
Cheap Flights to Chester from $51
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How Much Does it Cost To Fly To Chester?
The cheapest prices found with in the last 7 days for return flights were $102 and $51 for one-way flights to Chester for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MCO | Richmond | August 13 to August 20 | $106 |
| FLL | Richmond | September 2 to September 9 | $125 |
| DEN | Richmond | September 1 to September 5 | $204 |
| ATL | Richmond | August 26 to September 2 | $204 |
| BOS | Richmond | August 19 to August 19 | $222 |
| LAX | Richmond | September 14 to September 29 | $226 |
| EWR | Richmond | July 16 to July 20 | $249 |
| DFW | Richmond | August 14 to August 19 | $250 |
| SEA | Richmond | August 28 to September 5 | $311 |
| FCO | Richmond | September 11 to September 19 | $811 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FLL | Richmond | June 20 to August 12 | $257 |
| BOS | Richmond | June 20 to June 27 | $313 |
| MCO | Richmond | June 21 to June 23 | $325 |
| EWR | Richmond | June 19 to June 21 | $360 |
| DFW | Richmond | June 20 to June 22 | $474 |
| LAX | Richmond | June 19 to June 22 | $577 |
| ATL | Richmond | June 19 to June 21 | $581 |
| DEN | Richmond | June 20 to June 29 | $605 |
| SEA | Richmond | June 21 to July 3 | $619 |
Chester Flight Information
Traveling to | Chester |
|---|---|
Lowest Price | $102 |
Number of Airlines Serving | |
Airlines Serving | Breeze Airways |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Chester Accommodation Deals

Super 8 by Wyndham Chester/Richmond Area
"Bad smells, out if date rooms, no elevator, un kept bathrooms, old televisions. I will not stay again."
Reviewed on May 31, 2026

Country Inn & Suites by Radisson, Chester, VA
"The hotel was very clean, but showed its age. Staff were kind and courteous. The pool and hot tub were clean. But both were FREEZING, as a result we couldn't utilize either while we were there, which is unfortunate because that is the main reason we picked this hotel. The breakfast was simple, but ..."
Reviewed on Jun 7, 2026

Suburban Studios Chester
"Pool was broke, vending machine was empty, hallways stunk. Not a good visit"
Reviewed on Jun 11, 2026

Comfort Inn Chester - Richmond South
"rooms and property needs maintenance"
Reviewed on Jun 13, 2026
Luxury Hotels in Chester

Hampton Inn by Hilton Chester South
"This place was nasty And watch out because they charged my card $5 after I left when I didn’t even purchase anything! I I stoppped here for an overnight stay because I was traveling but never again .. RUUUNNNN!"
Reviewed on Jun 3, 2026

Country Inn & Suites by Radisson, Chester, VA
"The hotel was very clean, but showed its age. Staff were kind and courteous. The pool and hot tub were clean. But both were FREEZING, as a result we couldn't utilize either while we were there, which is unfortunate because that is the main reason we picked this hotel. The breakfast was simple, but ..."
Reviewed on Jun 7, 2026
Family Friendly Hotels in Chester

Country Inn & Suites by Radisson, Chester, VA
"The hotel was very clean, but showed its age. Staff were kind and courteous. The pool and hot tub were clean. But both were FREEZING, as a result we couldn't utilize either while we were there, which is unfortunate because that is the main reason we picked this hotel. The breakfast was simple, but ..."
Reviewed on Jun 7, 2026

Fairfield Inn By Marriott Richmond Chester
"Over all wonderful experience i will be staying again"
Reviewed on Jun 11, 2026

Hyatt Select Richmond/Chester
"Room was really nice and comfortable. Great stop on a road trip for an overnight rest. Bedding nice and comfortable-room spacious and clean, bathroom nicer than other competitive brands like Hampton Inn….tile/glass, nice living room and TV—backlit lighting overall great experience….very well lit ..."
Reviewed on Jun 1, 2026

Comfort Inn Chester - Richmond South
"rooms and property needs maintenance"
Reviewed on Jun 13, 2026
Best Chester Flight and Hotel Packages
Chester flight + hotel packages - economy flights



Need a Car For After Your Flight?
Fullsize Elite Pickup Regular Cab


$36
Economy Special


$42
Special


$42
Compact


$44
Frequently asked questions
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!
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