Find flights
When to book
Airlines
FAQs

Cheap flights from Toronto to Chesapeake from C$ 251

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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — RIC
5 Sep — 12 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Toronto to Chesapeake

Enter your travel dates to find the best prices.

Cheapest flights from Toronto to Chesapeake
Explore the most affordable flight options available from Toronto to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 August 2026.

Wed 16/97:45 a.m. -
1 stop11h 03m
Mon 21/96:00 a.m. -
1 stop14h 05m
Deal found 3/8C$ 463
Mon 7/97:45 a.m. -
2 stops28h 40m
Mon 14/97:43 p.m. -
1 stop20h 57m
Deal found 3/8C$ 469
Tue 8/96:30 a.m. -
2 stops29h 45m
Tue 15/97:43 p.m. -
1 stop21h 02m
Deal found 2/8C$ 499
Tue 6/109:50 a.m. -
1 stop8h 58m
Wed 7/108:00 a.m. -
1 stop8h 45m
Deal found 3/8C$ 529
Thu 17/99:50 a.m. -
1 stop8h 58m
Thu 24/97:43 p.m. -
1 stop27h 52m
Deal found 2/8C$ 531
Mon 7/97:45 a.m. -
2 stops28h 40m
Sun 13/97:43 p.m. -
1 stop20h 57m
Deal found 3/8C$ 536
Tue 13/107:45 a.m. -
1 stop9h 45m
Fri 16/107:00 a.m. -
1 stop7h 55m
Deal found 1/8C$ 594
Sat 24/109:30 a.m. -
2 stops26h 32m
Sat 31/107:00 a.m. -
1 stop10h 40m
Deal found 2/8C$ 602
Wed 9/99:50 a.m. -
1 stop8h 58m
Sun 13/97:43 p.m. -
1 stop21h 02m
Deal found 1/8C$ 605

Find flight deals from Toronto to Chesapeake

Keep the following information in mind while searching for Toronto to Chesapeake flight deals. Data was last updated 6 August 2026.

Round-trip from

C$ 463

One-way from

C$ 251

Popular in

August

Cheapest in

May

Average price

C$ 1,157
16/9-21/9
  • 16/9-21/9
  • 2 total stops
  • 25h 08m total
  • Toronto to Chesapeake
Search Deals
2/9
  • 2/9
  • 1 total stop
  • 8h 26m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 161 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 48 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toronto to Chesapeake that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 6 August 2026.
Use the filters below to find and compare flights from Toronto to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 3/9

7:45 a.m.-4:11 p.m.

1 stop8h 26m

Norfolk

Thu 10/9

1:18 p.m.-8:55 p.m.

2 stops31h 37m

C$ 612

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 23/10

6:10 p.m.-11:32 p.m.

1 stop5h 22m

Norfolk

Sat 31/10

12:57 p.m.-6:15 p.m.

2 stops29h 18m

C$ 614

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 19/9

6:10 p.m.-11:33 p.m.

1 stop5h 23m

Norfolk

Mon 21/9

5:11 p.m.-10:59 p.m.

1 stop5h 48m

C$ 633

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 21/8

8:00 a.m.-10:01 p.m.

2 stops14h 01m

Norfolk

Sat 22/8

11:14 a.m.-10:25 a.m.

1 stop23h 11m

C$ 635

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 1/9

6:14 p.m.-11:42 p.m.

1 stop5h 28m

Norfolk

Tue 8/9

12:50 p.m.-10:59 p.m.

1 stop10h 09m

C$ 635

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 3/10

8:50 a.m.-3:16 p.m.

1 stop6h 26m

Norfolk

Tue 6/10

5:01 p.m.-11:59 p.m.

1 stop6h 58m

C$ 642
Quickest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Wed 16/9

6:34 p.m.-12:06 a.m.

1 stop5h 32m

Norfolk

Sat 19/9

6:00 a.m.-11:18 a.m.

1 stop5h 18m

C$ 642

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Wed 19/8

8:50 a.m.-2:17 p.m.

1 stop5h 27m

Norfolk

Sat 22/8

5:02 p.m.-11:59 p.m.

1 stop6h 57m

C$ 642
Cheapest one-way
Quickest one-way

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Wed 2/9

7:45 a.m.-4:11 p.m.

1 stop8h 26m

C$ 251

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 3/10

6:30 a.m.-12:29 p.m.

2 stops29h 59m

C$ 298

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Best time to book a flight from Toronto to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Toronto 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 from Toronto to Chesapeake

No data available for this route at this time. Please check back soon.

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 6 August 2026.
Read reviews from past customers who have flown United Airlines from Toronto to Chesapeake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,072 reviews
Check prices

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.7

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
10,072 reviews
United Airlines
7.4
Good
10,072 reviews
Check prices

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.7

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

Related info for your journey

Find useful and relevant information for your journey from Toronto to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Toronto to Chesapeake?

    There are many flights that can get you from Toronto to Chesapeake in 5h 23m. Fly via WestJet to get the fastest option. The distance from Toronto to Chesapeake is about 808 km.

  • Can I find deals for flights from Toronto to Chesapeake that include hotel bookings?

    Yes. In addition to deals on Toronto to Chesapeake flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto to Chesapeake?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toronto to Chesapeake.

  • Can I find deals for business class flights from Toronto to Chesapeake?

    Yes. Cheapflights offers flight deals from Toronto to Chesapeake by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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.

Top 4 airlines flying from Toronto to Chesapeake

Discover the top 4 airlines that operate flights from Toronto to Chesapeake. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 6 August 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 416AverageC$ 888FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 577AverageC$ 837FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 587AverageC$ 807FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 743AverageC$ 1,052FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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 from Toronto to Chesapeake?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chesapeake from Toronto today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Toronto to Chesapeake?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Toronto to Chesapeake for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Toronto to Chesapeake with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Toronto to Chesapeake flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Toronto to Chesapeake become cheaper?

Of course! You can now track prices for flights from Toronto to Chesapeake and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price 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.