Find flights
Deals
Airlines

C$ 174+ Cheap flights to Annapolis

— IAD
30 Sep — 7 Oct1
1 adult
1 adult, Economy, 0 bags

Flights to Annapolis in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Annapolis

Fri 18/129:10 a.m. -
Nonstop1h 28m
Thu 31/1211:20 a.m. -
Nonstop1h 32m
Deal found 28/8C$ 257
Thu 15/108:00 a.m. -
1 stop4h 09m
Wed 11/118:45 p.m. -
Nonstop1h 33m
Deal found 27/8C$ 259
Sat 19/99:15 a.m. -
Nonstop1h 30m
Tue 29/911:25 a.m. -
Nonstop1h 30m
Deal found 30/8C$ 259
Thu 15/108:20 a.m. -
1 stop3h 49m
Wed 11/1111:05 a.m. -
1 stop4h 51m
Deal found 27/8C$ 259
Tue 6/1010:45 a.m. -
1 stop4h 15m
Wed 7/105:20 p.m. -
Nonstop1h 36m
Deal found 27/8C$ 260
Fri 11/98:20 a.m. -
1 stop3h 54m
Sun 13/912:55 p.m. -
1 stop5h 25m
Deal found 28/8C$ 260
Thu 10/96:25 p.m. -
Nonstop1h 34m
Sat 12/96:55 p.m. -
Nonstop1h 31m
Deal found 27/8C$ 261
Thu 8/101:40 p.m. -
Nonstop1h 30m
Sun 11/103:50 p.m. -
Nonstop1h 30m
Deal found 26/8C$ 261
Wed 16/91:55 p.m. -
Nonstop1h 30m
Wed 23/99:55 a.m. -
Nonstop1h 25m
Deal found 27/8C$ 261
Thu 22/108:00 a.m. -
1 stop4h 09m
Sun 25/106:59 a.m. -
Nonstop1h 33m
Deal found 27/8C$ 263
Tue 6/109:15 a.m. -
Nonstop1h 30m
Tue 27/1011:20 a.m. -
Nonstop1h 32m
Deal found 28/8C$ 263
Tue 6/106:55 p.m. -
Nonstop1h 30m
Tue 27/109:55 a.m. -
Nonstop1h 27m
Deal found 28/8C$ 263

Find flight deals to Annapolis

Round-trip from

C$ 257

One-way from

C$ 174

Popular in

March

Cheapest in

October

Average price

C$ 380
Porter Airlines
  • Porter Airlines
  • 17/9-21/9
  • Nonstop
  • 3h 00m total
  • Toronto to Washington, D.C.
Search Deals
Air Canada
  • Air Canada
  • 8/10
  • 1 total stop
  • 4h 09m total
  • Toronto to Annapolis
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights to Annapolis that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoWashington, D.C.

YTZ Toronto Island - DCA Washington, D.C. Reagan-National

YTZDCA

Toronto Island

Fri 11/9

8:20 a.m.-12:14 p.m.

1 stop3h 54m

Washington, D.C. Reagan-National

Sun 13/9

12:55 p.m.-6:20 p.m.

1 stop5h 25m

C$ 260

TorontoWashington, D.C.

YTZ Toronto Island - DCA Washington, D.C. Reagan-National

YTZDCA

Toronto Island

Sat 26/9

8:20 a.m.-12:14 p.m.

1 stop3h 54m

Washington, D.C. Reagan-National

Sun 27/9

12:55 p.m.-6:20 p.m.

1 stop5h 25m

C$ 263

TorontoWashington, D.C.

YTZ Toronto Island - DCA Washington, D.C. Reagan-National

YTZDCA

Toronto Island

Thu 22/10

8:20 a.m.-12:09 p.m.

1 stop3h 49m

Washington, D.C. Reagan-National

Sun 25/10

12:55 p.m.-6:19 p.m.

1 stop5h 24m

C$ 264

TorontoWashington, D.C.

YTZ Toronto Island - DCA Washington, D.C. Reagan-National

YTZDCA

Toronto Island

Thu 17/9

8:20 a.m.-12:14 p.m.

1 stop3h 54m

Washington, D.C. Reagan-National

Sun 20/9

12:55 p.m.-6:20 p.m.

1 stop5h 25m

C$ 270

TorontoWashington, D.C.

YTZ Toronto Island - IAD Washington, D.C. Dulles Intl

YTZIAD

Toronto Island

Tue 6/10

3:15 p.m.-4:42 p.m.

Nonstop1h 27m

Washington, D.C. Dulles Intl

Wed 7/10

5:20 p.m.-6:57 p.m.

Nonstop1h 37m

C$ 274

TorontoWashington, D.C.

YYZ Toronto Pearson Intl - IAD Washington, D.C. Dulles Intl

YYZIAD

Toronto Pearson Intl

Fri 16/10

12:45 p.m.-2:22 p.m.

Nonstop1h 37m

Washington, D.C. Dulles Intl

Sun 18/10

8:28 a.m.-10:04 a.m.

Nonstop1h 36m

C$ 286

TorontoWashington, D.C.

YYZ Toronto Pearson Intl - IAD Washington, D.C. Dulles Intl

YYZIAD

Toronto Pearson Intl

Fri 18/9

7:43 p.m.-9:24 p.m.

Nonstop1h 41m

Washington, D.C. Dulles Intl

Sun 20/9

8:28 a.m.-10:04 a.m.

Nonstop1h 36m

C$ 286

TorontoWashington, D.C.

YTZ Toronto Island - DCA Washington, D.C. Reagan-National

YTZDCA

Toronto Island

Fri 23/10

8:20 a.m.-12:09 p.m.

1 stop3h 49m

Washington, D.C. Reagan-National

Fri 30/10

12:55 p.m.-6:19 p.m.

1 stop5h 24m

C$ 288

TorontoWashington, D.C.

YTZ Toronto Island - DCA Washington, D.C. Reagan-National

YTZDCA

Toronto Island

Thu 15/10

8:20 a.m.-12:09 p.m.

1 stop3h 49m

Washington, D.C. Reagan-National

Wed 11/11

12:55 p.m.-6:19 p.m.

1 stop5h 24m

C$ 288

TorontoWashington, D.C.

YTZ Toronto Island - DCA Washington, D.C. Reagan-National

YTZDCA

Toronto Island

Fri 16/10

8:20 a.m.-12:09 p.m.

1 stop3h 49m

Washington, D.C. Reagan-National

Sun 18/10

12:50 p.m.-6:20 p.m.

1 stop5h 30m

C$ 288

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/8

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight to Annapolis

Have a flexible travel schedule? Discover the best time to fly to Annapolis with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight to Annapolis

How long is the flight to Annapolis?

On average, a flight from Toronto to Annapolis takes 5 hours 5 minutes. Flights to Annapolis from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

Weekly flight availability to Annapolis

The most flights from Toronto to Annapolis are scheduled on a Friday (24 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (20 on average).

What are the most popular airlines that fly to Annapolis?

The most popular airlines flying from Toronto to Annapolis are Air Canada, Porter Airlines and United Airlines.

Air Canada
Air Canada
From C$ 113
Porter Airlines
Porter Airlines
From C$ 233
United Airlines
United Airlines
From C$ 172
WestJet
WestJet
From C$ 240

What are the cheapest airlines that fly to Annapolis?

The cheapest airlines flying from Toronto to Annapolis are Air Canada, American Airlines and Porter Airlines.

Rainfall in Annapolis by month

In terms of precipitation, rainfall in Annapolis ranges from 66.0 - 102.0 mm per month. May is typically the wettest month, when rainfall can reach 102.0 mm. February is typically the driest time to visit Annapolis when rainfall is around 66.0 mm.

Temperature in Annapolis by month

If weather is an important factor for your trip to Annapolis, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 27.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 2.0 C).

When is the cheapest time to fly to Annapolis?

Users looking for the lowest fares to Annapolis should consider flying on Tuesday evenings, when prices are typically cheapest. Budget-minded travellers will want to avoid Monday at noon, when prices are usually at their highest.

Reviews of airlines servicing Annapolis

Read through reviews of airlines serving the United States, such as Porter Airlines,Air Transat, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
458 reviews
Check prices

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
Porter Airlines
8.0
Very good
458 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
Air Transat
7.8
Good
576 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
United Airlines
7.4
Good
10,146 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
American Airlines
7.1
Good
12,019 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
Air Canada
7.1
Good
11,560 reviews
Porter Airlines
8.0
Very good
458 reviews
Check prices

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.

FAQs about flying to Annapolis

  • Can I find cheaper flights to Annapolis if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Annapolis on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Annapolis?

    Based on reviews from Cheapflights users, Air Canada is rated the highest out of the airlines that fly to Annapolis.

  • How much is a round-trip flight to Annapolis?

    A round-trip flight to Annapolis will typically cost around C$ 123, however they can be found for as little as C$ 83.

  • Where does the fastest flight to Annapolis depart from?

    For those looking to save time traveling to Annapolis, Toronto offers the quickest one-way flight (1 hour 25 minutes).

  • Does Washington, D.C. Dulles Intl have rental cars?

    Yes. Those touching down at Washington, D.C. Dulles Intl can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Washington, D.C. Dulles Intl?

    Yes. Washington, D.C. Dulles Intl has hotels nearby for those requiring accommodations. Sleepbox Lounge Iad, Dulles International Airport is the closest property to Washington, D.C. Dulles Intl (0.0 km away from Washington, D.C. Dulles Intl).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Search flights to Annapolis by cabin class

First class flights to Annapolis
Business class flights to Annapolis
Prem Economy class flights to Annapolis
Economy class flights to Annapolis

Fly with Cheapflights

How does Cheapflights help users find flights to Annapolis?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Annapolis today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets to Annapolis?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights to Annapolis for you. Better yet — we are completely free to use.

Can Cheapflights find flights to Annapolis with no change fees?

Need flexible booking options for your flight to Annapolis ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights to Annapolis become cheaper?

Yes, and it’s super simple to set up Price Alerts. Click the bell icon next to the flight deals above and provide your email address. That’s it!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.