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C$ 173+ 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
— IAD
23 Oct — 30 Oct1
1 adult
1 adult, Economy

Flights to Annapolis in 2025

Find the latest flights to Annapolis in 2025, 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 23 September 2025.

Round-trip from

C$ 257

One-way from

C$ 173

Popular in

June

Cheapest in

April

Average price

C$ 332
Porter Airlines
  • Porter Airlines
  • 21/10-23/10
  • Nonstop
  • 3h 04m total
  • Toronto to Washington, D.C.
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Porter Airlines
  • Porter Airlines
  • 12/10
  • Nonstop
  • 1h 31m total
  • Toronto to Annapolis
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals to Annapolis

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 23 September 2025.

Tue 21/101:35 p.m.YTZ - IAD
Nonstop1h 31mPorter Airlines
Thu 23/1011:35 a.m.IAD - YTZ
Nonstop1h 33mPorter Airlines
Deal found 23/9C$ 257
Thu 13/118:55 a.m.YTZ - IAD
Nonstop1h 29mPorter Airlines
Sun 16/1111:40 a.m.IAD - YTZ
Nonstop1h 30mPorter Airlines
Deal found 22/9C$ 259
Wed 22/101:35 p.m.YTZ - IAD
Nonstop1h 31mPorter Airlines
Sat 25/104:20 p.m.IAD - YTZ
Nonstop1h 33mPorter Airlines
Deal found 22/9C$ 261
Thu 16/101:35 p.m.YTZ - IAD
Nonstop1h 31mPorter Airlines
Sun 19/104:20 p.m.IAD - YTZ
Nonstop1h 33mPorter Airlines
Deal found 23/9C$ 266
Fri 21/113:45 p.m.YTZ - IAD
Nonstop1h 29mPorter Airlines
Mon 24/1111:40 a.m.IAD - YTZ
Nonstop1h 30mPorter Airlines
Deal found 20/9C$ 268
Fri 14/1110:30 a.m.YTZ - DCA
1 stop5h 01mAir Canada
Sun 16/1111:05 a.m.DCA - YTZ
1 stop5h 50mAir Canada
Deal found 22/9C$ 268
Fri 7/118:15 a.m.YYZ - DCA
1 stop4h 04mAir Canada
Fri 14/116:59 a.m.DCA - YYZ
Nonstop1h 36mAir Canada
Deal found 23/9C$ 270
Mon 20/101:35 p.m.YTZ - IAD
Nonstop1h 31mPorter Airlines
Thu 23/1011:35 a.m.IAD - YTZ
Nonstop1h 33mPorter Airlines
Deal found 23/9C$ 270
Fri 24/106:15 a.m.YYZ - DCA
1 stop4h 05mAir Canada
Sun 26/106:00 a.m.DCA - YYZ
1 stop4h 49mAir Canada
Deal found 22/9C$ 277
Tue 11/113:30 p.m.YTZ - DCA
1 stop6h 26mAir Canada
Tue 18/1111:05 a.m.DCA - YTZ
1 stop5h 50mAir Canada
Deal found 23/9C$ 278
Thu 16/108:55 p.m.YYZ - DCA
Nonstop1h 39mAir Canada
Sun 19/106:59 a.m.DCA - YYZ
Nonstop1h 32mAir Canada
Deal found 23/9C$ 281
Fri 24/104:00 p.m.YYZ - IAD
1 stop5h 05mAir Canada
Sun 26/109:45 a.m.IAD - YYZ
1 stop4h 59mAir Canada
Deal found 22/9C$ 281

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 23 September 2025.
Use the filters below to find and compare flights to Annapolis that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Thu 13/11

8:55 a.m.-10:24 a.m.

Nonstop1h 29m

Washington, D.C. Dulles Intl

Sun 16/11

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

Nonstop1h 30m

C$ 259

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Wed 22/10

1:35 p.m.-3:06 p.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Sat 25/10

4:20 p.m.-5:53 p.m.

Nonstop1h 33m

C$ 261

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Thu 6/11

8:55 a.m.-10:24 a.m.

Nonstop1h 29m

Washington, D.C. Dulles Intl

Thu 13/11

6:30 p.m.-8:00 p.m.

Nonstop1h 30m

C$ 266

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Sat 25/10

1:35 p.m.-3:06 p.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Mon 27/10

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

Nonstop1h 30m

C$ 267

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Fri 21/11

3:45 p.m.-5:14 p.m.

Nonstop1h 29m

Washington, D.C. Dulles Intl

Tue 25/11

6:30 p.m.-8:00 p.m.

Nonstop1h 30m

C$ 267

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Tue 28/10

8:55 a.m.-10:24 a.m.

Nonstop1h 29m

Washington, D.C. Dulles Intl

Tue 18/11

6:30 p.m.-8:00 p.m.

Nonstop1h 30m

C$ 268

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Fri 17/10

1:35 p.m.-3:06 p.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Tue 21/10

4:20 p.m.-5:53 p.m.

Nonstop1h 33m

C$ 268

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Thu 16/10

1:35 p.m.-3:06 p.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Sun 19/10

4:20 p.m.-5:53 p.m.

Nonstop1h 33m

C$ 274

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Sat 25/10

1:35 p.m.-3:06 p.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Sun 2/11

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

Nonstop1h 30m

C$ 277

TorontoWashington, D.C.

YYZ - DCA

YYZDCA

Toronto Pearson Intl

Tue 11/11

8:15 a.m.-12:19 p.m.

1 stop4h 04m

Washington, D.C. Reagan-National

Tue 18/11

11:05 a.m.-4:40 p.m.

1 stop5h 35m

C$ 296

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/9

Showing 1-10 of 60 results
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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 19 September 2025.

Booking 72 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 4 hours 33 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 15 September 2024.

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

Weekly flight availability to Annapolis

The most flights from Toronto to Annapolis are scheduled on a Monday (22 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (10 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$ 185
Porter Airlines
Porter Airlines
From C$ 134
United Airlines
United Airlines
From C$ 150
WestJet
WestJet
From C$ 141

What are the cheapest airlines that fly to Annapolis?

The cheapest airlines flying from Toronto to Annapolis are Porter Airlines, Air Transat 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 23 September 2025.
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
7.9
Good
368 reviews
Check prices

Comfort

7.9

Food

7.6

Overall

7.9

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
7.9
Good
368 reviews
Porter Airlines
7.9
Good
368 reviews
Check prices

Comfort

7.9

Food

7.6

Overall

7.9

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Transat
7.7
Good
441 reviews
Porter Airlines
7.9
Good
368 reviews
Check prices

Comfort

7.9

Food

7.6

Overall

7.9

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
United Airlines
7.4
Good
8,928 reviews
Porter Airlines
7.9
Good
368 reviews
Check prices

Comfort

7.9

Food

7.6

Overall

7.9

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
WestJet
7.2
Good
3,105 reviews
Porter Airlines
7.9
Good
368 reviews
Check prices

Comfort

7.9

Food

7.6

Overall

7.9

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,000 reviews
Porter Airlines
7.9
Good
368 reviews
Check prices

Comfort

7.9

Food

7.6

Overall

7.9

Boarding

8.2

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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, Delta 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$ 63, however they can be found for as little as C$ 55.

  • 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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