Search Cheap Flights to
Chester

Photo by Patricia Knorr

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chester Flights as Low as $54

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Delta
Delta
Delta
United
American Airlines
American Airlines
Copa
LATAM Airlines Group

Cheap Flights to Chester

Fall in love at first flight with your vacation to Chester by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chester on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chester, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chester with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BWI airport.

What is the cheapest month to fly to Chester?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chester are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chester.

What airport is best to fly into Chester?

When you’re planning your trip to Chester, convenience is the name of the game. Luckily, Chester Easton - Newnam Airport is nearby so you can deplane and get going on checking off everything on your Chester must-do list.

How much are flights to Chester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $54, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chester?

The trick to saving a stack of cash on your flight to Chester? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $54 right now, why wait?

Chester Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$54

Last Minute Hotel Deals in Chester

Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
The price is $148 per night from Feb 23 to Feb 24
$148
includes taxes & fees
Feb 23 - Feb 24
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.4/10 Exceptional! (1,002 reviews)
"Dog friendly"

Reviewed on Jan 20, 2025

Graduate by Hilton Annapolis
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
The price is $175 per night from Feb 9 to Feb 10
$175
includes taxes & fees
Feb 9 - Feb 10
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,722 reviews)
Comfortable historic hotel
"The room was spacious and the lights and heater were on, so it was very inviting when we walked in. The bed was comfortable. The hotel itself has the historic feel we enjoy when we stay in Annapolis. The front desk clerk and valet drivers were all gracious and professional. My husband and I had an ..."

Reviewed on Jan 28, 2025

Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4 out of 5
210 Holiday Court, Annapolis, MD
The price is $115 per night from Feb 9 to Feb 10
$115
includes taxes & fees
Feb 9 - Feb 10
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (1,003 reviews)
Great Hotel
"Came for the Military Bowl. Rooms were comfortable and very quite. Staff was excellent and having a shuttle to and from the football stadium was an added plus. Centrally located."

Reviewed on Jan 23, 2025

DoubleTree by Hilton Hotel Annapolis
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3 out of 5
174 West Street, Annapolis, MD
The price is $120 per night from Feb 23 to Feb 24
$120
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,001 reviews)
"Parking valet was very helpful and friendly"

Reviewed on Jan 26, 2025

Hilton Garden Inn Annapolis Downtown
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
The price is $101 per night from Feb 9 to Feb 10
$101
includes taxes & fees
Feb 9 - Feb 10
Stay at this 3.5-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,000 reviews)
Hotel is awesome but the noise is too much!
"I decided to give this hotel a second chance since I love its location and everything from the hotel but the noise is insane. The first time I stayed, kids were running up and down the hallway and knocking on doors and laughing at 6am. Then room service kept on hitting the vacuum on the walls and ..."

Reviewed on Jan 13, 2025

Crowne Plaza Annapolis, an IHG Hotel
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
3 out of 5
189 Admiral Cochrane Drive, Annapolis, MD
The price is $106 per night from Feb 9 to Feb 10
$106
includes taxes & fees
Feb 9 - Feb 10
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
9/10 Wonderful! (1,003 reviews)
"Great rate. Very knowledgeable and friendly front desk agent."

Reviewed on Jan 23, 2025

SpringHill Suites by Marriott Annapolis
The Westin Annapolis
The Westin Annapolis
4 out of 5
100 Westgate Cir, Annapolis, MD
The price is $181 per night from Feb 11 to Feb 12
$181
includes taxes & fees
Feb 11 - Feb 12
Stay at this 4-star spa hotel in Annapolis. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,001 reviews)
"Great"

Reviewed on Dec 22, 2024

The Westin Annapolis
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
The price is $141 per night from Feb 9 to Feb 10
$141
includes taxes & fees
Feb 9 - Feb 10
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9.4/10 Exceptional! (482 reviews)
"The staff on duty was amazing and very accommodating"

Reviewed on Jan 31, 2025

Hyatt Place Kent Narrows & Marina
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.