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Cheap flights from Toronto to Chesapeake from C$ 223

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 27/11. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — RIC
16 Nov — 23 Nov1
1 adult
1 adult, Economy

Find 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 17 October 2025.

Fri 5/122:20 p.m.YYZ - ORF
1 stop7h 58mMultiple Airlines
Fri 12/128:38 a.m.ORF - YYZ
1 stop29h 35mMultiple Airlines
Deal found 15/10C$ 420
Mon 15/122:20 p.m.YYZ - ORF
1 stop25h 21mMultiple Airlines
Thu 18/125:15 p.m.ORF - YYZ
1 stop6h 34mMultiple Airlines
Deal found 16/10C$ 451
Fri 7/1110:15 a.m.YYZ - ORF
1 stop12h 03mMultiple Airlines
Mon 10/114:57 p.m.ORF - YYZ
1 stop7h 28mMultiple Airlines
Deal found 14/10C$ 489
Sat 15/1110:15 a.m.YYZ - ORF
1 stop11h 48mMultiple Airlines
Sat 22/115:15 p.m.ORF - YYZ
1 stop6h 56mMultiple Airlines
Deal found 16/10C$ 522
Sun 2/117:10 a.m.YYZ - ORF
1 stop12h 58mMultiple Airlines
Mon 3/117:53 p.m.ORF - YYZ
1 stop15h 50mMultiple Airlines
Deal found 16/10C$ 534
Wed 5/1110:55 a.m.YYZ - ORF
1 stop6h 43mMultiple Airlines
Sat 8/116:02 p.m.ORF - YYZ
1 stop17h 41mMultiple Airlines
Deal found 15/10C$ 548

Cheap flight deals from Toronto to Chesapeake

Keep the following information in mind while searching for Toronto to Chesapeake flight deals. Data was last updated 17 October 2025.

Round-trip from

C$ 420

One-way from

C$ 223

Popular in

August

Cheapest in

January

Average price

C$ 760
5/12-12/12
  • 5/12-12/12
  • 2 total stops
  • 37h 33m total
  • Toronto to Chesapeake
Search Deals
27/11
  • 27/11
  • 1 total stop
  • 11h 23m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 24% potential increase in price (C$ 266 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 17 October 2025.
Use the filters below to find and compare flights from Toronto to Chesapeake that are best for you.

Fly from

Toronto

Fly to

Chesapeake

Route

Depart

Return

Price

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 15/12

2:20 p.m.-3:41 p.m.

1 stop25h 21m

Norfolk

Thu 18/12

5:15 p.m.-11:49 p.m.

1 stop6h 34m

C$ 451

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 7/11

10:15 a.m.-10:18 p.m.

1 stop12h 03m

Norfolk

Mon 10/11

4:57 p.m.-12:25 a.m.

1 stop7h 28m

C$ 489

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 5/12

2:20 p.m.-10:18 p.m.

1 stop7h 58m

Norfolk

Fri 12/12

10:05 p.m.-10:35 p.m.

2 stops24h 30m

C$ 493

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 15/11

10:15 a.m.-10:03 p.m.

1 stop11h 48m

Norfolk

Sat 22/11

5:15 p.m.-12:11 a.m.

1 stop6h 56m

C$ 522

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 5/11

10:55 a.m.-5:38 p.m.

1 stop6h 43m

Norfolk

Sat 8/11

6:02 p.m.-11:43 a.m.

1 stop17h 41m

C$ 548

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 2/11

7:10 a.m.-8:08 p.m.

1 stop12h 58m

Norfolk

Mon 3/11

1:19 p.m.-11:43 a.m.

2 stops22h 24m

C$ 562

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 5/11

12:15 p.m.-10:23 p.m.

2 stops10h 08m

Norfolk

Sat 8/11

7:04 a.m.-5:23 p.m.

1 stop10h 19m

C$ 591

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 4/11

10:55 a.m.-5:38 p.m.

1 stop6h 43m

C$ 343

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 5/11

7:15 a.m.-6:58 p.m.

3 stops11h 43m

C$ 372

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 26/10

10:20 a.m.-9:52 p.m.

1 stop11h 32m

C$ 388

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/10

Showing 1-10 of 13 results
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

What is the cheapest month to book a flight from Toronto to Chesapeake?

Currently, February is the cheapest month in which you can book a flight from Toronto to Chesapeake (average of C$ 236). Flying from Toronto to Chesapeake in September is currently the most expensive (average of C$ 653). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YTO to C6E?

Find hourly flight availability from Toronto to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 17 October 2025.

It’s typically best to fly out from Toronto to Chesapeake in the afternoon. Doing so could potentially save you 26% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Toronto 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.

Travelers seeking maximum savings on their Toronto to Chesapeake flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 17 October 2025.
Read reviews from past customers who have flown United Airlines,WestJet, andAir Canada 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
8,982 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
8,982 reviews
United Airlines
7.4
Good
8,982 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
WestJet
7.2
Good
3,127 reviews
United Airlines
7.4
Good
8,982 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Air Canada
7.1
Good
10,306 reviews
United Airlines
7.4
Good
8,982 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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.

  • 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.

  • What is the cheapest month to book a flight from Toronto to Chesapeake?

    Currently, February is the cheapest month in which you can book a flight from Toronto to Chesapeake (average of C$ 236). Flying from Toronto to Chesapeake in September is currently the most expensive (average of C$ 653). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Toronto to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Toronto to Chesapeake

Discover the top 5 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 17 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 236AverageC$ 659FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 286AverageC$ 681FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 355AverageC$ 592FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 370AverageC$ 440FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 447AverageC$ 634FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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