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C$ 261+ Cheap flights to Chesapeake

— RIC
26 Sep — 3 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 2/119:15 a.m. -
2 stops27h 34m
Tue 17/118:00 a.m. -
1 stop11h 20m
Deal found 23/8C$ 483
Mon 2/119:15 a.m. -
2 stops27h 34m
Fri 13/117:00 a.m. -
1 stop9h 15m
Deal found 23/8C$ 490
Fri 30/109:15 a.m. -
1 stop13h 28m
Thu 12/111:31 p.m. -
2 stops26h 44m
Deal found 23/8C$ 499
Fri 30/109:15 a.m. -
1 stop13h 28m
Tue 17/118:00 a.m. -
1 stop11h 20m
Deal found 23/8C$ 501
Fri 30/109:15 a.m. -
1 stop13h 28m
Sun 15/111:31 p.m. -
2 stops33h 24m
Deal found 23/8C$ 502
Fri 30/109:15 a.m. -
1 stop13h 28m
Wed 18/117:00 a.m. -
2 stops15h 55m
Deal found 23/8C$ 505
Mon 2/119:15 a.m. -
1 stop13h 28m
Thu 12/111:31 p.m. -
2 stops26h 44m
Deal found 23/8C$ 506
Fri 30/109:15 a.m. -
1 stop13h 28m
Fri 13/117:00 a.m. -
1 stop9h 15m
Deal found 23/8C$ 508
Mon 2/119:15 a.m. -
1 stop13h 28m
Wed 18/117:00 a.m. -
2 stops15h 55m
Deal found 23/8C$ 512
Sat 31/106:30 a.m. -
1 stop10h 45m
Tue 17/118:00 a.m. -
1 stop11h 20m
Deal found 23/8C$ 527

Find flight deals to Chesapeake

Round-trip from

C$ 483

One-way from

C$ 261

Popular in

October

Cheapest in

May
2/11-17/11
  • 2/11-17/11
  • 3 total stops
  • 38h 54m total
  • Toronto to Norfolk
Search Deals
21/9
  • 21/9
  • 2 total stops
  • 28h 19m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 88 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals

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

Fri 22/1

9:15 a.m.-10:43 p.m.

1 stop13h 28m

Norfolk

Sun 31/1

7:30 a.m.-4:15 p.m.

1 stop8h 45m

C$ 494
Quickest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 8/9

11:38 a.m.-6:19 p.m.

1 stop6h 41m

Norfolk

Tue 15/9

12:50 p.m.-5:20 p.m.

1 stop4h 30m

C$ 589

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 10/11

7:44 p.m.-9:43 a.m.

1 stop13h 59m

Norfolk

Sun 15/11

6:00 a.m.-11:48 a.m.

1 stop5h 48m

C$ 607

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 25/9

8:00 p.m.-3:50 p.m.

2 stops19h 50m

Norfolk

Sat 3/10

7:43 p.m.-1:45 p.m.

1 stop18h 02m

C$ 610

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 25/9

7:00 a.m.-3:16 p.m.

1 stop8h 16m

Norfolk

Mon 28/9

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

1 stop3h 55m

C$ 624

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 18/9

7:45 a.m.-4:33 p.m.

1 stop8h 48m

Norfolk

Mon 21/9

3:11 p.m.-9:59 p.m.

1 stop6h 48m

C$ 624

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 22/1

3:00 p.m.-11:36 p.m.

2 stops8h 36m

Norfolk

Sun 31/1

5:12 p.m.-9:29 p.m.

1 stop4h 17m

C$ 624

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Mon 26/10

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

1 stop8h 35m

Norfolk

Fri 30/10

5:15 p.m.-10:56 p.m.

1 stop5h 41m

C$ 624

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 18/9

7:00 a.m.-2:52 p.m.

1 stop7h 52m

Norfolk

Mon 21/9

10:49 a.m.-10:23 p.m.

1 stop11h 34m

C$ 624
Cheapest one-way

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Wed 28/10

9:20 a.m.-12:46 p.m.

2 stops27h 26m

C$ 266

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/8

Showing 1-10 of 17 resultsSorted by cheapest first
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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 0 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$ 435
WestJet
WestJet
From C$ 580
Air Canada
Air Canada
From C$ 411
American Airlines
American Airlines
From C$ 580

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).

Reviews of airlines servicing Chesapeake

Get a feel of what it's like to fly with United Airlines to the United States by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,127 reviews
Check prices

Food

6.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Boarding

7.7

Overall

7.4

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
10,127 reviews
United Airlines
7.4
Good
10,127 reviews
Check prices

Food

6.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Boarding

7.7

Overall

7.4

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

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, Ottawa offers the quickest one-way flight (3 hours 42 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, 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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