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C$ 236+ 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 26/9. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
19 Aug — 26 Aug1
1 adult

Flights to Chesapeake in 2025

Find the latest flights to Chesapeake 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 14 August 2025.

Round-trip from

C$ 385

One-way from

C$ 236

Popular in

July

Cheapest in

January

Average price

C$ 754
22/9-26/9
  • 22/9-26/9
  • 2 total stops
  • 28h 54m total
  • Toronto to Norfolk
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26/9
  • 26/9
  • 1 total stop
  • 9h 28m total
  • Toronto to Chesapeake
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Highest demand for flights based on searches. 25% potential increase in price (C$ 258 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 31 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals to Chesapeake

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 August 2025.

Mon 22/97:45 a.m.YYZ - ORF
1 stop14h 33mMultiple Airlines
Fri 26/97:00 a.m.ORF - YYZ
1 stop14h 21mMultiple Airlines
Deal found 11/8C$ 385
Sun 28/96:30 a.m.YYZ - ORF
1 stop16h 18mMultiple Airlines
Sun 5/105:24 a.m.ORF - YYZ
1 stop8h 41mMultiple Airlines
Deal found 14/8C$ 387
Sat 27/91:35 p.m.YYZ - ORF
1 stop9h 13mMultiple Airlines
Sat 4/105:20 a.m.ORF - YYZ
1 stop8h 45mMultiple Airlines
Deal found 13/8C$ 398
Wed 3/99:50 a.m.YYZ - ORF
1 stop6h 35mMultiple Airlines
Mon 8/95:38 p.m.ORF - YYZ
1 stop20h 14mMultiple Airlines
Deal found 13/8C$ 460
Thu 25/97:15 a.m.YYZ - ORF
1 stop8h 57mMultiple Airlines
Sun 28/95:20 a.m.ORF - YYZ
1 stop8h 45mMultiple Airlines
Deal found 14/8C$ 480
Thu 4/912:15 p.m.YYZ - ORF
2 stops10h 00mDelta
Wed 24/96:08 a.m.ORF - YYZ
2 stops11h 15mDelta
Deal found 13/8C$ 535
Thu 4/96:15 a.m.YYZ - ORF
1 stop8h 12mDelta
Wed 10/93:25 p.m.ORF - YYZ
1 stop8h 22mDelta
Deal found 13/8C$ 536

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 August 2025.
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 22/9

7:45 a.m.-10:18 p.m.

1 stop14h 33m

Norfolk

Fri 26/9

7:00 a.m.-9:21 p.m.

1 stop14h 21m

C$ 385

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 28/9

6:30 a.m.-10:48 p.m.

1 stop16h 18m

Norfolk

Sun 5/10

5:24 a.m.-2:05 p.m.

1 stop8h 41m

C$ 387

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 27/9

1:35 p.m.-10:48 p.m.

1 stop9h 13m

Norfolk

Sat 4/10

5:20 a.m.-2:05 p.m.

1 stop8h 45m

C$ 398

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 3/9

9:50 a.m.-4:25 p.m.

1 stop6h 35m

Norfolk

Mon 8/9

5:38 p.m.-1:52 p.m.

1 stop20h 14m

C$ 460

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 25/9

7:15 a.m.-4:12 p.m.

1 stop8h 57m

Norfolk

Sun 28/9

5:20 a.m.-2:05 p.m.

1 stop8h 45m

C$ 480

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 4/9

6:15 a.m.-2:27 p.m.

1 stop8h 12m

Norfolk

Wed 10/9

3:25 p.m.-11:47 p.m.

1 stop8h 22m

C$ 535

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 4/9

10:20 a.m.-6:07 p.m.

1 stop7h 47m

Norfolk

Wed 24/9

6:08 a.m.-5:23 p.m.

2 stops11h 15m

C$ 535

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 26/9

7:15 a.m.-4:43 p.m.

1 stop9h 28m

C$ 236

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 1/10

9:35 a.m.-10:48 p.m.

1 stop13h 13m

C$ 247

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 2/9

7:15 a.m.-4:25 p.m.

1 stop9h 10m

C$ 248

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 13 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 5 hours 9 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.

When is the cheapest time to fly to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from Toronto to Chesapeake. Price data was last updated on 16 December 2024.

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

What are the most popular airlines that fly to Chesapeake?

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

WestJet
WestJet
From C$ 278
Air Canada
Air Canada
From C$ 154
United Airlines
United Airlines
From C$ 246
American Airlines
American Airlines
From C$ 254

What are the cheapest airlines that fly to Chesapeake?

The cheapest airlines flying from Toronto to Chesapeake are Delta, Air Canada and United 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 August 2025.
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
8,916 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,916 reviews
United Airlines
7.4
Good
8,916 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
WestJet
7.2
Good
3,015 reviews
United Airlines
7.4
Good
8,916 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Air Canada
7.1
Good
9,949 reviews
United Airlines
7.4
Good
8,916 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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, Toronto offers the quickest one-way flight (5 hours 9 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.

Why should you use Cheapflights to find cheap flight tickets to Chesapeake?

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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