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Chester

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Chester Flights as Low as $82

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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 May, 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 15 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 $82, 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 $82 right now, why wait?

Chester Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$81

Last Minute Hotel Deals in Chester

Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
The price is $199 per night from May 5 to May 6
$199
includes taxes & fees
May 5 - May 6
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! (1,755 reviews)
"Perfect"

Reviewed on Apr 27, 2025

Historic Inns of Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3 out of 5
2600 Housley Road, Annapolis, MD
The price is $112 per night from May 1 to May 2
$112
includes taxes & fees
May 1 - May 2
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,002 reviews)
"I love the trees. I didn’t like the air wick plug in in my room though."

Reviewed on Apr 26, 2025

Country Inn & Suites by Radisson, Annapolis, MD
The Westin Annapolis
The Westin Annapolis
4 out of 5
100 Westgate Cir, Annapolis, MD
The price is $170 per night from May 4 to May 5
$170
includes taxes & fees
May 4 - May 5
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! (1,002 reviews)
"Hotel was under renovation so things were covered in plastic, etc. but overall very nice."

Reviewed on Apr 23, 2025

The Westin Annapolis
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3 out of 5
174 West Street, Annapolis, MD
The price is $135 per night from May 27 to May 28
$135
includes taxes & fees
May 27 - May 28
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)
"We had a great time in the Hilton Garden Inn! Staff was superb, room was very spacious and very clean!"

Reviewed on Apr 22, 2025

Hilton Garden Inn Annapolis Downtown
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
The price is $143 per night from Apr 30 to May 1
$143
includes taxes & fees
Apr 30 - May 1
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! (526 reviews)
"The staff is always amazing!!!!"

Reviewed on Apr 25, 2025

Hyatt Place Kent Narrows & Marina
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
3 out of 5
189 Admiral Cochrane Drive, Annapolis, MD
The price is $125 per night from May 4 to May 5
$125
includes taxes & fees
May 4 - May 5
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)
Annapolis stay
"The room was clean and the bed was very comfortable. The breakfast was also good. We enjoyed the stay. Thank you! I am hoping you won't charge for parking in the future."

Reviewed on Apr 25, 2025

SpringHill Suites by Marriott Annapolis
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
The price is $193 per night from May 26 to May 27
$193
includes taxes & fees
May 26 - May 27
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! (1,005 reviews)
"We stayed in one of the 2 BDRM apartments and it was perfect for the 4 of us. We were a 15 minute walk to our family reunion and the neighborhood seemed safe, lots of people out walking their dogs, etc. The apartment was clean and very nicely furnished. We had a nice living room area where we could ..."

Reviewed on Apr 27, 2025

Graduate by Hilton Annapolis
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
The price is $128 per night from Apr 30 to May 1
$128
includes taxes & fees
Apr 30 - May 1
Book a stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (792 reviews)
"7$ per night for parking"

Reviewed on Apr 22, 2025

Sonesta ES Suites Annapolis
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.