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C$ 189+ Cheap flights to Annapolis

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 17/6. Fares are subject to change and may not be available on all flights or dates of travel.
— IAD
1 Jun — 8 Jun1
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
Explore the most affordable flight options available to Annapolis. Find the lowest fares based on data from user searches, with prices last updated on 2 May 2026.

Wed 3/61:50 p.m.
YTZ
-
IAD
Nonstop1h 31m
Porter Airlines
Mon 8/64:05 p.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 27/4C$ 268
Thu 4/64:30 p.m.
YYZ
-
DCA
1 stop5h 25m
Air Canada
Sun 7/66:00 a.m.
DCA
-
YYZ
1 stop4h 38m
Air Canada
Deal found 28/4C$ 269
Wed 3/610:45 a.m.
YTZ
-
IAD
1 stop4h 18m
Air Canada
Mon 8/65:15 p.m.
IAD
-
YTZ
Nonstop1h 27m
Air Canada
Deal found 28/4C$ 270
Fri 22/58:55 p.m.
YYZ
-
DCA
Nonstop1h 33m
Air Canada
Mon 25/56:59 a.m.
DCA
-
YYZ
Nonstop1h 32m
Air Canada
Deal found 27/4C$ 272
Thu 21/51:50 p.m.
YTZ
-
IAD
Nonstop1h 31m
Porter Airlines
Mon 25/511:30 a.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 29/4C$ 272
Fri 22/57:40 a.m.
YTZ
-
DCA
1 stop4h 21m
Air Canada
Mon 25/512:45 p.m.
DCA
-
YTZ
1 stop5h 37m
Air Canada
Deal found 27/4C$ 273
Wed 27/57:00 a.m.
YYZ
-
DCA
1 stop5h 01m
Air Canada
Sat 30/56:59 a.m.
DCA
-
YYZ
Nonstop1h 32m
Air Canada
Deal found 27/4C$ 276
Thu 25/61:45 p.m.
YTZ
-
IAD
Nonstop1h 31m
Porter Airlines
Mon 29/64:00 p.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 30/4C$ 277
Sat 13/68:20 a.m.
YTZ
-
DCA
1 stop3h 41m
Air Canada
Sat 20/64:20 p.m.
DCA
-
YTZ
1 stop5h 11m
Air Canada
Deal found 29/4C$ 278
Thu 21/58:10 a.m.
YYZ
-
DCA
1 stop3h 51m
Air Canada
Sun 24/56:00 a.m.
DCA
-
YYZ
1 stop4h 38m
Air Canada
Deal found 1/5C$ 280
Sat 13/68:30 a.m.
YTZ
-
IAD
1 stop6h 33m
Air Canada
Sat 20/65:15 p.m.
IAD
-
YTZ
Nonstop1h 27m
Air Canada
Deal found 29/4C$ 280
Tue 23/61:45 p.m.
YTZ
-
IAD
Nonstop1h 31m
Porter Airlines
Mon 29/64:00 p.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 29/4C$ 281

Find flight deals to Annapolis

Find the latest flights to Annapolis in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 2 May 2026.

Round-trip from

C$ 268

One-way from

C$ 189

Popular in

March

Cheapest in

October

Average price

C$ 345
Porter Airlines
  • Porter Airlines
  • 3/6-8/6
  • Nonstop
  • 3h 01m total
  • Toronto to Washington, D.C.
Search Deals
Air Canada
  • Air Canada
  • 17/6
  • 1 total stop
  • 4h 18m total
  • Toronto to Annapolis
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 53 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 May 2026
Search Deals

Cheapflights Fare Finder

 
Locate flights to Annapolis that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 2 May 2026.
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 - IAD

YTZIAD

Toronto Island

Fri 19/6

9:15 a.m.-10:46 a.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Sun 21/6

4:00 p.m.-5:30 p.m.

Nonstop1h 30m

C$ 272
Quickest round-trip

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Fri 5/6

2:55 p.m.-4:12 p.m.

Nonstop1h 17m

Washington, D.C. Dulles Intl

Sun 7/6

5:15 p.m.-6:42 p.m.

Nonstop1h 27m

C$ 299

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Fri 29/5

1:50 p.m.-3:21 p.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Sun 31/5

4:05 p.m.-5:35 p.m.

Nonstop1h 30m

C$ 299

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Mon 8/6

2:55 p.m.-4:12 p.m.

Nonstop1h 17m

Washington, D.C. Dulles Intl

Mon 15/6

3:45 p.m.-9:32 p.m.

1 stop5h 47m

C$ 304

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Sun 14/6

1:50 p.m.-3:21 p.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Sun 21/6

4:00 p.m.-5:30 p.m.

Nonstop1h 30m

C$ 308

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Wed 27/5

1:50 p.m.-3:21 p.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Mon 1/6

11:30 a.m.-1:00 p.m.

Nonstop1h 30m

C$ 308

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Thu 2/7

9:15 a.m.-10:46 a.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Mon 6/7

11:30 a.m.-1:00 p.m.

Nonstop1h 30m

C$ 308

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Fri 5/6

9:15 a.m.-10:46 a.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Sat 6/6

11:30 a.m.-1:00 p.m.

Nonstop1h 30m

C$ 310

TorontoWashington, D.C.

YYZ - DCA

YYZDCA

Toronto Pearson Intl

Tue 19/5

2:20 p.m.-10:59 p.m.

1 stop8h 39m

Washington, D.C. Reagan-National

Tue 26/5

7:40 p.m.-11:41 p.m.

1 stop4h 01m

C$ 318

TorontoWashington, D.C.

YYZ - IAD

YYZIAD

Toronto Pearson Intl

Tue 2/6

6:12 p.m.-10:56 p.m.

1 stop4h 44m

Washington, D.C. Dulles Intl

Tue 9/6

6:05 a.m.-11:19 a.m.

1 stop5h 14m

C$ 318

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/4

Showing 1-10 of 60 resultsSorted by cheapest first
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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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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 29 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.

When is the cheapest time to fly to Annapolis?

Use this chart to determine the cheapest time to fly round-trip from Toronto to Annapolis. Price data was last updated on 25 April 2026.

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.

Weekly flight availability to Annapolis

The most flights from Toronto to Annapolis are scheduled on a Friday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 on average).

What are the most popular airlines that fly to Annapolis?

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

Air Canada
Air Canada
From C$ 146
Porter Airlines
Porter Airlines
From C$ 182
United Airlines
United Airlines
From C$ 133
WestJet
WestJet
From C$ 134

What are the cheapest airlines that fly to Annapolis?

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

Rainfall in Annapolis by month

Plan your trip to Annapolis by taking into account the average rainfall totals 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

Plan your trip to Annapolis by taking into account the average temperature totals 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).

Reviews of airlines servicing Annapolis

Get insights into the airlines that provide service to Annapolis. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Annapolis. Reviews last updated 2 May 2026.
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
435 reviews
Check prices

Comfort

8.0

Food

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
435 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Comfort

8.0

Food

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Transat
7.8
Good
546 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Comfort

8.0

Food

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
United Airlines
7.4
Good
9,677 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Comfort

8.0

Food

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
American Airlines
7.1
Good
11,686 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Comfort

8.0

Food

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Canada
7.1
Good
10,987 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Comfort

8.0

Food

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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, United Airlines 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$ 98, however they can be found for as little as C$ 79.

  • 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

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