Cheap Flight Deals to Chester VA from CA $90

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 $152 and CA $90 for one-way flights to Chester for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
LGARichmondJuly 4 to July 7CA $152
ATLRichmondJune 26 to June 30CA $226
LAXRichmondSeptember 5 to September 7CA $332
SEARichmondJuly 22 to August 7CA $480
*Prices include taxes and fees

Your guide to flights to Chester, VA

Spirit Airlines, WestJet, Delta fly to Chester, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Chester VA currently costs between CA $152 and CA $480. Prices vary, but for the best fares, travel in July 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 $152. 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 July 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
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 (677 reviews)
"It was convenient because it was kind of late when I checked in. I loved the area."

Reviewed on Jun. 12, 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
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 ...
7.2/10 Good! (1,000 reviews)
"Room was spacious, clean, comfortable. Bed and pillows super comfy. Hot buffet breakfast had nice options and very tasty: waffles, french toast, sausage, eggs, assorted pastries, fresh fruit, yogurt and cereals. Staff friendly and helpful. Nice pool and exercise room. Non-smoking facility. A few ..."

Reviewed on Jun. 6, 2025

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

Suburban Studios Chester

2 out of 5
2403 W Hundred Rd, Chester, VA
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 ...
8/10 Very Good! (356 reviews)
"I liked the cleanliness of my room, but I can’t give perfect grades because I saw roaches outside on two different days. And one of my towels had a brown smear on it (that one got immediately tossed to the floor for a replacement). And the room had a weird smell to it. Like being on a beach near ..."

Reviewed on Jun. 11, 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
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 ...
7.4/10 Good! (998 reviews)
"Staff was courteous and helpful."

Reviewed on May 18, 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
Stay at this hotel in Chester. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
8/10 Very Good! (641 reviews)
"Always wonderful"

Reviewed on May 29, 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
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 ...
7.2/10 Good! (1,000 reviews)
"Room was spacious, clean, comfortable. Bed and pillows super comfy. Hot buffet breakfast had nice options and very tasty: waffles, french toast, sausage, eggs, assorted pastries, fresh fruit, yogurt and cereals. Staff friendly and helpful. Nice pool and exercise room. Non-smoking facility. A few ..."

Reviewed on Jun. 6, 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
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 ...
7.2/10 Good! (1,000 reviews)
"Room was spacious, clean, comfortable. Bed and pillows super comfy. Hot buffet breakfast had nice options and very tasty: waffles, french toast, sausage, eggs, assorted pastries, fresh fruit, yogurt and cereals. Staff friendly and helpful. Nice pool and exercise room. Non-smoking facility. A few ..."

Reviewed on Jun. 6, 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
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! (778 reviews)
"Bed was comfortable & shower hot."

Reviewed on Jun. 8, 2025

Fairfield Inn By Marriott Richmond Chester
Hyatt Place Richmond/Chester

Hyatt Place Richmond/Chester

3 out of 5
13148 Kingston Ave, Chester, VA
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! (1,003 reviews)
"Nice"

Reviewed on Jun. 11, 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
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 ...
7.4/10 Good! (998 reviews)
"Staff was courteous and helpful."

Reviewed on May 18, 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.
Patriots Inn
The Colonies at Williamsburg
Williamsburg Inn, an official Colonial Williamsburg Hotel
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?

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.