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C$ 200+ Cheap flights to Chesapeake

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 31/3. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
13 Feb — 20 Feb1
1 adult
1 adult, Economy, 0 bags

Flights to Chesapeake in 2026

Find the latest flights to Chesapeake 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 14 January 2026.

Round-trip from

C$ 325

One-way from

C$ 200

Popular in

August

Cheapest in

December

Average price

C$ 691
9/2-16/2
  • 9/2-16/2
  • 2 total stops
  • 48h 42m total
  • Toronto to Norfolk
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31/3
  • 31/3
  • 1 total stop
  • 8h 31m total
  • Toronto to Chesapeake
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Highest demand for flights based on searches. 16% potential increase in price (C$ 127 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 20 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals to Chesapeake

Enter your travel dates to find the best prices.

Cheapest flights to Chesapeake
Explore the most affordable flight options available to Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on 14 January 2026.

Mon 9/23:40 p.m.
YYZ
-
ORF
1 stop26h 58m
Multiple Airlines
Mon 16/21:42 p.m.
ORF
-
YYZ
1 stop21h 44m
Multiple Airlines
Deal found 12/1C$ 325
Tue 10/25:15 p.m.
YYZ
-
ORF
1 stop24h 05m
Multiple Airlines
Tue 17/21:02 p.m.
ORF
-
YYZ
1 stop11h 12m
Multiple Airlines
Deal found 13/1C$ 343
Sun 1/28:30 p.m.
YYZ
-
ORF
1 stop22h 08m
Multiple Airlines
Sun 8/29:37 p.m.
ORF
-
YYZ
1 stop16h 31m
Multiple Airlines
Deal found 13/1C$ 358
Tue 21/47:15 a.m.
YYZ
-
ORF
1 stop15h 44m
Multiple Airlines
Tue 5/56:05 a.m.
ORF
-
YYZ
1 stop16h 32m
Multiple Airlines
Deal found 13/1C$ 415
Fri 30/17:15 a.m.
YYZ
-
ORF
2 stops14h 35m
Multiple Airlines
Sun 1/29:37 p.m.
ORF
-
YYZ
1 stop16h 39m
Multiple Airlines
Deal found 13/1C$ 457

Cheapflights Fare Finder

 
Locate flights to Chesapeake 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 14 January 2026.
Use the filters below to find and compare flights to Chesapeake that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 9/2

3:40 p.m.-6:38 p.m.

1 stop26h 58m

Norfolk

Mon 16/2

1:42 p.m.-11:26 a.m.

1 stop21h 44m

C$ 325

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 10/2

5:15 p.m.-5:20 p.m.

1 stop24h 05m

Norfolk

Tue 17/2

1:02 p.m.-12:14 a.m.

1 stop11h 12m

C$ 343

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 18/2

3:40 p.m.-6:26 p.m.

1 stop26h 46m

Norfolk

Wed 25/2

7:31 p.m.-2:20 p.m.

2 stops18h 49m

C$ 343

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 1/2

8:30 p.m.-6:38 p.m.

1 stop22h 08m

Norfolk

Sun 8/2

9:37 p.m.-2:08 p.m.

1 stop16h 31m

C$ 358

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 19/4

7:15 a.m.-10:59 p.m.

1 stop15h 44m

Norfolk

Mon 27/4

8:24 p.m.-2:05 p.m.

1 stop17h 41m

C$ 412

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 18/4

7:15 a.m.-4:53 p.m.

2 stops9h 38m

Norfolk

Mon 27/4

8:24 p.m.-2:05 p.m.

1 stop17h 41m

C$ 460

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 30/1

12:15 p.m.-9:50 p.m.

1 stop9h 35m

Norfolk

Sun 1/2

9:37 p.m.-12:14 a.m.

1 stop26h 37m

C$ 485

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 31/3

11:15 a.m.-7:46 p.m.

1 stop8h 31m

C$ 200

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 10/2

5:15 p.m.-5:20 p.m.

1 stop24h 05m

C$ 207

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 28/1

7:15 a.m.-6:25 p.m.

1 stop11h 10m

C$ 225

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/1

Showing 1-10 of 14 results
1
2

Best time to book a flight to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake 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 Chesapeake

How long is the flight to Chesapeake?

On average, a flight from Toronto to Chesapeake takes 4 hours 47 minutes. Flights to Chesapeake from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Chesapeake?

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

WestJet
WestJet
From C$ 386
United Airlines
United Airlines
From C$ 371
Air Canada
Air Canada
From C$ 392
American Airlines
American Airlines
From C$ 402

What are the cheapest airlines that fly to Chesapeake?

The cheapest airlines flying from Toronto to Chesapeake are United Airlines, Air Canada and American Airlines.

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 74.0 - 148.0 mm per month. July is typically the wettest month, when rainfall can reach 148.0 mm. November is typically the driest time to visit Chesapeake when rainfall is around 74.0 mm.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, 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 26.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 6.0 C).

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated 14 January 2026.
Get a feel of what it's like to fly with United Airlines,WestJet, andAir Canada to the United States by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,156 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,156 reviews
United Airlines
7.4
Good
9,156 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
WestJet
7.2
Good
3,240 reviews
United Airlines
7.4
Good
9,156 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
Air Canada
7.1
Good
10,619 reviews
United Airlines
7.4
Good
9,156 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

FAQs about flying to Chesapeake

  • Can I find cheaper flights to Chesapeake 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 Chesapeake on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Chesapeake?

    Based on reviews from Cheapflights users, Delta is rated the highest out of the airlines that fly to Chesapeake.

  • Where does the fastest flight to Chesapeake depart from?

    For those looking to save time traveling to Chesapeake, Ottawa offers the quickest one-way flight (4 hours 2 minutes).

  • Does Richmond Byrd Intl have rental cars?

    Yes. Those touching down at Richmond Byrd Intl can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Richmond Byrd Intl?

    Yes. Richmond Byrd Intl has hotels nearby for those requiring accommodations. Sheraton Richmond Airport Hotel is the closest property to Richmond Byrd Intl (1.6 km away from Richmond Byrd Intl).

See more FAQs

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How does Cheapflights help users find flights to Chesapeake?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights to Chesapeake. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights to Chesapeake.

Can Cheapflights find flights to Chesapeake with no change fees?

Yes, we can. To see specific flights to Chesapeake with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights to Chesapeake become cheaper?

Yes, Cheapflights offers price alerts on Chesapeake flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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