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C$ 345+ 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 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
10 Dec — 17 Dec1
1 adult
1 adult, Economy, 0 bags

Find flight deals to Chesapeake

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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 10 November 2025.

Sun 7/127:35 a.m.YYZ - ORF
1 stop14h 54mMultiple Airlines
Sun 14/128:38 a.m.ORF - YYZ
1 stop29h 42mMultiple Airlines
Deal found 9/11C$ 354
Mon 8/1210:15 a.m.YYZ - ORF
1 stop29h 26mMultiple Airlines
Mon 15/128:38 a.m.ORF - YYZ
1 stop29h 42mMultiple Airlines
Deal found 10/11C$ 379
Mon 24/1112:50 p.m.YYZ - ORF
1 stop7h 41mMultiple Airlines
Sun 30/119:26 p.m.ORF - YYZ
1 stop14h 17mMultiple Airlines
Deal found 8/11C$ 521
Mon 1/128:30 p.m.YYZ - ORF
1 stop22h 37mMultiple Airlines
Wed 31/123:01 p.m.ORF - YYZ
1 stop8h 19mMultiple Airlines
Deal found 8/11C$ 563
Fri 14/1112:50 p.m.YYZ - ORF
1 stop9h 12mMultiple Airlines
Tue 9/128:11 p.m.ORF - YYZ
1 stop26h 01mMultiple Airlines
Deal found 10/11C$ 570

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 10 November 2025.

Round-trip from

C$ 354

One-way from

C$ 345

Popular in

August

Cheapest in

January

Average price

C$ 802
7/12-14/12
  • 7/12-14/12
  • 2 total stops
  • 44h 36m total
  • Toronto to Norfolk
Search Deals
American Airlines
  • American Airlines
  • 6/12
  • 1 total stop
  • 8h 42m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (C$ 159 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 10 November 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

Sun 7/12

7:35 a.m.-10:29 p.m.

1 stop14h 54m

Norfolk

Sun 14/12

8:38 a.m.-2:20 p.m.

1 stop29h 42m

C$ 354

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 8/12

10:15 a.m.-3:41 p.m.

1 stop29h 26m

Norfolk

Mon 15/12

8:38 a.m.-2:20 p.m.

1 stop29h 42m

C$ 379

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 27/2

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

1 stop14h 40m

Norfolk

Wed 4/3

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

1 stop27h 49m

C$ 428

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 24/11

12:50 p.m.-8:31 p.m.

1 stop7h 41m

Norfolk

Sun 30/11

9:26 p.m.-11:43 a.m.

1 stop14h 17m

C$ 521

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 1/12

8:30 p.m.-7:07 p.m.

1 stop22h 37m

Norfolk

Wed 31/12

3:01 p.m.-11:20 p.m.

1 stop8h 19m

C$ 563

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 6/12

6:00 a.m.-2:42 p.m.

1 stop8h 42m

C$ 345

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 24/12

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

1 stop15h 49m

C$ 383

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 6/12

6:05 a.m.-11:23 a.m.

1 stop5h 18m

C$ 424

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 5/12

12:30 a.m.-2:03 p.m.

2 stops13h 33m

C$ 552

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

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 4 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 United Airlines, Air Canada and WestJet.

WestJet
WestJet
From C$ 390
United Airlines
United Airlines
From C$ 355
Air Canada
Air Canada
From C$ 330
American Airlines
American Airlines
From C$ 286

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 10 November 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
9,012 reviews
Check prices

Overall

7.4

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,012 reviews
United Airlines
7.4
Good
9,012 reviews
Check prices

Overall

7.4

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
WestJet
7.2
Good
3,156 reviews
United Airlines
7.4
Good
9,012 reviews
Check prices

Overall

7.4

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Air Canada
7.1
Good
10,429 reviews
United Airlines
7.4
Good
9,012 reviews
Check prices

Overall

7.4

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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, Toronto offers the quickest one-way flight (4 hours 4 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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