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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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
— IAD
14 Jan — 21 Jan1
1 adult
1 adult, Economy, 0 bags

Flights to Annapolis in 2025

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 15 December 2025.

Wed 31/128:55 a.m.YTZ - IAD
Nonstop1h 29mPorter Airlines
Mon 5/111:35 a.m.IAD - YTZ
Nonstop1h 34mPorter Airlines
Deal found 14/12C$ 307
Sun 28/128:55 a.m.YTZ - IAD
Nonstop1h 29mPorter Airlines
Wed 31/1211:40 a.m.IAD - YTZ
Nonstop1h 30mPorter Airlines
Deal found 14/12C$ 347
Tue 30/128:55 a.m.YTZ - IAD
Nonstop1h 29mPorter Airlines
Fri 2/111:35 a.m.IAD - YTZ
Nonstop1h 34mPorter Airlines
Deal found 14/12C$ 348
Sat 27/128:55 a.m.YTZ - IAD
Nonstop1h 29mPorter Airlines
Sun 4/16:30 p.m.IAD - YTZ
Nonstop1h 30mPorter Airlines
Deal found 13/12C$ 350
Wed 31/128:55 a.m.YTZ - IAD
Nonstop1h 29mAir Transat
Sun 4/16:30 p.m.IAD - YTZ
Nonstop1h 30mAir Transat
Deal found 14/12C$ 352
Tue 30/128:55 a.m.YTZ - IAD
Nonstop1h 29mPorter Airlines
Sun 18/111:35 a.m.IAD - YTZ
Nonstop1h 34mPorter Airlines
Deal found 12/12C$ 365
Wed 31/128:55 a.m.YTZ - IAD
Nonstop1h 29mPorter Airlines
Sat 3/16:30 p.m.IAD - YTZ
Nonstop1h 30mPorter Airlines
Deal found 13/12C$ 381
Sat 27/128:55 a.m.YTZ - IAD
Nonstop1h 29mPorter Airlines
Fri 2/111:35 a.m.IAD - YTZ
Nonstop1h 34mPorter Airlines
Deal found 13/12C$ 388
Wed 31/128:55 a.m.YTZ - IAD
Nonstop1h 29mPorter Airlines
Sun 4/16:30 p.m.IAD - YTZ
Nonstop1h 30mPorter Airlines
Deal found 15/12C$ 406
Thu 25/126:55 p.m.YYZ - IAD
Nonstop1h 31mAir Canada
Mon 29/125:10 p.m.IAD - YYZ
1 stop4h 35mAir Canada
Deal found 12/12C$ 428
Thu 25/124:10 p.m.YYZ - IAD
1 stop5h 15mAir Canada
Thu 29/19:00 a.m.IAD - YYZ
Nonstop1h 29mAir Canada
Deal found 12/12C$ 430
Tue 30/127:20 a.m.YYZ - DCA
Nonstop1h 35mAir Canada
Sun 18/16:59 a.m.DCA - YYZ
Nonstop1h 36mAir Canada
Deal found 12/12C$ 456

Find flight deals to Annapolis

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 15 December 2025.

Round-trip from

C$ 275

One-way from

C$ 175

Popular in

June

Cheapest in

October

Average price

C$ 372
Porter Airlines
  • Porter Airlines
  • 12/1-19/1
  • Nonstop
  • 3h 03m total
  • Toronto to Washington, D.C.
Search Deals
Porter Airlines
  • Porter Airlines
  • 5/1
  • Nonstop
  • 1h 29m 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 December 2025
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 15 December 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

Mon 12/1

8:50 a.m.-10:19 a.m.

Nonstop1h 29m

Washington, D.C. Dulles Intl

Mon 19/1

11:35 a.m.-1:09 p.m.

Nonstop1h 34m

C$ 275

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Fri 10/4

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

Nonstop1h 29m

Washington, D.C. Dulles Intl

Sun 12/4

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

Nonstop1h 30m

C$ 282

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Thu 26/3

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

Nonstop1h 29m

Washington, D.C. Dulles Intl

Mon 30/3

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

Nonstop1h 30m

C$ 282

TorontoWashington, D.C.

YTZ - DCA

YTZDCA

Toronto Island

Tue 27/1

10:30 a.m.-3:33 p.m.

1 stop5h 03m

Washington, D.C. Reagan-National

Tue 3/2

12:55 p.m.-6:13 p.m.

1 stop5h 18m

C$ 289

TorontoWashington, D.C.

YTZ - DCA

YTZDCA

Toronto Island

Wed 28/1

10:30 a.m.-3:33 p.m.

1 stop5h 03m

Washington, D.C. Reagan-National

Wed 4/2

12:55 p.m.-6:10 p.m.

1 stop5h 15m

C$ 292

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Thu 9/4

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

Nonstop1h 29m

Washington, D.C. Dulles Intl

Thu 16/4

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

Nonstop1h 30m

C$ 295

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Mon 19/1

8:50 a.m.-10:19 a.m.

Nonstop1h 29m

Washington, D.C. Dulles Intl

Mon 9/2

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

Nonstop1h 30m

C$ 295

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Mon 19/1

8:50 a.m.-10:19 a.m.

Nonstop1h 29m

Washington, D.C. Dulles Intl

Wed 11/2

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

Nonstop1h 30m

C$ 295

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Wed 21/1

8:50 a.m.-10:19 a.m.

Nonstop1h 29m

Washington, D.C. Dulles Intl

Wed 11/2

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

Nonstop1h 30m

C$ 295

TorontoWashington, D.C.

YTZ - IAD

YTZIAD

Toronto Island

Sun 29/3

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

Nonstop1h 29m

Washington, D.C. Dulles Intl

Thu 2/4

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

Nonstop1h 30m

C$ 295

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/12

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 12 December 2025.

Booking 38 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 5 hours 51 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 16 December 2024.

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 Saturday evenings, when prices are usually at their highest.

Weekly flight availability to Annapolis

The most flights from Toronto to Annapolis are scheduled on a Monday (19 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (8 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$ 261
Porter Airlines
Porter Airlines
From C$ 184
United Airlines
United Airlines
From C$ 207
WestJet
WestJet
From C$ 231

What are the cheapest airlines that fly to Annapolis?

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

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 15 December 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
8.0
Very good
399 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

7.9

Food

7.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Porter Airlines
8.0
Very good
399 reviews
Porter Airlines
8.0
Very good
399 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

7.9

Food

7.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Air Transat
7.8
Good
482 reviews
Porter Airlines
8.0
Very good
399 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

7.9

Food

7.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
United Airlines
7.4
Good
9,092 reviews
Porter Airlines
8.0
Very good
399 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

7.9

Food

7.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
American Airlines
7.2
Good
11,051 reviews
Porter Airlines
8.0
Very good
399 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

7.9

Food

7.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Air Canada
7.1
Good
10,525 reviews
Porter Airlines
8.0
Very good
399 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.0

Crew

8.6

Comfort

7.9

Food

7.6

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

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, Porter 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$ 87, however they can be found for as little as C$ 82.

  • 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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