Find flights
Airlines

C$ 208+ 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 24/2. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
11 Feb — 18 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 12 January 2026.

Round-trip from

C$ 314

One-way from

C$ 208

Popular in

August

Cheapest in

December

Average price

C$ 691
5/2-9/2
  • 5/2-9/2
  • 2 total stops
  • 35h 38m total
  • Toronto to Norfolk
Search Deals
24/2
  • 24/2
  • 1 total stop
  • 28h 35m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 127 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

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 12 January 2026.

Thu 5/27:15 a.m.
YYZ
-
ORF
1 stop7h 51m
Multiple Airlines
Mon 9/27:33 p.m.
ORF
-
YYZ
1 stop27h 47m
Multiple Airlines
Deal found 10/1C$ 314
Wed 18/23:40 p.m.
YYZ
-
ORF
1 stop26h 46m
Multiple Airlines
Wed 25/27:31 p.m.
ORF
-
YYZ
2 stops18h 49m
Multiple Airlines
Deal found 11/1C$ 343
Sat 18/411:15 a.m.
YYZ
-
ORF
1 stop8h 14m
Multiple Airlines
Mon 27/48:24 p.m.
ORF
-
YYZ
1 stop17h 41m
Multiple Airlines
Deal found 11/1C$ 355
Tue 21/47:15 a.m.
YYZ
-
ORF
1 stop15h 44m
Multiple Airlines
Mon 27/48:24 p.m.
ORF
-
YYZ
1 stop17h 41m
Multiple Airlines
Deal found 10/1C$ 366
Mon 20/45:15 p.m.
YYZ
-
ORF
1 stop29h 44m
Multiple Airlines
Mon 27/48:24 p.m.
ORF
-
YYZ
1 stop17h 41m
Multiple Airlines
Deal found 11/1C$ 368
Fri 17/48:20 p.m.
YYZ
-
ORF
1 stop20h 33m
Multiple Airlines
Mon 27/48:24 p.m.
ORF
-
YYZ
1 stop17h 41m
Multiple Airlines
Deal found 10/1C$ 371
Sat 18/411:15 a.m.
YYZ
-
ORF
1 stop8h 14m
Multiple Airlines
Tue 28/46:05 a.m.
ORF
-
YYZ
1 stop16h 32m
Multiple Airlines
Deal found 10/1C$ 390
Tue 21/47:15 a.m.
YYZ
-
ORF
1 stop15h 44m
Multiple Airlines
Tue 28/46:05 a.m.
ORF
-
YYZ
1 stop16h 32m
Multiple Airlines
Deal found 10/1C$ 401
Fri 17/48:20 p.m.
YYZ
-
ORF
1 stop20h 33m
Multiple Airlines
Tue 28/46:05 a.m.
ORF
-
YYZ
1 stop16h 32m
Multiple Airlines
Deal found 10/1C$ 404

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 12 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

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 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$ 459

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 19/4

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

1 stop15h 44m

Norfolk

Sun 26/4

7:00 a.m.-11:50 p.m.

1 stop16h 50m

C$ 487

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 20/4

7:45 p.m.-10:59 p.m.

2 stops27h 14m

Norfolk

Mon 27/4

6:05 a.m.-10:37 p.m.

1 stop16h 32m

C$ 501

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 18/4

11:15 a.m.-7:29 p.m.

1 stop8h 14m

Norfolk

Sat 25/4

6:05 a.m.-7:35 p.m.

2 stops13h 30m

C$ 544

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 25/6

7:15 a.m.-11:39 p.m.

1 stop16h 24m

Norfolk

Sun 28/6

6:00 a.m.-10:37 p.m.

1 stop16h 37m

C$ 561

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 24/2

5:15 p.m.-9:50 p.m.

1 stop28h 35m

C$ 208

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 11/5

7:45 a.m.-1:30 p.m.

1 stop29h 45m

C$ 228

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/1

Showing 1-10 of 15 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 3 hours 57 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$ 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 12 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
9,144 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

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
9,144 reviews
United Airlines
7.4
Good
9,144 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

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
3,236 reviews
United Airlines
7.4
Good
9,144 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

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
10,616 reviews
United Airlines
7.4
Good
9,144 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

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, Montreal offers the quickest one-way flight (3 hours 54 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Search flights to Chesapeake by cabin class

Find flights to Chesapeake, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.