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Cheap flights from Toronto to Chesapeake from C$ 280

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 25/8. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — RIC
8 Jul — 15 Jul1
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 8 June 2026.

Tue 23/65:15 p.m.
YYZ
-
ORF
1 stop7h 42m
Air Canada
Sat 4/75:00 p.m.
ORF
-
YYZ
1 stop6h 24m
Air Canada
Deal found 7/6C$ 563
Tue 23/62:45 p.m.
YYZ
-
ORF
1 stop6h 52m
Air Canada
Fri 3/76:05 a.m.
ORF
-
YYZ
1 stop3h 59m
Air Canada
Deal found 7/6C$ 580
Thu 16/77:43 p.m.
YYZ
-
ORF
1 stop4h 01m
Air Canada
Sun 19/76:05 a.m.
ORF
-
YYZ
1 stop3h 59m
Air Canada
Deal found 6/6C$ 597
Thu 23/79:50 a.m.
YYZ
-
ORF
1 stop10h 49m
Multiple Airlines
Tue 28/76:12 p.m.
ORF
-
YYZ
2 stops22h 43m
Multiple Airlines
Deal found 4/6C$ 604
Tue 8/97:30 a.m.
YYZ
-
ORF
2 stops16h 13m
United Airlines
Tue 15/95:02 p.m.
ORF
-
YYZ
1 stop7h 11m
United Airlines
Deal found 7/6C$ 609
Sat 12/123:59 p.m.
YYZ
-
ORF
1 stop7h 27m
Delta
Wed 16/127:00 a.m.
ORF
-
YYZ
1 stop6h 09m
Delta
Deal found 4/6C$ 610
Sat 27/67:22 a.m.
YYZ
-
ORF
1 stop11h 31m
American Airlines
Sat 4/75:12 a.m.
ORF
-
YYZ
1 stop6h 02m
American Airlines
Deal found 5/6C$ 622
Wed 29/79:50 a.m.
YYZ
-
ORF
1 stop10h 49m
Multiple Airlines
Mon 3/89:34 p.m.
ORF
-
YYZ
1 stop19h 11m
Multiple Airlines
Deal found 6/6C$ 627
Tue 23/63:00 p.m.
YYZ
-
ORF
2 stops8h 44m
United Airlines
Fri 3/76:05 a.m.
ORF
-
YYZ
1 stop3h 59m
United Airlines
Deal found 7/6C$ 631
Wed 24/62:00 p.m.
YYZ
-
ORF
1 stop7h 37m
Air Canada
Sat 27/65:00 p.m.
ORF
-
YYZ
1 stop6h 59m
Air Canada
Deal found 7/6C$ 633

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 8 June 2026.

Round-trip from

C$ 563

One-way from

C$ 280

Popular in

July

Cheapest in

September

Average price

C$ 853
Air Canada
  • Air Canada
  • 23/6-4/7
  • 2 total stops
  • 14h 06m total
  • Toronto to Chesapeake
Search Deals
25/8
  • 25/8
  • 2 total stops
  • 11h 02m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 136 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 8 June 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

Tue 23/6

5:15 p.m.-12:57 a.m.

1 stop7h 42m

Norfolk

Sat 4/7

5:00 p.m.-11:24 p.m.

1 stop6h 24m

C$ 563

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 8/9

8:50 a.m.-9:41 p.m.

1 stop12h 51m

Norfolk

Tue 15/9

7:59 p.m.-11:54 p.m.

1 stop3h 55m

C$ 609

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 26/8

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

1 stop5h 27m

Norfolk

Mon 31/8

7:59 p.m.-11:54 p.m.

1 stop3h 55m

C$ 631

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 15/7

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

1 stop6h 06m

Norfolk

Fri 17/7

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

1 stop4h 23m

C$ 633

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 7/7

7:00 p.m.-9:33 a.m.

1 stop14h 33m

Norfolk

Fri 24/7

8:15 p.m.-9:19 a.m.

1 stop13h 04m

C$ 633

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 21/7

3:45 p.m.-9:45 p.m.

1 stop6h 00m

Norfolk

Fri 24/7

6:11 p.m.-11:13 p.m.

1 stop5h 02m

C$ 647

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 20/7

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

1 stop13h 07m

Norfolk

Mon 27/7

5:44 p.m.-9:19 a.m.

1 stop15h 35m

C$ 652

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 23/6

3:00 p.m.-11:44 p.m.

2 stops8h 44m

Norfolk

Sat 4/7

6:00 a.m.-6:28 p.m.

1 stop12h 28m

C$ 668

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 27/6

11:00 a.m.-9:36 p.m.

1 stop10h 36m

Norfolk

Sat 4/7

5:39 p.m.-9:19 a.m.

1 stop15h 40m

C$ 684

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 23/6

3:00 p.m.-11:44 p.m.

2 stops8h 44m

Norfolk

Fri 3/7

6:05 a.m.-3:08 p.m.

2 stops9h 03m

C$ 715

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/6

Showing 1-10 of 20 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

How much does it cost to fly round-trip from Toronto to Chesapeake?

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 8 June 2026.
Read reviews from past customers who have flown United Airlines and WestJet 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
9,785 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,785 reviews
United Airlines
7.4
Good
9,785 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
WestJet
7.2
Good
3,354 reviews
United Airlines
7.4
Good
9,785 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 6h 06m. Fly via Air Canada, United Airlines, or Delta to get the fastest option. The distance from Toronto to Chesapeake is about 808 km. This flight may include one or multiple stops.

  • 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 3 airlines flying from Toronto to Chesapeake

Discover the top 3 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 8 June 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 413AverageC$ 881FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 572AverageC$ 788FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 737AverageC$ 1,028FlexibilityNo 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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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.

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