C$ 275+ Cheap flights to Chesapeake

— RIC
15 Oct — 22 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

Mon 26/109:15 a.m. -
2 stops27h 34m
Mon 2/116:00 a.m. -
1 stop7h 40m
Deal found 11/9C$ 443
Tue 27/107:15 a.m. -
1 stop29h 48m
Tue 3/111:44 p.m. -
2 stops33h 11m
Deal found 12/9C$ 468
Mon 5/109:50 a.m. -
1 stop27h 23m
Sat 24/103:50 p.m. -
2 stops24h 25m
Deal found 10/9C$ 481
Mon 5/109:50 a.m. -
1 stop27h 23m
Thu 22/101:23 p.m. -
2 stops25h 32m
Deal found 10/9C$ 488
Sat 3/109:50 a.m. -
1 stop8h 58m
Tue 20/107:41 p.m. -
1 stop20h 59m
Deal found 10/9C$ 492
Sat 17/107:00 a.m. -
2 stops29h 34m
Mon 26/106:00 a.m. -
1 stop7h 40m
Deal found 10/9C$ 511
Thu 12/116:30 a.m. -
1 stop8h 34m
Mon 16/117:00 a.m. -
1 stop14h 25m
Deal found 11/9C$ 513
Sat 3/109:50 a.m. -
1 stop8h 58m
Sat 24/103:50 p.m. -
2 stops24h 25m
Deal found 10/9C$ 518
Tue 20/109:50 a.m. -
1 stop8h 56m
Wed 21/107:41 p.m. -
1 stop18h 49m
Deal found 10/9C$ 521
Sat 3/109:50 a.m. -
1 stop8h 58m
Thu 22/101:23 p.m. -
2 stops25h 32m
Deal found 10/9C$ 524
Mon 5/109:30 a.m. -
2 stops26h 34m
Tue 20/108:05 a.m. -
1 stop8h 35m
Deal found 10/9C$ 527

Find flight deals to Chesapeake

Round-trip from

C$ 408

One-way from

C$ 275

Popular in

December

Cheapest in

May

Average price

C$ 638
22/1-31/1
  • 22/1-31/1
  • 2 total stops
  • 22h 13m total
  • Toronto to Norfolk
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27/10-31/12
  • 27/10-31/12
  • 1 total stop
  • 29h 48m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 70 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 19 potential savings vs. average RT price).
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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

Tue 27/10

7:15 a.m.-1:03 p.m.

1 stop29h 48m

Norfolk

Wed 31/12

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

Nonstop0h 00m

C$ 275

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 2/10

1:30 p.m.-2:51 p.m.

2 stops25h 21m

Norfolk

Wed 31/12

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

Nonstop0h 00m

C$ 279

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 24/10

6:30 a.m.-12:34 p.m.

2 stops30h 04m

Norfolk

Wed 31/12

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

Nonstop0h 00m

C$ 313

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 22/10

6:30 a.m.-10:56 p.m.

2 stops16h 26m

Norfolk

Wed 31/12

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

Nonstop0h 00m

C$ 336

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 24/10

7:45 a.m.-4:20 p.m.

1 stop8h 35m

Norfolk

Wed 31/12

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

Nonstop0h 00m

C$ 353

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 22/10

2:26 p.m.-11:32 p.m.

1 stop9h 06m

Norfolk

Wed 31/12

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

Nonstop0h 00m

C$ 353
Quickest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 23/10

7:20 a.m.-2:27 p.m.

1 stop7h 07m

Norfolk

Wed 31/12

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

Nonstop0h 00m

C$ 356

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 23/10

3:29 p.m.-10:40 p.m.

1 stop7h 11m

Norfolk

Wed 31/12

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

Nonstop0h 00m

C$ 375

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 29/10

7:15 a.m.-8:43 a.m.

3 stops25h 28m

Norfolk

Wed 31/12

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

Nonstop0h 00m

C$ 428

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 6/10

11:09 a.m.-9:24 p.m.

1 stop10h 15m

Norfolk

Sat 24/10

6:00 a.m.-1:31 p.m.

1 stop7h 31m

C$ 529

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

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 40 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$ 436
WestJet
WestJet
From C$ 581
Air Canada
Air Canada
From C$ 412
American Airlines
American Airlines
From C$ 581

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 (4 hours 20 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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