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C$ 154+ 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
— IAD
5 May — 12 May1
1 adult

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 30 April 2025.

Round-trip from

C$ 249

One-way from

C$ 159

Popular in

August

Cheapest in

March

Average price

C$ 336
Porter Airlines
  • Porter Airlines
  • 6/6-8/6
  • Nonstop
  • 3h 04m total
  • Toronto to Washington, D.C.
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American Airlines
  • American Airlines
  • 20/5
  • Nonstop
  • 1h 40m total
  • Toronto to Annapolis
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Highest demand for flights based on searches. 1% potential increase in price (C$ 10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 6 potential savings vs. average RT price).
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Average for round-trip flights in April 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 30 April 2025.

Fri 6/61:35 p.m.YTZ - IAD
Nonstop1h 31mPorter Airlines
Sun 8/611:35 a.m.IAD - YTZ
Nonstop1h 33mPorter Airlines
Deal found 29/4C$ 249
Wed 11/66:10 p.m.YYZ - DCA
Nonstop1h 33mAir Canada
Wed 18/66:00 a.m.DCA - YYZ
1 stop4h 40mAir Canada
Deal found 29/4C$ 278
Tue 27/56:15 a.m.YYZ - IAD
Nonstop1h 39mUnited Airlines
Tue 3/62:25 p.m.IAD - YYZ
Nonstop1h 34mUnited Airlines
Deal found 28/4C$ 278
Wed 28/51:35 p.m.YTZ - IAD
Nonstop1h 31mAir Transat
Wed 4/64:20 p.m.IAD - YTZ
Nonstop1h 33mAir Transat
Deal found 28/4C$ 284
Tue 7/107:47 p.m.YYZ - IAD
Nonstop1h 38mAir Canada
Wed 8/108:20 a.m.IAD - YYZ
1 stop8h 23mAir Canada
Deal found 29/4C$ 284
Tue 27/57:20 a.m.YYZ - DCA
Nonstop1h 33mUnited Airlines
Tue 3/67:00 a.m.DCA - YYZ
1 stop4h 44mUnited Airlines
Deal found 28/4C$ 291
Wed 11/610:11 a.m.YYZ - DCA
1 stop8h 48mDelta
Wed 18/66:05 a.m.DCA - YYZ
1 stop5h 13mDelta
Deal found 29/4C$ 298
Tue 3/610:20 a.m.YTZ - IAD
1 stop5h 55mAir Canada
Wed 4/61:00 p.m.IAD - YTZ
1 stop5h 37mAir Canada
Deal found 29/4C$ 300
Tue 3/63:25 p.m.YTZ - DCA
1 stop6h 28mAir Canada
Wed 11/612:55 p.m.DCA - YTZ
1 stop5h 42mAir Canada
Deal found 29/4C$ 300
Fri 6/68:55 p.m.YYZ - DCA
Nonstop1h 33mMultiple Airlines
Tue 10/66:00 a.m.DCA - YYZ
1 stop4h 39mMultiple Airlines
Deal found 29/4C$ 309
Tue 3/66:30 a.m.YYZ - BWI
1 stop5h 40mDelta
Wed 4/66:18 p.m.BWI - YYZ
1 stop5h 37mDelta
Deal found 28/4C$ 314
Wed 28/55:29 p.m.YYZ - DCA
Nonstop1h 40mAmerican Airlines
Thu 29/510:00 a.m.DCA - YYZ
Nonstop1h 55mAmerican Airlines
Deal found 29/4C$ 316

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 30 April 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.

YYZ - DCA

YYZDCA

Toronto Pearson Intl

Tue 3/6

6:15 a.m.-10:19 a.m.

1 stop4h 04m

Washington, D.C. Reagan-National

Wed 4/6

6:00 a.m.-10:39 a.m.

1 stop4h 39m

C$ 238

TorontoWashington, D.C.

YYZ - IAD

YYZIAD

Toronto Pearson Intl

Tue 7/10

7:47 p.m.-9:25 p.m.

Nonstop1h 38m

Washington, D.C. Dulles Intl

Wed 8/10

8:20 a.m.-6:33 p.m.

1 stop10h 13m

C$ 238

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Fri 30/5

8:45 a.m.-10:16 a.m.

Nonstop1h 31m

Washington, D.C. Dulles Intl

Wed 4/6

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

Nonstop1h 33m

C$ 239

TorontoWashington, D.C.

YYZ - IAD

YYZIAD

Toronto Pearson Intl

Tue 3/6

7:47 p.m.-9:27 p.m.

Nonstop1h 40m

Washington, D.C. Dulles Intl

Wed 4/6

3:30 p.m.-5:09 p.m.

Nonstop1h 39m

C$ 249

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Tue 3/6

4:20 p.m.-9:04 p.m.

1 stop4h 44m

Washington, D.C. Dulles Intl

Wed 4/6

1:00 p.m.-6:37 p.m.

1 stop5h 37m

C$ 255

TorontoWashington, D.C.

YTZ - DCA

YTZDCA

Toronto Island

Tue 3/6

3:25 p.m.-9:53 p.m.

1 stop6h 28m

Washington, D.C. Reagan-National

Wed 4/6

12:55 p.m.-6:37 p.m.

1 stop5h 42m

C$ 255

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Wed 28/5

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

Nonstop1h 31m

Washington, D.C. Dulles Intl

Wed 4/6

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

Nonstop1h 33m

C$ 284

TorontoWashington, D.C.

YYZ - DCA

YYZDCA

Toronto Pearson Intl

Wed 28/5

3:00 p.m.-7:09 p.m.

1 stop4h 09m

Washington, D.C. Reagan-National

Thu 29/5

6:59 a.m.-8:32 a.m.

Nonstop1h 33m

C$ 289

TorontoWashington, D.C.

YYZ - DCA

YYZDCA

Toronto Pearson Intl

Fri 27/6

2:27 p.m.-10:59 p.m.

1 stop8h 32m

Washington, D.C. Reagan-National

Mon 30/6

11:00 a.m.-5:24 p.m.

1 stop6h 24m

C$ 298

TorontoWashington, D.C.

YYZ - IAD

YYZIAD

Toronto Pearson Intl

Fri 23/5

12:10 p.m.-7:42 p.m.

1 stop7h 32m

Washington, D.C. Dulles Intl

Wed 28/5

5:24 p.m.-10:58 p.m.

1 stop5h 34m

C$ 298

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

Showing 1-10 of 50 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 25 April 2025.

Booking 67 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 7 hours 19 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 Sunday 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 (23 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 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$ 197

Porter Airlines

Porter Airlines

From C$ 163

United Airlines

United Airlines

From C$ 193

American Airlines

American Airlines

From C$ 184

What are the cheapest airlines that fly to Annapolis?

The cheapest airlines flying from Toronto to Annapolis are Air Transat, Porter 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 30 April 2025.
Get a feel of what it's like to fly with Porter Airlines, Delta and Air Transat to Annapolis by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
285 reviews
Check prices

Boarding

8.2

Crew

8.8

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Porter Airlines
8.0
Very good
285 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Boarding

8.2

Crew

8.8

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Delta
8.0
Very good
7,929 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Boarding

8.2

Crew

8.8

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Air Transat
7.8
Good
385 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Boarding

8.2

Crew

8.8

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Austrian Airlines
7.6
Good
780 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Boarding

8.2

Crew

8.8

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
United Airlines
7.4
Good
8,696 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Boarding

8.2

Crew

8.8

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

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$ 251, however they can be found for as little as C$ 42.

  • 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 27 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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