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Chester

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Chester Flights as Low as $58

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

Frontier Airlines
Mon, Sep 28 - Thu, Oct 1
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Sep 28 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Oct 1, priced at $58 found 1 day ago
Frontier Airlines
Tue, Sep 29 - Tue, Oct 20
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$66 Roundtrip, found 1 hour ago
$66
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Sep 29 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 20, priced at $66 found 1 hour ago
Frontier Airlines
Thu, Oct 8 - Mon, Oct 12
DTW
Detroit Metropolitan Wayne County
BWI
Baltimore Washington Intl. Thurgood Marshall
$69 Roundtrip, found 22 hours ago
$69
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Thu, Oct 8 from Detroit Metropolitan Wayne County to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Oct 12, priced at $69 found 22 hours ago
Frontier Airlines
Thu, Oct 15 - Mon, Oct 19
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$69 Roundtrip, found 5 days ago
$69
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Oct 15 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Oct 19, priced at $69 found 5 days ago
Frontier Airlines
Thu, Oct 15 - Fri, Oct 30
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$79 Roundtrip, found 5 days ago
$79
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Oct 15 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Fri, Oct 30, priced at $79 found 5 days ago
Frontier Airlines
Fri, Oct 9 - Mon, Oct 12
DTW
Detroit Metropolitan Wayne County
BWI
Baltimore Washington Intl. Thurgood Marshall
$80 Roundtrip, found 22 hours ago
$80
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Fri, Oct 9 from Detroit Metropolitan Wayne County to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Oct 12, priced at $80 found 22 hours ago
Frontier Airlines
Thu, Nov 5 - Sun, Nov 8
DTW
Detroit Metropolitan Wayne County
BWI
Baltimore Washington Intl. Thurgood Marshall
$81 Roundtrip, found 6 days ago
$81
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Nov 5 from Detroit Metropolitan Wayne County to Baltimore Washington Intl. Thurgood Marshall, returning Sun, Nov 8, priced at $81 found 6 days ago
Frontier Airlines
Mon, Oct 12 - Mon, Oct 12
DTW
Detroit Metropolitan Wayne County
BWI
Baltimore Washington Intl. Thurgood Marshall
$85 Roundtrip, found 22 hours ago
$85
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Mon, Oct 12 from Detroit Metropolitan Wayne County to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Oct 12, priced at $85 found 22 hours ago
Southwest Airlines
Tue, Sep 29 - Tue, Oct 20
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Tue, Sep 29 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 20, priced at $157 found 1 hour ago
Delta
Tue, Sep 29 - Tue, Oct 20
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Sep 29 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 20, priced at $157 found 1 hour ago
American Airlines
Mon, Nov 2 - Mon, Nov 16
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$181 Roundtrip, found 6 hours ago
$181
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Mon, Nov 2 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Nov 16, priced at $181 found 6 hours ago
Frontier Airlines
Fri, Sep 11 - Sat, Sep 26
BUF
Buffalo Niagara Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$192 Roundtrip, found 1 hour ago
$192
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Sep 11 from Buffalo Niagara Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Sep 26, priced at $192 found 1 hour ago
United
Tue, Oct 27 - Tue, Nov 17
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$201 Roundtrip, found 6 days ago
$201
Roundtrip
found 6 days ago
Select United flight, departing Tue, Oct 27 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Nov 17, priced at $201 found 6 days ago
Frontier Airlines
Mon, Nov 2 - Wed, Nov 18
ONT
Ontario Intl. Airport
BWI
Baltimore Washington Intl. Thurgood Marshall
$252 Roundtrip, found 5 hours ago
$252
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Nov 2 from Ontario Intl. Airport to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Nov 18, priced at $252 found 5 hours ago
JetBlue Airways
Tue, Nov 10 - Tue, Nov 17
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$403 Roundtrip, found 8 hours ago
$403
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Tue, Nov 10 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Nov 17, priced at $403 found 8 hours ago
Alaska Airlines
Mon, Nov 2 - Wed, Nov 18
ONT
Ontario Intl. Airport
BWI
Baltimore Washington Intl. Thurgood Marshall
$412 Roundtrip, found 5 hours ago
$412
Roundtrip
found 5 hours ago
Select Alaska Airlines flight, departing Mon, Nov 2 from Ontario Intl. Airport to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Nov 18, priced at $412 found 5 hours ago

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 September, 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 $58, 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 $58 right now, why wait?

Chester Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$58

Last Minute Hotel Deals in Chester

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
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 ...
Get rates
DoubleTree by Hilton Hotel Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
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 ...
9/10 Wonderful! (1,981 reviews)
"Gorgeous historical property that’s a must see Staff was friendly and helpful down to the valet that was so kind and welcoming Great neighborhood in walking distance of great restaurants"

Reviewed on Aug 25, 2026

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Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,017 reviews)
"I wish I could give half stars because this place is really a 4.5 stars. First off this place was great, it is everything you need for a hotel. Great prices, friendly staff, very clean, very nice hotel. Why I gave it 4 stars? The coffee machine was down for our first night, the jacuzzi was down for ..."

Reviewed on Aug 25, 2026

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Crowne Plaza Annapolis by IHG
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Book a stay at this 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! (1,028 reviews)
"I arrived late following a long-distance sailboat race across the Chesapeake Bay. “Nick” was managing the front desk. He was polite, efficient, friendly, and professional. He offered me the best room the hotel had available at my price, and guaranteed I would have a good night’s rest. He was 100% ..."

Reviewed on Aug 25, 2026

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Graduate by Hilton Annapolis
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,005 reviews)
"None"

Reviewed on Aug 25, 2026

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St Michaels Inn
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,064 reviews)
"There wasn’t a fan in the bathroom. Very good location in Annapolis."

Reviewed on Aug 23, 2026

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Country Inn & Suites by Radisson, Annapolis, MD
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (981 reviews)
"The location of the hotel was awesome along with our balcony view. However you should not have to pay an additional $50 per day to park your car especially since the garage up the street is Therefore the guests are getting pentalized to park at the hotel . Additionally the front desk women were rude ..."

Reviewed on Aug 25, 2026

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Annapolis Waterfront Hotel, Autograph Collection
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
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Hilton Garden Inn Annapolis Downtown
See all 1,195 properties in Chester
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.