Find flights
Airlines

C$ 327+ 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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
24 Jul — 31 Jul1
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 24 June 2026.

Tue 25/87:00 a.m.
YYZ
-
ORF
1 stop7h 17m
United Airlines
Wed 26/85:02 p.m.
ORF
-
YYZ
1 stop7h 11m
United Airlines
Deal found 22/6C$ 572
Thu 10/97:45 a.m.
YYZ
-
ORF
1 stop9h 30m
Multiple Airlines
Tue 15/912:39 p.m.
ORF
-
YYZ
2 stops28h 16m
Multiple Airlines
Deal found 22/6C$ 573
Thu 23/74:10 p.m.
YYZ
-
ORF
1 stop7h 22m
Delta
Sun 26/76:05 a.m.
ORF
-
YYZ
1 stop7h 29m
Delta
Deal found 19/6C$ 615
Tue 18/87:43 p.m.
YYZ
-
ORF
1 stop4h 00m
United Airlines
Sat 22/85:02 p.m.
ORF
-
YYZ
1 stop7h 11m
United Airlines
Deal found 24/6C$ 625
Thu 10/98:50 a.m.
YYZ
-
ORF
1 stop6h 23m
United Airlines
Tue 15/910:41 a.m.
ORF
-
YYZ
1 stop3h 38m
United Airlines
Deal found 23/6C$ 636
Tue 21/76:00 a.m.
YYZ
-
ORF
1 stop8h 01m
Delta
Fri 24/76:05 a.m.
ORF
-
YYZ
1 stop7h 29m
Delta
Deal found 21/6C$ 654
Mon 10/87:27 p.m.
YYZ
-
ORF
1 stop15h 36m
American Airlines
Sun 16/86:18 a.m.
ORF
-
YYZ
1 stop3h 59m
American Airlines
Deal found 23/6C$ 656
Fri 24/712:05 p.m.
YYZ
-
ORF
3 stops11h 39m
United Airlines
Fri 31/78:15 p.m.
ORF
-
YYZ
1 stop11h 56m
United Airlines
Deal found 19/6C$ 657
Thu 23/76:30 a.m.
YYZ
-
ORF
2 stops28h 45m
Multiple Airlines
Thu 30/79:34 p.m.
ORF
-
YYZ
1 stop22h 31m
Multiple Airlines
Deal found 22/6C$ 669
Thu 8/1012:45 p.m.
YYZ
-
ORF
1 stop10h 59m
United Airlines
Mon 12/106:15 a.m.
ORF
-
YYZ
1 stop3h 49m
United Airlines
Deal found 21/6C$ 670
Tue 28/72:24 p.m.
YYZ
-
ORF
1 stop9h 08m
Delta
Thu 30/75:06 p.m.
ORF
-
YYZ
1 stop5h 56m
Delta
Deal found 24/6C$ 686

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 24 June 2026.

Round-trip from

C$ 572

One-way from

C$ 327

Popular in

August

Cheapest in

May

Average price

C$ 864
United Airlines
  • United Airlines
  • 25/8-26/8
  • 2 total stops
  • 14h 28m total
  • Toronto to Norfolk
Search Deals
Delta
  • Delta
  • 7/7
  • 1 total stop
  • 6h 06m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 187 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 24 June 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

Tue 25/8

7:00 a.m.-2:17 p.m.

1 stop7h 17m

Norfolk

Wed 26/8

5:02 p.m.-12:13 a.m.

1 stop7h 11m

C$ 572

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 23/7

4:10 p.m.-11:32 p.m.

1 stop7h 22m

Norfolk

Sun 26/7

6:05 a.m.-1:34 p.m.

1 stop7h 29m

C$ 615
Quickest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 10/9

8:50 a.m.-3:13 p.m.

1 stop6h 23m

Norfolk

Tue 15/9

10:41 a.m.-2:19 p.m.

1 stop3h 38m

C$ 636

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 10/9

10:00 a.m.-5:40 p.m.

1 stop7h 40m

Norfolk

Tue 15/9

6:20 p.m.-11:39 p.m.

1 stop5h 19m

C$ 636

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 24/9

4:05 p.m.-11:33 p.m.

1 stop7h 28m

Norfolk

Thu 1/10

6:20 p.m.-11:39 p.m.

1 stop5h 19m

C$ 657

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 8/10

12:45 p.m.-11:44 p.m.

1 stop10h 59m

Norfolk

Mon 12/10

6:15 a.m.-10:04 a.m.

1 stop3h 49m

C$ 670

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 11/9

3:00 p.m.-11:43 p.m.

2 stops8h 43m

Norfolk

Sun 13/9

6:05 a.m.-1:42 p.m.

1 stop7h 37m

C$ 697
Cheapest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 7/7

7:55 a.m.-2:01 p.m.

1 stop6h 06m

C$ 327
Quickest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 6/8

10:00 a.m.-2:01 p.m.

1 stop4h 01m

C$ 327

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 21/7

2:30 p.m.-11:44 p.m.

1 stop9h 14m

C$ 349

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/6

Showing 1-10 of 16 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 6 hours 23 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.

United Airlines
United Airlines
From C$ 446
WestJet
WestJet
From C$ 595
Air Canada
Air Canada
From C$ 422

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 24 June 2026.
Get a feel of what it's like to fly with United Airlines 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
9,881 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this
United Airlines
7.4
Good
9,881 reviews
United Airlines
7.4
Good
9,881 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this

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, Montreal offers the quickest one-way flight (3 hours 57 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 flights to Chesapeake
Business class flights to Chesapeake
Prem Economy class flights to Chesapeake
Economy class flights to Chesapeake

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.