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C$ 278+ 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
22 Apr — 29 Apr1
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 23 March 2026.

Thu 4/69:50 a.m.
YYZ
-
ORF
1 stop10h 27m
Multiple Airlines
Mon 8/65:41 p.m.
ORF
-
YYZ
1 stop20h 24m
Multiple Airlines
Deal found 22/3C$ 536
Sat 18/42:20 p.m.
YYZ
-
ORF
1 stop7h 16m
Multiple Airlines
Tue 21/48:05 a.m.
ORF
-
YYZ
2 stops30h 00m
Multiple Airlines
Deal found 19/3C$ 564
Wed 8/47:15 a.m.
YYZ
-
ORF
1 stop24h 54m
Multiple Airlines
Wed 6/512:06 p.m.
ORF
-
YYZ
2 stops25h 59m
Multiple Airlines
Deal found 17/3C$ 583
Wed 15/46:00 a.m.
YYZ
-
ORF
1 stop11h 17m
Delta
Sat 18/47:07 a.m.
ORF
-
YYZ
1 stop10h 32m
Delta
Deal found 17/3C$ 597
Mon 13/410:00 a.m.
YYZ
-
ORF
1 stop9h 10m
Delta
Tue 21/43:02 p.m.
ORF
-
YYZ
1 stop8h 41m
Delta
Deal found 21/3C$ 606
Sat 12/97:59 a.m.
YYZ
-
ORF
1 stop10h 06m
Delta
Sat 19/98:00 a.m.
ORF
-
YYZ
1 stop8h 03m
Delta
Deal found 19/3C$ 612
Sun 10/56:30 a.m.
YYZ
-
ORF
1 stop10h 16m
Multiple Airlines
Sat 16/54:30 p.m.
ORF
-
YYZ
2 stops21h 35m
Multiple Airlines
Deal found 20/3C$ 616
Sat 24/106:15 a.m.
YYZ
-
ORF
1 stop11h 50m
Delta
Sun 1/116:00 a.m.
ORF
-
YYZ
1 stop5h 01m
Delta
Deal found 22/3C$ 619
Tue 14/47:15 a.m.
YYZ
-
ORF
1 stop9h 05m
American Airlines
Tue 21/41:49 p.m.
ORF
-
YYZ
1 stop9h 22m
American Airlines
Deal found 17/3C$ 620
Sun 3/52:15 p.m.
YYZ
-
ORF
1 stop8h 40m
Delta
Wed 6/56:00 a.m.
ORF
-
YYZ
1 stop7h 44m
Delta
Deal found 19/3C$ 624
Thu 8/103:59 p.m.
YYZ
-
ORF
1 stop7h 27m
Delta
Mon 12/105:29 p.m.
ORF
-
YYZ
1 stop5h 22m
Delta
Deal found 22/3C$ 626
Fri 22/52:45 p.m.
YYZ
-
ORF
1 stop6h 52m
United Airlines
Sun 24/58:00 a.m.
ORF
-
YYZ
1 stop15h 59m
United Airlines
Deal found 22/3C$ 634

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 23 March 2026.

Round-trip from

C$ 536

One-way from

C$ 278

Popular in

August

Cheapest in

December

Average price

C$ 490
4/6-8/6
  • 4/6-8/6
  • 2 total stops
  • 30h 51m total
  • Toronto to Norfolk
Search Deals
1/6
  • 1/6
  • 2 total stops
  • 13h 17m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 129 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 23 March 2026.
Use the filters below to find and compare flights to Chesapeake that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 4/6

9:50 a.m.-8:17 p.m.

1 stop10h 27m

Norfolk

Mon 8/6

5:41 p.m.-2:05 p.m.

1 stop20h 24m

C$ 536

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 15/4

6:00 a.m.-5:17 p.m.

1 stop11h 17m

Norfolk

Sat 18/4

7:07 a.m.-5:39 p.m.

1 stop10h 32m

C$ 597

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 12/9

6:15 a.m.-6:05 p.m.

1 stop11h 50m

Norfolk

Sat 19/9

7:00 a.m.-5:23 p.m.

2 stops10h 23m

C$ 612

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 8/4

12:14 p.m.-11:05 p.m.

1 stop10h 51m

Norfolk

Wed 6/5

3:02 p.m.-11:43 p.m.

1 stop8h 41m

C$ 612

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 3/5

2:15 p.m.-10:55 p.m.

1 stop8h 40m

Norfolk

Wed 6/5

6:00 a.m.-1:44 p.m.

1 stop7h 44m

C$ 624
Quickest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 14/6

5:15 p.m.-12:41 a.m.

1 stop7h 26m

Norfolk

Sun 28/6

8:00 a.m.-1:42 p.m.

1 stop5h 42m

C$ 626

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 22/5

6:45 p.m.-6:04 p.m.

1 stop23h 19m

Norfolk

Mon 25/5

6:02 a.m.-11:41 p.m.

1 stop17h 39m

C$ 628

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 16/5

7:55 a.m.-6:04 p.m.

1 stop10h 09m

Norfolk

Sun 31/5

6:02 a.m.-11:41 p.m.

1 stop17h 39m

C$ 654
Cheapest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 1/6

7:00 a.m.-8:17 p.m.

2 stops13h 17m

C$ 278

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 5/4

8:20 p.m.-9:47 p.m.

1 stop25h 27m

C$ 329

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/3

Showing 1-10 of 19 resultsSorted by cheapest first
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 7 hours 16 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, Air Canada and WestJet.

WestJet
WestJet
From C$ 344
United Airlines
United Airlines
From C$ 398
Air Canada
Air Canada
From C$ 397

What are the cheapest airlines that fly to Chesapeake?

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

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 23 March 2026.
Get a feel of what it's like to fly with United Airlines and WestJet 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
9,462 reviews
Check prices

Crew

8.1

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,462 reviews
United Airlines
7.4
Good
9,462 reviews
Check prices

Crew

8.1

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
WestJet
7.2
Good
3,300 reviews
United Airlines
7.4
Good
9,462 reviews
Check prices

Crew

8.1

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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, Winnipeg offers the quickest one-way flight (5 hours 20 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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