Cheap Flights to Chestertown , MD from CA $237

View CA $237 flight on Tue, Mar 31, 2026Opens in a new window

Popular airlines to Chestertown

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How much is the cheapest flight to Chestertown?

Prices were available within the past 7 days and start at CA $237 for one-way flights and CA $404 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Mar 11 - Tue, Mar 17
YVR
Vancouver
BWI
Baltimore
CA $404 Roundtrip, found 3 days ago
CA $404
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Mar 11 from Vancouver to Baltimore, returning Tue, Mar 17, priced at CA $404 found 3 days ago
American Airlines
Sat, Apr 18 - Sat, Apr 25
YVR
Vancouver
BWI
Baltimore
CA $445 Roundtrip, found 4 hours ago
CA $445
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Apr 18 from Vancouver to Baltimore, returning Sat, Apr 25, priced at CA $445 found 4 hours ago
WestJet
Sat, Apr 18 - Wed, Apr 22
YVR
Vancouver
BWI
Baltimore
CA $460 Roundtrip, found 5 days ago
CA $460
Roundtrip
found 5 days ago
Select WestJet flight, departing Sat, Apr 18 from Vancouver to Baltimore, returning Wed, Apr 22, priced at CA $460 found 5 days ago
Alaska Airlines
Tue, Mar 3 - Tue, Mar 10
YVR
Vancouver
BWI
Baltimore
CA $477 Roundtrip, found 6 days ago
CA $477
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Tue, Mar 3 from Vancouver to Baltimore, returning Tue, Mar 10, priced at CA $477 found 6 days ago
United
Tue, Mar 3 - Wed, Mar 11
YUL
Montreal
BWI
Baltimore
CA $621 Roundtrip, found 4 days ago
CA $621
Roundtrip
found 4 days ago
Select United flight, departing Tue, Mar 3 from Montreal to Baltimore, returning Wed, Mar 11, priced at CA $621 found 4 days ago

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Expedia.ca gives you the best tools to secure great deals on flights to Chestertown. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Chestertown. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Chestertown.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Chestertown flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Chestertown.

Looking to save even more? Get additional savings by bundling your Chestertown flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Chestertown trip!

Frequently asked questions

What is the name of Chestertown's airport?
If you're traveling by plane, you won't have to decide which airport to fly into. Chestertown has just one – Baltimore Washington Intl. Thurgood Marshall Airport (BWI).
How far is BWI from central Chestertown?
The journey from BWI to downtown Chestertown is reasonably long. You'll have to travel 48 kilometres before you can check in to your city hotel.
What airport is best to fly into Chestertown?
Travelers from across the globe go through BWI Airport each day. Step off the plane, grab your bags and you'll find yourself 48 kilometres from the heart of Chestertown.
How many airlines fly to Chestertown?
There are a total of 18 air carriers connecting Chestertown with 77 airports from all over the globe.
Which airlines fly to Chestertown?
Delta Air Lines, Southwest Airlines and Spirit Airlines are the most frequent fliers to Chestertown. The majority of flights come from Atlanta, with Delta Air Lines having the most services on this route.
How many nonstop flights are there to Chestertown?
With approximately 1,804 nonstop flights running every week, you'll be touching down in Chestertown before you can say, "Are we there yet?"
Where are the most popular flights to Chestertown departing from?
Flights to Chestertown from Atlanta, Boston and Fort Lauderdale airports are highly sought after.
How long is the flight to Chestertown Airport?
Which city you depart from determines how much of the in-flight entertainment you'll get to enjoy. From Atlanta to Chestertown, the average flight time is 1 hour and 47 minutes. From Chicago it's more like 1 hour and 49 minutes, and from Orlando it's 2 hours and 11 minutes.
How to book the cheapest flight to Chestertown?
If you'd like to save some cash on your Chestertown vacation, then listen up! As every experienced traveler will tell you, avoid booking at the last minute. Fares are usually more expensive close to the departure date. Don't stop there, though. Do some research and check if there is more than one airport at your destination. Fares often differ depending on which airport you go for. Don't forget to compare prices across air carriers as well. Finally, be ready to book quickly if you find an irresistible price. It might not stick around for long. With a bit of know-how and some good fortune, the ideal fare can be yours.
How to survive the flight to Chestertown?
Depending on where you're coming from, your journey to Chestertown could be a piece of cake or it could drag on forever. Here are some tips that will help you start your next great adventure on a positive note.What to pack in your hand luggage:

  • The secret to having a hassle-free travel experience is to pack in advance. So, let's start with the essentials: passport, official ID, bank cards and daily medications. Next, bring items that'll help keep you occupied, like your laptop or a few magazines. It's also a wise idea to bring your chargers, a quality neck pillow and a pair of earplugs. Finally, don't forget to toss in toiletry items like a toothbrush, deodorant and a clean T-shirt.

Do not pack the following items in your hand luggage:

  • Double-check that you don't have a pocket knife hiding in your carry-on luggage. Other banned items include explosive or flammable substances, like aerosols and matches, and gels and liquids in containers with a volume of more than 3.4 ounces (100 milliliters).

What to wear on a flight:

  • Comfort should be your highest priority when selecting what to wear on board. Consider your choice of footwear with care too, as swollen feet and ankles are a common side effect of flying. Slightly roomy, flat shoes are your best bet.
  • Unfortunately, a risk of flying long distances is developing deep vein thrombosis (DVT), a blood clot condition caused by prolonged periods of inactivity. To avoid this, take every opportunity to walk around and give your legs a stretch. Compression tights and socks are also a great idea to help lower your risk.

How to get through airport security fast when flying to Chestertown?
It's simple — be prepared. We've rounded up some handy tips and tricks for a stress-free trip through airport security. Look out Chestertown, here you come:

  • Security personnel first need to know that you have a valid ID and matching boarding pass before you can proceed any further. Have them ready for inspection.
  • The X-ray machine comes next. Empty your pockets and remove anything that is likely to set off the alarm. This includes things like headphones or earphones, as well as your coat or jacket. They'll need to be placed on the conveyor belt for screening.
  • All your electronics, including your phone and laptop, are also required to be separately scanned.
  • Any gels or liquids, such as perfume or hairspray, that you want to bring on board must be no greater than 3.4 ounces (100 milliliters). They must also all fit inside a quart-size (one liter), clear zip-close bag.
  • Lightweight sneakers are a clever footwear choice as you're less likely to be asked to remove them when passing through security. Hiking boots and other heavy-style shoes are usually subjected to additional screening.
  • Sharp or pointed objects (like knives and scissors) are prohibited in the cabin. They'll be confiscated at security, so pack them in your checked luggage.

Flights to Chestertown information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Destination city name
Baltimore
Roundtrip price
CA $404

Trending flights to Chestertown

Prices were available within the past 7 days and start at CA $237 for one-way flights and CA $404 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Mar 11 - Tue, Mar 17
YVR
Vancouver
BWI
Baltimore
CA $404 Roundtrip, found 3 days ago
CA $404
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Mar 11 from Vancouver to Baltimore, returning Tue, Mar 17, priced at CA $404 found 3 days ago

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