C$ 270+ Cheap flights to Chesapeake

— RIC
10 Oct — 17 Oct1
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

Sat 12/122:25 p.m. -
1 stop8h 04m
Mon 14/127:00 a.m. -
1 stop14h 25m
Deal found 7/9C$ 539
Sat 3/107:00 a.m. -
2 stops29h 29m
Sat 10/107:41 p.m. -
1 stop18h 04m
Deal found 5/9C$ 600
Tue 13/109:40 a.m. -
1 stop6h 44m
Thu 15/105:30 a.m. -
1 stop6h 49m
Deal found 9/9C$ 604
Mon 28/98:50 a.m. -
1 stop6h 26m
Fri 2/105:01 p.m. -
1 stop6h 58m
Deal found 10/9C$ 607
Mon 26/107:45 a.m. -
1 stop8h 35m
Fri 30/105:15 p.m. -
1 stop5h 41m
Deal found 8/9C$ 622
Thu 3/1212:20 p.m. -
1 stop10h 36m
Thu 17/126:00 a.m. -
1 stop7h 40m
Deal found 5/9C$ 660
Mon 28/99:30 a.m. -
2 stops26h 29m
Fri 2/107:43 p.m. -
1 stop18h 02m
Deal found 10/9C$ 671
Tue 13/109:50 a.m. -
1 stop8h 56m
Thu 15/107:30 a.m. -
2 stops13h 25m
Deal found 9/9C$ 681

Find flight deals to Chesapeake

Round-trip from

C$ 539

One-way from

C$ 247

Popular in

October

Cheapest in

May

Average price

C$ 633
12/12-14/12
  • 12/12-14/12
  • 2 total stops
  • 22h 29m total
  • Toronto to Norfolk
Search Deals
12/10-31/12
  • 12/10-31/12
  • 2 total stops
  • 28h 24m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 29 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
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 Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 26/11

6:30 a.m.-5:29 p.m.

1 stop10h 59m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 309

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 21/11

6:30 a.m.-6:49 p.m.

2 stops12h 19m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 338

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 6/10

9:30 a.m.-6:03 p.m.

2 stops32h 33m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 338

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Wed 25/11

1:40 p.m.-1:08 p.m.

1 stop23h 28m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 352

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 6/10

7:43 p.m.-11:44 p.m.

1 stop4h 01m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 368

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Wed 30/12

7:43 a.m.-10:39 p.m.

1 stop14h 56m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 376

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 6/10

7:43 p.m.-11:44 p.m.

1 stop4h 01m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 386
Quickest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 31/12

7:44 p.m.-11:30 p.m.

1 stop3h 46m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 398

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 29/12

10:00 a.m.-11:30 p.m.

1 stop13h 30m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 398

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 8/10

6:00 a.m.-12:57 p.m.

1 stop6h 57m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 405

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/9

Showing 1-10 of 18 resultsSorted by cheapest first
1
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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

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 4 hours 30 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 American Airlines.

United Airlines
United Airlines
From C$ 432
WestJet
WestJet
From C$ 577
Air Canada
Air Canada
From C$ 409
American Airlines
American Airlines
From C$ 576

What are the cheapest airlines that fly to Chesapeake?

The cheapest airlines flying from Toronto to Chesapeake are Air Canada, American Airlines and United Airlines.

Rainfall in Chesapeake 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

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).

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 53 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

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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.

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