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Cheap flights from Toronto to Chesapeake from C$ 305

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 15/9. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — RIC
5 Aug — 12 Aug1
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 July 2026.

Sat 29/86:10 a.m.
YYZ
-
ORF
1 stop5h 42m
Delta
Tue 1/97:09 p.m.
ORF
-
YYZ
1 stop4h 32m
Delta
Deal found 2/7C$ 581
Sat 25/77:23 a.m.
YYZ
-
ORF
1 stop11h 40m
American Airlines
Sat 15/85:31 p.m.
ORF
-
YYZ
1 stop4h 07m
American Airlines
Deal found 1/7C$ 585
Tue 8/96:30 a.m.
YYZ
-
ORF
2 stops11h 02m
Multiple Airlines
Tue 15/96:10 p.m.
ORF
-
YYZ
1 stop20h 20m
Multiple Airlines
Deal found 3/7C$ 609
Sat 18/72:24 p.m.
YYZ
-
ORF
1 stop9h 08m
Delta
Mon 20/77:21 p.m.
ORF
-
YYZ
1 stop4h 23m
Delta
Deal found 1/7C$ 615
Mon 3/87:43 p.m.
YYZ
-
ORF
1 stop4h 01m
United Airlines
Mon 10/87:59 p.m.
ORF
-
YYZ
1 stop3h 55m
United Airlines
Deal found 1/7C$ 623
Thu 8/106:10 p.m.
YYZ
-
ORF
1 stop5h 16m
WestJet
Mon 12/103:13 p.m.
ORF
-
YYZ
1 stop8h 46m
WestJet
Deal found 2/7C$ 630
Sat 18/77:23 a.m.
YYZ
-
ORF
1 stop11h 40m
American Airlines
Mon 20/76:00 a.m.
ORF
-
YYZ
1 stop4h 16m
American Airlines
Deal found 1/7C$ 634
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 6/7C$ 643

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 July 2026.

Round-trip from

C$ 581

One-way from

C$ 305

Popular in

August

Cheapest in

May

Average price

C$ 952
Delta
  • Delta
  • 29/8-1/9
  • 2 total stops
  • 10h 14m total
  • Toronto to Chesapeake
Search Deals
15/9
  • 15/9
  • 2 total stops
  • 36h 59m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 238 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 July 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 July 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 - ORF

YYZORF

Toronto Pearson Intl

Sat 29/8

6:10 a.m.-11:52 a.m.

1 stop5h 42m

Norfolk

Tue 1/9

7:09 p.m.-11:41 p.m.

1 stop4h 32m

C$ 581

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 18/7

2:24 p.m.-11:32 p.m.

1 stop9h 08m

Norfolk

Mon 20/7

7:21 p.m.-11:44 p.m.

1 stop4h 23m

C$ 615

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 25/7

7:23 a.m.-7:03 p.m.

1 stop11h 40m

Norfolk

Sat 15/8

5:31 p.m.-9:38 p.m.

1 stop4h 07m

C$ 632

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 18/7

7:23 a.m.-7:03 p.m.

1 stop11h 40m

Norfolk

Mon 20/7

6:00 a.m.-10:16 a.m.

1 stop4h 16m

C$ 634

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 22/9

7:30 a.m.-11:43 p.m.

2 stops16h 13m

Norfolk

Thu 24/9

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

1 stop3h 49m

C$ 643
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$ 643

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 22/9

5:04 p.m.-10:21 p.m.

1 stop5h 17m

Norfolk

Thu 24/9

5:35 p.m.-11:12 p.m.

1 stop5h 37m

C$ 643
Cheapest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 23/8

6:30 a.m.-12:25 p.m.

2 stops29h 55m

C$ 324

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 27/7

9:00 p.m.-10:07 a.m.

1 stop13h 07m

C$ 373
Quickest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 15/8

3:20 p.m.-7:39 p.m.

1 stop4h 19m

C$ 373

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 15 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 July 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
9,938 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.1

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
9,938 reviews
United Airlines
7.4
Good
9,938 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.1

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 42m. Fly via Delta 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

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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 July 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 421AverageC$ 858FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 583AverageC$ 824FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 636AverageC$ 816FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 751AverageC$ 1,064FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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How does Cheapflights help users find flights from Toronto to Chesapeake?

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