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C$ 196+ 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 17/2. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
19 Feb — 26 Feb1
1 adult
1 adult, Economy, 0 bags

Flights to Chesapeake in 2026

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 20 January 2026.

Fri 6/27:15 a.m.
YYZ
-
ORF
1 stop14h 35m
Multiple Airlines
Sun 8/29:37 p.m.
ORF
-
YYZ
1 stop13h 49m
Multiple Airlines
Deal found 20/1C$ 375
Sun 8/33:40 p.m.
YYZ
-
ORF
1 stop26h 46m
Multiple Airlines
Thu 12/36:45 a.m.
ORF
-
YYZ
1 stop7h 35m
Multiple Airlines
Deal found 20/1C$ 380
Sun 8/37:15 a.m.
YYZ
-
ORF
1 stop14h 35m
Multiple Airlines
Wed 11/37:31 p.m.
ORF
-
YYZ
1 stop27h 49m
Multiple Airlines
Deal found 20/1C$ 382
Sat 7/38:20 p.m.
YYZ
-
ORF
1 stop24h 30m
Multiple Airlines
Thu 12/36:45 a.m.
ORF
-
YYZ
1 stop7h 35m
Multiple Airlines
Deal found 20/1C$ 397
Sun 8/33:40 p.m.
YYZ
-
ORF
1 stop26h 46m
Multiple Airlines
Sat 14/36:45 a.m.
ORF
-
YYZ
1 stop7h 35m
Multiple Airlines
Deal found 20/1C$ 437
Mon 16/28:30 p.m.
YYZ
-
ORF
1 stop21h 56m
Multiple Airlines
Mon 23/27:31 p.m.
ORF
-
YYZ
2 stops24h 40m
Multiple Airlines
Deal found 19/1C$ 443
Sat 7/38:20 p.m.
YYZ
-
ORF
1 stop24h 30m
Multiple Airlines
Sat 14/36:45 a.m.
ORF
-
YYZ
1 stop7h 35m
Multiple Airlines
Deal found 20/1C$ 454
Sat 7/38:20 p.m.
YYZ
-
ORF
1 stop24h 30m
Multiple Airlines
Sun 15/36:45 a.m.
ORF
-
YYZ
1 stop7h 31m
Multiple Airlines
Deal found 20/1C$ 471

Find flight deals to Chesapeake

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 20 January 2026.

Round-trip from

C$ 326

One-way from

C$ 196

Popular in

August

Cheapest in

December

Average price

C$ 707
4/3-11/3
  • 4/3-11/3
  • 2 total stops
  • 42h 29m total
  • Toronto to Norfolk
Search Deals
17/2
  • 17/2
  • 1 total stop
  • 26h 46m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 128 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 20 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

Fri 6/2

7:15 a.m.-9:50 p.m.

1 stop14h 35m

Norfolk

Sun 8/2

9:37 p.m.-11:26 a.m.

1 stop13h 49m

C$ 375

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 8/3

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

1 stop26h 46m

Norfolk

Thu 12/3

6:45 a.m.-2:20 p.m.

1 stop7h 35m

C$ 380

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 8/3

7:15 a.m.-9:50 p.m.

1 stop14h 35m

Norfolk

Wed 11/3

7:31 p.m.-11:20 p.m.

1 stop27h 49m

C$ 382

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 7/3

8:20 p.m.-8:50 p.m.

1 stop24h 30m

Norfolk

Thu 12/3

6:45 a.m.-2:20 p.m.

1 stop7h 35m

C$ 397

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 8/3

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

1 stop26h 46m

Norfolk

Sat 14/3

6:45 a.m.-2:20 p.m.

1 stop7h 35m

C$ 437

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 8/3

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

1 stop26h 46m

Norfolk

Sun 15/3

6:45 a.m.-2:16 p.m.

1 stop7h 31m

C$ 454

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 7/3

8:20 p.m.-8:50 p.m.

1 stop24h 30m

Norfolk

Sun 15/3

6:45 a.m.-2:16 p.m.

1 stop7h 31m

C$ 471

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 16/2

8:30 p.m.-6:26 p.m.

1 stop21h 56m

Norfolk

Mon 23/2

7:31 p.m.-11:20 p.m.

1 stop27h 49m

C$ 473

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 8/3

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

1 stop26h 46m

Norfolk

Fri 13/3

6:45 a.m.-2:16 p.m.

1 stop7h 31m

C$ 478

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 17/2

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

1 stop26h 46m

C$ 196

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/1

Showing 1-10 of 16 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 8 hours 19 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$ 385
United Airlines
United Airlines
From C$ 383
Air Canada
Air Canada
From C$ 392
American Airlines
American Airlines
From C$ 240

What are the cheapest airlines that fly to Chesapeake?

The cheapest airlines flying from Toronto to Chesapeake are American Airlines, 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 20 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
9,183 reviews
Check prices

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Overall

7.4

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
9,183 reviews
United Airlines
7.4
Good
9,183 reviews
Check prices

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Overall

7.4

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
3,247 reviews
United Airlines
7.4
Good
9,183 reviews
Check prices

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Overall

7.4

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
10,637 reviews
United Airlines
7.4
Good
9,183 reviews
Check prices

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Overall

7.4

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, Air Canada 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 16 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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