviews)
"It was just ok"

Reviewed on 1 Feb. 2025

Country Inn & Suites by Radisson, Chester, VA
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.

Family Friendly Hotels in Chester

Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA

3 out of 5
2406 W Hundred Rd, Chester, VA
The price is CA $125 per night from Feb. 23 to Feb. 24
CA $125
CA $146 total
includes taxes & fees
23 Feb - 24 Feb
Stay at this 3-star business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,004 reviews)
"It was just ok"

Reviewed on 1 Feb. 2025

Country Inn & Suites by Radisson, Chester, VA
Fairfield Inn By Marriott Richmond Chester

Fairfield Inn By Marriott Richmond Chester

2.5 out of 5
12400 Redwater Creek Rd, Chester, VA
The price is CA $131 per night from Feb. 23 to Feb. 24
CA $131
CA $155 total
includes taxes & fees
23 Feb - 24 Feb
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff in our ...
8.2/10 Very Good! (727 reviews)
"Nice hotel to stay with the family. The only thing is the offer Netflix services and is not working they had internet issues. That’s according with the staffing."

Reviewed on 10 Feb. 2025

Fairfield Inn By Marriott Richmond Chester
Hyatt Place Richmond/Chester

Hyatt Place Richmond/Chester

3 out of 5
13148 Kingston Ave, Chester, VA
The price is CA $146 per night from Feb. 22 to Feb. 23
CA $146
CA $170 total
includes taxes & fees
22 Feb - 23 Feb
Stay at this 3-star business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,000 reviews)
"Good"

Reviewed on 9 Feb. 2025

Hyatt Place Richmond/Chester
Save an average of 15% on thousands of hotels when you're signed in
Comfort Inn Chester - Richmond South

Comfort Inn Chester - Richmond South

2.5 out of 5
2100 W Hundred Rd, Chester, VA
The price is CA $101 per night from Mar. 9 to Mar. 10
CA $101
CA $117 total
includes taxes & fees
9 Mar - 10 Mar
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (995 reviews)
"Exercise area had workout weights and cardio machines."

Reviewed on 26 Jan. 2025

Comfort Inn Chester - Richmond South
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.

Best Chester Flight and Hotel Packages

Chester flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
The Colonies at Williamsburg
Don't see what you're looking for?
See all available trips from Toronto to Chester
View all trips

Need a car after flight to Chester?

Frequently asked questions

Which airlines fly to Chester?
There are 8airlines that fly tothe city of Chester,so finding one that suits your travel plansshould be easy.Book your favorite seat on one of thesepopular carriers:

  • American Airlines
  • Delta Air Lines
  • United Airlines

What airport is best to fly into Chester?
RIC is 19 kilometers from all the hustle and bustle of downtown Chester. It’s the only airport servicing the city, so there’s no possibility of your cabbie dropping you off at the wrong one!
Where to stay in Chester
With 81 terrific accommodations in Chester, your options are many and varied. But don’t dilly-dally. The sooner you book, the sooner you can start looking forward to your adventure!Nothing beats the thrill of booking your accommodations for your next trip. But after hours of comparing amenities and prices, it can get a little tedious. So why not take our advice and choose one of our recommended properties, like the Super 8 by Wyndham Chester/Richmond Area and the Days Inn by Wyndham Chester?
Places to visit in Chester
0 Like some more ideas? 0 But that’s not all there is. 0
How to get through airport security fast when traveling to Chester
Make your trip to Chester that little bit easier by reading over these clever security tips:

  • Have your travel ID and boarding pass somewhere accessible. They’ll be the first things you’ll be asked for by airport security personnel.
  • Take off your belt, jewellery and shoes before arriving at the airport security checkpoint. Items such as these are not permitted in the body scanner.
  • Electronic goods such as phones, laptops and cameras need to be put through the X-ray machine separately. Be sure you can get to them quickly.
  • Toothpaste, deodorant and other toiletry items in liquid, gel or cream form need to be stored in containers smaller than 3.4 ounces (100 milliliters). They must also fit in a 1-quart (1-liter) clear zip-lock bag.
  • Hiking footwear and other heavy shoes tend to be X-rayed at the security checkpoint. It might be wise to wear simple sneakers instead.
  • Some places have stringent quarantine laws. Consider where you’re going to and whether or not you can fly with unpackaged foods.

Plane Tickets To Chester

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Chester. Browse through our inventory to explore a wide range of cheap flights to Chester to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Chester as you anxiously await to exit the plane and explore what Chester has to offer. Considering all the amazing local food and culture in Chester, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Chester to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Chester without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Chester with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Chester today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.