Cheap Flights to Chester from $45

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

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

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Chester?

The cheapest prices found with in the last 7 days for return flights were $78 and $45 for one-way flights to Chester for the period specified. Prices and availability are subject to change. Additional terms apply

Thu, Oct 15 - Sun, Oct 18
BNA
Nashville Intl.
RIC
Richmond Intl.
$78 Roundtrip, found 17 hours ago
$78
Roundtrip
found 17 hours ago
Select Allegiant Air flight, departing Thu, Oct 15 from Nashville Intl. to Richmond Intl., returning Sun, Oct 18, priced at $78 found 17 hours ago
OriginDestinationTravel DatesFlights From*
MCORichmondSeptember 3 to September 6$110
FLLRichmondSeptember 9 to September 16$145
ATLRichmondOctober 13 to October 14$234
DENRichmondOctober 26 to October 27$234
LAXRichmondSeptember 5 to September 11$244
BOSRichmondAugust 25 to August 27$247
JFKRichmondAugust 28 to August 31$249
DFWRichmondAugust 31 to September 3$264
SEARichmondSeptember 29 to October 1$303
FCORichmondSeptember 14 to September 15$932
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRRichmondAugust 1 to August 2$313
ATLRichmondJuly 31 to August 3$375
FLLRichmondAugust 1 to August 10$383
MCORichmondAugust 2 to August 8$396
DENRichmondAugust 2 to August 4$406
LAXRichmondJuly 31 to August 3$448
BOSRichmondJuly 31 to August 5$448
DFWRichmondAugust 1 to August 2$475
SEARichmondAugust 2 to August 14$651
*Prices include taxes and fees

Chester Flight Information

Traveling to
Chester
Lowest Price
$78
Number of Airlines Serving
Airlines Serving
Frontier Airlines, Allegiant Air
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

Super 8 by Wyndham Chester/Richmond Area

2 out of 5
2421 Southland Dr Chester VA
$61 nightly
The price is $71 total per night from Aug 3 to Aug 4
$71 total
Aug 3 - Aug 4
Total with taxes and fees
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 ...
6.2/10 (788 reviews)
"This place was an absolute pig sty!!!!!! Words alone cannot describe how disgusting it was,,. Therefore, I won't bother to take the time or effort, because, well, you get the picture.....horrendous!!!!!!"

Reviewed on Jul 25, 2026

Opens in a new windowSuper 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
$98 nightly
The price is $114 total per night from Aug 23 to Aug 24
$114 total
Aug 23 - Aug 24
Total with taxes and fees
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! (1,004 reviews)
"The room and facilities felt run down unkempt. Never saw any staff after checking in. Breakfast was typical hotel food. No issues with parking. The area was a little seedy Peple just hanging with bags felt maybe thecwere homeless. NO ICE none of the ice machines worked."

Reviewed on Jul 28, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Chester, VA
Suburban Studios Chester

Suburban Studios Chester

2 out of 5
2403 W Hundred Rd Chester VA
$79 nightly
The price is $92 total per night from Jul 29 to Jul 30
$92 total
Jul 29 - Jul 30
Total with taxes and fees
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 ...
7.8/10 Good! (605 reviews)
"Pool was broke. Not very friendly staff"

Reviewed on Jul 28, 2026

Opens in a new windowSuburban Studios Chester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Comfort Inn Chester - Richmond South

Comfort Inn Chester - Richmond South

2.5 out of 5
2100 W Hundred Rd Chester VA
$75 nightly
The price is $88 total per night from Aug 23 to Aug 24
$88 total
Aug 23 - Aug 24
Total with taxes and fees
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 ...
7.2/10 Good! (1,003 reviews)
"Do better"

Reviewed on Jul 26, 2026

Opens in a new windowComfort 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 by Hilton Chester South

Hampton Inn by Hilton Chester South

2.5 out of 5
12610 Chestnut Hill Rd Chester VA
$90 nightly
The price is $105 total per night from Aug 23 to Aug 24
$105 total
Aug 23 - Aug 24
Total with taxes and fees
Stay at this hotel in Chester. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowHampton Inn by Hilton Chester South
Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA

3 out of 5
2406 W Hundred Rd Chester VA
$98 nightly
The price is $114 total per night from Aug 23 to Aug 24
$114 total
Aug 23 - Aug 24
Total with taxes and fees
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! (1,004 reviews)
"The room and facilities felt run down unkempt. Never saw any staff after checking in. Breakfast was typical hotel food. No issues with parking. The area was a little seedy Peple just hanging with bags felt maybe thecwere homeless. NO ICE none of the ice machines worked."

Reviewed on Jul 28, 2026

Opens in a new windowCountry 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
$98 nightly
The price is $114 total per night from Aug 23 to Aug 24
$114 total
Aug 23 - Aug 24
Total with taxes and fees
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! (1,004 reviews)
"The room and facilities felt run down unkempt. Never saw any staff after checking in. Breakfast was typical hotel food. No issues with parking. The area was a little seedy Peple just hanging with bags felt maybe thecwere homeless. NO ICE none of the ice machines worked."

Reviewed on Jul 28, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Chester, VA
Fairfield Inn By Marriott Richmond Chester

Fairfield Inn By Marriott Richmond Chester

3 out of 5
12400 Redwater Creek Rd Chester VA
$98 nightly
The price is $114 total per night from Aug 2 to Aug 3
$114 total
Aug 2 - Aug 3
Total with taxes and fees
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! (990 reviews)
"Easy check in & the hotel was nice & clean. Jason at the front desk was awesome."

Reviewed on Jul 27, 2026

Opens in a new windowFairfield Inn By Marriott Richmond Chester
Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester

3 out of 5
13148 Kingston Ave Chester VA
$118 nightly
The price is $137 total per night from Aug 3 to Aug 4
$137 total
Aug 3 - Aug 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowHyatt Select Richmond/Chester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Comfort Inn Chester - Richmond South

Comfort Inn Chester - Richmond South

2.5 out of 5
2100 W Hundred Rd Chester VA
$75 nightly
The price is $88 total per night from Aug 23 to Aug 24
$88 total
Aug 23 - Aug 24
Total with taxes and fees
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 ...
7.2/10 Good! (1,003 reviews)
"Do better"

Reviewed on Jul 26, 2026

Opens in a new windowComfort 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 Berkeley Richmond, Outset Collection by Hilton

The Berkeley Richmond, Outset Collection by Hilton

4 out of 5
Price was $545, price is now $512 per person
$512
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
The Commonwealth

The Commonwealth

4 out of 5
Price was $636, price is now $551 per person
$551
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Price was $552, price is now $520 per person
$520
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
Don't see what you're looking for?
See all available trips from Chicago to Chester
View all trips

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

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 12 mi 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
On a day not quite suited to sightseeing, Iron Bridge Sports Park is the perfect destination if you are searching for a way to amuse rambunctious teenagers. Like some more options? Spending a bit of time shopping at The Lazy Daisy is a good way to really fit in with the locals. And that's not all there is. Parker's Battery Park is valued by locals and visitors alike. Take some time to enjoy nature, and maybe a picnic!
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!

Explore More Ways to Travel with Travelocity

*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.