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C$ 233+ 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 17/4. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
1 May — 8 May1
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 1 April 2026.

Mon 8/67:45 a.m.
YYZ
-
ORF
1 stop12h 32m
Multiple Airlines
Sun 14/69:56 p.m.
ORF
-
YYZ
1 stop22h 09m
Multiple Airlines
Deal found 31/3C$ 481
Mon 27/48:10 a.m.
YYZ
-
ORF
1 stop14h 41m
Multiple Airlines
Mon 4/512:31 p.m.
ORF
-
YYZ
2 stops23h 04m
Multiple Airlines
Deal found 30/3C$ 531
Fri 24/411:15 a.m.
YYZ
-
ORF
1 stop8h 47m
Multiple Airlines
Mon 27/411:27 a.m.
ORF
-
YYZ
2 stops24h 08m
Multiple Airlines
Deal found 28/3C$ 536
Fri 29/59:50 a.m.
YYZ
-
ORF
1 stop10h 27m
Multiple Airlines
Fri 5/66:34 p.m.
ORF
-
YYZ
1 stop26h 21m
Multiple Airlines
Deal found 27/3C$ 546
Thu 30/77:45 a.m.
YYZ
-
ORF
1 stop13h 16m
Multiple Airlines
Mon 3/812:04 p.m.
ORF
-
YYZ
1 stop8h 01m
Multiple Airlines
Deal found 30/3C$ 549
Wed 22/77:45 a.m.
YYZ
-
ORF
1 stop13h 16m
Multiple Airlines
Mon 27/712:21 p.m.
ORF
-
YYZ
2 stops9h 44m
Multiple Airlines
Deal found 28/3C$ 559
Mon 13/77:45 a.m.
YYZ
-
ORF
2 stops27h 41m
Multiple Airlines
Mon 20/79:56 p.m.
ORF
-
YYZ
1 stop18h 49m
Multiple Airlines
Deal found 29/3C$ 560
Wed 29/77:45 a.m.
YYZ
-
ORF
1 stop13h 16m
Multiple Airlines
Mon 3/812:04 p.m.
ORF
-
YYZ
1 stop8h 01m
Multiple Airlines
Deal found 29/3C$ 567
Wed 6/55:50 p.m.
YYZ
-
ORF
2 stops17h 21m
Multiple Airlines
Sat 6/69:12 p.m.
ORF
-
YYZ
1 stop27h 18m
Multiple Airlines
Deal found 31/3C$ 574
Fri 24/46:00 a.m.
YYZ
-
ORF
1 stop13h 10m
Delta
Mon 27/46:00 a.m.
ORF
-
YYZ
1 stop7h 44m
Delta
Deal found 30/3C$ 584

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 1 April 2026.

Round-trip from

C$ 481

One-way from

C$ 233

Popular in

August

Cheapest in

December

Average price

C$ 472
8/6-14/6
  • 8/6-14/6
  • 2 total stops
  • 34h 41m total
  • Toronto to Norfolk
Search Deals
17/4
  • 17/4
  • 1 total stop
  • 25h 06m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 132 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 April 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 1 April 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

Mon 8/6

7:45 a.m.-8:17 p.m.

1 stop12h 32m

Norfolk

Sun 14/6

9:56 p.m.-8:05 p.m.

1 stop22h 09m

C$ 481

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 24/4

6:00 a.m.-7:10 p.m.

1 stop13h 10m

Norfolk

Mon 27/4

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

1 stop7h 44m

C$ 584

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 28/4

6:00 a.m.-2:20 p.m.

1 stop8h 20m

Norfolk

Tue 5/5

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

1 stop8h 41m

C$ 585

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 24/4

6:59 p.m.-11:52 a.m.

1 stop16h 53m

Norfolk

Tue 28/4

7:50 p.m.-9:10 a.m.

1 stop13h 20m

C$ 586

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 23/4

7:55 a.m.-7:10 p.m.

1 stop11h 15m

Norfolk

Thu 30/4

6:00 a.m.-4:15 p.m.

1 stop10h 15m

C$ 598

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 13/7

10:15 a.m.-12:57 a.m.

1 stop14h 42m

Norfolk

Mon 20/7

4:57 p.m.-11:59 p.m.

1 stop7h 02m

C$ 602

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 14/6

10:15 a.m.-3:43 p.m.

1 stop5h 28m

Norfolk

Sun 28/6

8:00 a.m.-3:46 p.m.

1 stop7h 46m

C$ 602
Quickest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 4/6

12:05 p.m.-4:23 p.m.

1 stop4h 18m

Norfolk

Mon 8/6

7:03 p.m.-11:40 p.m.

1 stop4h 37m

C$ 602

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 30/4

10:00 a.m.-2:20 p.m.

1 stop4h 20m

Norfolk

Thu 7/5

10:25 a.m.-4:12 p.m.

1 stop5h 47m

C$ 602
Cheapest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 17/4

5:50 p.m.-10:32 a.m.

2 stops16h 42m

C$ 270

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/3

Showing 1-10 of 18 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 4 hours 18 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$ 349
United Airlines
United Airlines
From C$ 405
Air Canada
Air Canada
From C$ 403

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 1 April 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
9,534 reviews
Check prices

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Boarding

7.7

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
9,534 reviews
United Airlines
7.4
Good
9,534 reviews
Check prices

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Boarding

7.7

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
3,308 reviews
United Airlines
7.4
Good
9,534 reviews
Check prices

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Boarding

7.7

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, United Airlines 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 14 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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