Flights To Chesapeake City County - Cheap Flights Starting at CA $73

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Chesapeake City County's top cities

A golf course, a large building complex, and a marina by a river.

Chesapeake

Flights
Chesapeake

How Much Does it Cost To Fly To Chesapeake City County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Jan 15 - Sun, Jan 17
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
CA $152 Roundtrip, found 2 days ago
CA $152
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jan 15 from Jacksonville Intl. to Norfolk Intl., returning Sun, Jan 17, priced at CA $152 found 2 days ago
Mon, Dec 7 - Wed, Dec 9
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
CA $154 Roundtrip, just found
CA $154
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Dec 7 from Hartsfield-Jackson Atlanta Intl. to Norfolk Intl., returning Wed, Dec 9, priced at CA $154 just found
Wed, Oct 28 - Wed, Nov 4
MCO
Orlando Intl.
ORF
Norfolk Intl.
CA $183 Roundtrip, found 6 hours ago
CA $183
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Orlando Intl. to Norfolk Intl., returning Wed, Nov 4, priced at CA $183 found 6 hours ago
Sat, Oct 17 - Thu, Oct 22
SJU
Luis Munoz Marin Intl.
ORF
Norfolk Intl.
CA $450 Roundtrip, found 1 day ago
CA $450
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 17 from Luis Munoz Marin Intl. to Norfolk Intl., returning Thu, Oct 22, priced at CA $450 found 1 day ago
Fri, Oct 30 - Thu, Nov 5
BOS
Logan Intl.
ORF
Norfolk Intl.
CA $490 Roundtrip, found 4 days ago
CA $490
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Oct 30 from Logan Intl. to Norfolk Intl., returning Thu, Nov 5, priced at CA $490 found 4 days ago
Wed, Dec 9 - Wed, Jan 6
YVR
Vancouver Intl.
ORF
Norfolk Intl.
CA $558 Roundtrip, found 2 days ago
CA $558
Roundtrip
found 2 days ago
Select United flight, departing Wed, Dec 9 from Vancouver Intl. to Norfolk Intl., returning Wed, Jan 6, priced at CA $558 found 2 days ago
Sat, Nov 7 - Sat, Nov 7
YYZ
Pearson Intl.
ORF
Norfolk Intl.
CA $672 Roundtrip, just found
CA $672
Roundtrip
just found
Select United flight, departing Sat, Nov 7 from Pearson Intl. to Norfolk Intl., returning Sat, Nov 7, priced at CA $672 just found
Tue, Apr 6 - Tue, Apr 20
YUL
Pierre Elliott Trudeau Intl.
ORF
Norfolk Intl.
CA $704 Roundtrip, found 3 days ago
CA $704
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Apr 6 from Pierre Elliott Trudeau Intl. to Norfolk Intl., returning Tue, Apr 20, priced at CA $704 found 3 days ago
OriginDestinationTravel datesFlights from*
JAXNorfolkJanuary 15 to January 17CA $152
ATLNorfolkDecember 7 to December 9CA $154
MCONorfolkOctober 28 to November 4CA $183
TPANorfolkOctober 31 to November 4CA $216
DFWNorfolkNovember 1 to November 7CA $395
SANNorfolkDecember 5 to December 9CA $407
SEANorfolkOctober 27 to November 3CA $463
BOSNorfolkOctober 30 to November 5CA $490
LAXNorfolkOctober 29 to November 4CA $715
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONorfolkOctober 16 to October 20CA $335
BOSNorfolkOctober 18 to October 24CA $630
ATLNorfolkOctober 18 to October 23CA $690
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Sunrise Inn By OYO Newport News US-60
2.5-star property

Sunrise Inn By OYO Newport News US-60

Nov 6 - Nov 12

6 night stay

Toronto (YTO) to Norfolk (ORF)

American Airlines • Non-stop roundtrip • Coach
Price was CA $1,140, price is now CA $1,002 per person
CA $1,002
per person
found 4 hours ago
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
4.0-star property

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Dec 27 - Jan 3

7 night stay

Toronto (YTO) to Norfolk (ORF)

Porter Airlines • Non-stop • Coach

Norfolk (ORF) to Toronto (YTO)

American Airlines • Non-stop • Coach
Price was CA $1,857, price is now CA $1,510 per person
CA $1,510
per person
found 4 hours ago
The Inn at Four Eleven York
4.0-star property

The Inn at Four Eleven York

Dec 27 - Jan 3

7 night stay

Toronto (YTO) to Norfolk (ORF)

Porter Airlines • Non-stop • Coach

Norfolk (ORF) to Toronto (YTO)

American Airlines • Non-stop • Coach
Price was CA $2,714, price is now CA $2,373 per person
CA $2,373
per person
found 4 hours ago
Don't see what you're looking for?
See all available trips from Toronto to Chesapeake City County
View all trips

Travelers ❤️ These Chesapeake City County 🏨

Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

3.5 out of 5
3401 Atlantic Ave Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, 2 indoor pools, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and First Landing State Park are located nearby.
Opens in a new windowHilton Vacation Club Ocean Beach Club Virginia Beach
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

3 out of 5
1101 Atlantic Ave Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and First Landing State Park are located nearby.
8.2/10 Very good! (1,614 reviews)
"During my four night stay I found the room was clean and the supplies provided were sufficient."

Reviewed on Oct 10, 2026

Opens in a new windowSurfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Hilton Vacation Club Oceanaire Virginia Beach

Hilton Vacation Club Oceanaire Virginia Beach

3.5 out of 5
3421 Atlantic Ave Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Virginia Beach Boardwalk and First Landing State Park are located nearby.
Opens in a new windowHilton Vacation Club Oceanaire Virginia Beach
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Sundial Inn

Sundial Inn

2 out of 5
308 21st St Virginia Beach VA
Stay at this motel in Virginia Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and First Landing State Park are located nearby.
7.8/10 Good! (1,011 reviews)
"Staff was friendly. When we got our first room. There was about a 1-in gap shining light in on the door to enter the room. There was a large stain on the floor. The toilet bowl was not well secured to the ground. The tub was pretty stained and the room had a damp odor. We went to the staff and they ..."

Reviewed on Oct 11, 2026

Opens in a new windowSundial Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Chesapeake City County?
Some travelers snapped up a roundtrip flight to Chesapeake City County for as little as CA $152 within the last seven days. If you find a bargain fare, book fast. Cheap deals don't wait around for long! This price was available on Travelocity for flights to Chesapeake City County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Chesapeake City County?
When planning your Chesapeake City County getaway, you can choose from 15 airline companies. Make American Airlines your preferred carrier for flights to Chesapeake. It operates approximately 654 flights per month to this fantastic city.
What is the cheapest month to fly to Chesapeake City County?
According to Travelocity's direct return flight demand from January to December last year, January is the cheapest period to jump on a plane to Chesapeake City County. Look for flights throughout this month and snap up an amazing bargain today.
How can I check my flight status to Chesapeake City County?
Get useful alerts about your flight status and more with Trips. Travelocity's handy portal can be found at the top right of our homepage and is the place to view and manage your bookings. Sign in or create an account quickly and easily and everything will be at your fingertips. The Travelocity app allows you to see the details of your flight to Chesapeake City County while you're on the move — and even when you're offline. Travelocity's app has your booking needs sorted. Whether you'd like to arrange a shuttle from your airport or share travel details with any members of your family flying with you, you can do it through the app.
How do I find the best deals on flights to Chesapeake City County?
Be flexible with your dates and there's a strong chance you'll find a deal you can't pass up. After you've searched for flights on Travelocity, click the "Flexible dates" box at the top of the page to compare prices with surrounding days. Also try to book early and avoid busy peak periods. In the last seven days, the lowest price for a roundtrip flight to Chesapeake City County was CA $152. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Chesapeake City County with Travelocity?
Look for cheap flights to Chesapeake City County with Travelocity and start arranging your next vacation. With round-the-clock personal assistance during every step of your trip and our Price Match Guarantee, we take the stress out of reserving cheap family flights, accommodations and more. Snag an awesome deal now and get set for a new adventure.
What are the most popular flight routes to Chesapeake City County?
Check out these leading flight routes to Chesapeake City County and start planning your next great escape:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Norfolk Intl. Airport (ORF) - 1,343 flights a month.
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Norfolk Intl. Airport (ORF) - 1,282 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Norfolk Intl. Airport (ORF) - 1,005 flights a month.

How much is a flight to Chesapeake City County on average?
Based on prices found over the last seven days, roundtrip flights to Chesapeake City County cost between CA $152 and CA $715. When you're ready to go, Travelocity will help you find a fare that'll fit your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.