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C$ 175+ 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 20/5. Fares are subject to change and may not be available on all flights or dates of travel.
— IAD
17 Apr — 24 Apr1
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 18 March 2026.

Thu 9/49:25 a.m.
YTZ
-
IAD
Nonstop1h 29m
Porter Airlines
Mon 13/411:40 a.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 17/3C$ 278
Sat 11/411:30 a.m.
YTZ
-
IAD
Nonstop1h 29m
Porter Airlines
Fri 17/46:00 p.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 17/3C$ 279
Tue 7/49:25 a.m.
YTZ
-
IAD
Nonstop1h 29m
Porter Airlines
Sun 12/46:00 p.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 15/3C$ 281
Mon 13/49:25 a.m.
YTZ
-
IAD
Nonstop1h 29m
Porter Airlines
Fri 24/46:00 p.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 17/3C$ 282
Wed 22/49:25 a.m.
YTZ
-
IAD
Nonstop1h 29m
Porter Airlines
Sat 25/41:45 p.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 16/3C$ 289
Sat 11/411:30 a.m.
YTZ
-
IAD
Nonstop1h 29m
Porter Airlines
Tue 14/411:40 a.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 17/3C$ 290
Tue 14/49:25 a.m.
YTZ
-
IAD
Nonstop1h 29m
Porter Airlines
Thu 23/411:40 a.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 17/3C$ 294
Sat 11/411:30 a.m.
YTZ
-
IAD
Nonstop1h 29m
Porter Airlines
Mon 27/411:40 a.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 17/3C$ 299
Fri 17/47:55 a.m.
YTZ
-
DCA
1 stop4h 06m
Air Canada
Sat 18/44:10 p.m.
DCA
-
YTZ
1 stop5h 22m
Air Canada
Deal found 17/3C$ 299
Thu 14/59:15 a.m.
YTZ
-
IAD
Nonstop1h 31m
Porter Airlines
Sat 16/511:30 a.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 17/3C$ 300
Wed 1/49:25 a.m.
YTZ
-
IAD
Nonstop1h 29m
Porter Airlines
Wed 8/411:40 a.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 17/3C$ 303
Fri 15/51:50 p.m.
YTZ
-
IAD
Nonstop1h 31m
Porter Airlines
Sun 24/54:05 p.m.
IAD
-
YTZ
Nonstop1h 30m
Porter Airlines
Deal found 17/3C$ 304

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 18 March 2026.

Round-trip from

C$ 278

One-way from

C$ 175

Popular in

March

Cheapest in

October

Average price

C$ 438
Porter Airlines
  • Porter Airlines
  • 9/4-13/4
  • Nonstop
  • 2h 59m total
  • Toronto to Washington, D.C.
Search Deals
Porter Airlines
  • Porter Airlines
  • 20/5
  • Nonstop
  • 1h 31m total
  • Toronto to Annapolis
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 18 March 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

Sun 10/5

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

Nonstop1h 31m

Washington, D.C. Dulles Intl

Wed 13/5

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

Nonstop1h 30m

C$ 314

TorontoWashington, D.C.

YTZ - DCA

YTZDCA

Toronto Island

Fri 17/4

7:55 a.m.-12:01 p.m.

1 stop4h 06m

Washington, D.C. Reagan-National

Tue 21/4

11:00 a.m.-3:52 p.m.

1 stop4h 52m

C$ 326

TorontoWashington, D.C.

YTZ - DCA

YTZDCA

Toronto Island

Sat 11/4

8:30 a.m.-3:30 p.m.

1 stop7h 00m

Washington, D.C. Reagan-National

Mon 27/4

12:55 p.m.-6:22 p.m.

1 stop5h 27m

C$ 326
Quickest round-trip

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Thu 16/4

9:25 a.m.-10:54 a.m.

Nonstop1h 29m

Washington, D.C. Dulles Intl

Mon 20/4

11:40 a.m.-1:10 p.m.

Nonstop1h 30m

C$ 341

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Fri 12/6

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

Nonstop1h 31m

Washington, D.C. Dulles Intl

Mon 15/6

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

Nonstop1h 30m

C$ 342

TorontoWashington, D.C.

YTZ - DCA

YTZDCA

Toronto Island

Fri 12/6

8:20 a.m.-12:01 p.m.

1 stop3h 41m

Washington, D.C. Reagan-National

Mon 15/6

12:45 p.m.-6:22 p.m.

1 stop5h 37m

C$ 342

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Thu 16/4

9:25 a.m.-10:54 a.m.

Nonstop1h 29m

Washington, D.C. Dulles Intl

Sun 19/4

6:00 p.m.-7:30 p.m.

Nonstop1h 30m

C$ 342

TorontoWashington, D.C.

YTZ - DCA

YTZDCA

Toronto Island

Tue 14/4

7:55 a.m.-12:01 p.m.

1 stop4h 06m

Washington, D.C. Reagan-National

Tue 21/4

11:00 a.m.-3:52 p.m.

1 stop4h 52m

C$ 346

TorontoWashington, D.C.

YTZ - DCA

YTZDCA

Toronto Island

Thu 9/4

7:55 a.m.-12:01 p.m.

1 stop4h 06m

Washington, D.C. Reagan-National

Mon 13/4

11:00 a.m.-3:52 p.m.

1 stop4h 52m

C$ 346

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Mon 27/7

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

Nonstop1h 31m

Washington, D.C. Dulles Intl

Wed 29/7

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

Nonstop1h 30m

C$ 351

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/3

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

When is the best time to book a flight to Annapolis?

Use this chart to determine the optimal time to book a round-trip flight from Toronto to Annapolis. Price data was last updated on 13 March 2026.

Booking 75 days in advance of your planned departure date is, on average, the best time to get cheap flights to Annapolis. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

How long is the flight to Annapolis?

On average, a flight from Toronto to Annapolis takes 8 hours 11 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 14 March 2026.

Users looking for the lowest fares to Annapolis should consider flying on Thursday at noon, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday 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 Monday (17 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (15 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$ 147
Porter Airlines
Porter Airlines
From C$ 183
United Airlines
United Airlines
From C$ 134
WestJet
WestJet
From C$ 135

What are the cheapest airlines that fly to Annapolis?

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

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 18 March 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
424 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

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
424 reviews
Porter Airlines
8.0
Very good
424 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

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
7.7
Good
521 reviews
Porter Airlines
8.0
Very good
424 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

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
9,437 reviews
Porter Airlines
8.0
Very good
424 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

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
11,470 reviews
Porter Airlines
8.0
Very good
424 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

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
10,813 reviews
Porter Airlines
8.0
Very good
424 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Food

7.6

Crew

8.6

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$ 258, however they can be found for as little as C$ 183.

  • 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 29 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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