Cheap Flight Deals to Chesapeake VA from CA $92
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How to find cheap flights to Chesapeake?
The cheapest prices found with in the last 7 days for return flights were CA $198 and CA $92 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| JAX | Norfolk | August 3 to August 7 | CA $198 |
| MCO | Norfolk | August 13 to August 17 | CA $245 |
| TPA | Norfolk | September 6 to September 13 | CA $256 |
| BOS | Norfolk | July 30 to August 3 | CA $328 |
| LAX | Norfolk | August 26 to September 2 | CA $405 |
| SAN | Norfolk | August 21 to August 24 | CA $448 |
| ATL | Norfolk | July 25 to July 29 | CA $534 |
| DFW | Norfolk | August 2 to August 9 | CA $564 |
| SEA | Norfolk | July 8 to July 12 | CA $860 |
Your guide to flights to Chesapeake, VA
Breeze Airways, American Airlines, JetBlue Airways fly to Chesapeake, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Chesapeake VA currently costs between CA $198 and CA $1,134. Prices vary, but for the best fares, travel in August when prices are at their lowest.
Top tips for finding cheap flights to Chesapeake
The cheapest flight for a round trip to Chesapeake is currently CA $198. When you search for flights to Chesapeake, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Chesapeake for nearby days. The cheapest month to travel to Chesapeake is July from our list of deals available.
But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.
How to cancel flights to Chesapeake
We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.
Why you should book your flight to Chesapeake with Travelocity
We have top deals on plane tickets even for last minute flights to Chesapeake, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Chesapeake for less.
Find The Perfect Hotel For After Your Flight
Amazing Place to Stay After Flight to Chesapeake
Comfort Suites Chesapeake - Norfolk
"Easy check in process. Very friendly and helpful staff. Clean rooms with lots of space!"
Reviewed on Jun 26, 2026
WoodSpring Suites Chesapeake - Norfolk South
"Firstly, the odor was quite off putting.. Secondly, there were only 2 pillows in my room, big enough for children, not adults.. The thing that made it an overall poor stay, was the mold in the bathroom.. Ceiling to floor in the bathroom. I will not be returning."
Reviewed on Jun 26, 2026
Comfort Inn & Suites Chesapeake - Portsmouth
"I suspect staff shortage during my stay... That elevator floor could also be cleaned more frequently... Bedding was fairly comfortable and towels appeared to be in short supply!!"
Reviewed on Jun 22, 2026
Red Roof Inn Chesapeake Conference Center
"Room reeked of cigarette smoke and there was brown splatter stains on the bathroom wall and door. We did not spend the night there and left. We asked for a refund for the next two nights and of course they never replied. Check in was a video kiosk. People drinking in the parking lot and a repo guy ..."
Reviewed on Jun 26, 2026
Our Top Chesapeake hotel with Airport Shuttles
Hilton Garden Inn Chesapeake/Greenbrier
"nice place and in great location"
Reviewed on Jun 24, 2026
Hyatt Place Chesapeake
"The staff is great. They must have kept my notes from a prior stay, they put me in a corner room/ top floor which was surprisingly quiet and peaceful. Bed linens impeccably clean. Interior of the room clean and well maintained. That said, cosmetically speaking, the property is showing signs of wear, ..."
Reviewed on Jun 9, 2026
Luxury Hotels in Chesapeake
Aloft by Marriott Chesapeake
"When we booked we requested to have two queen bed rooms with connecting rooms but they didn’t have them available when we arrived.. we had to settle for a king room and 2 double beds then we had dirty towels in the king room. The experience was not the greatest and we paid $675 for 2 rooms and did ..."
Reviewed on Jun 21, 2026
Red Roof Inn Chesapeake Conference Center
"Room reeked of cigarette smoke and there was brown splatter stains on the bathroom wall and door. We did not spend the night there and left. We asked for a refund for the next two nights and of course they never replied. Check in was a video kiosk. People drinking in the parking lot and a repo guy ..."
Reviewed on Jun 26, 2026
Hyatt Place Chesapeake
"The staff is great. They must have kept my notes from a prior stay, they put me in a corner room/ top floor which was surprisingly quiet and peaceful. Bed linens impeccably clean. Interior of the room clean and well maintained. That said, cosmetically speaking, the property is showing signs of wear, ..."
Reviewed on Jun 9, 2026
Comfort Suites Chesapeake - Norfolk
"Easy check in process. Very friendly and helpful staff. Clean rooms with lots of space!"
Reviewed on Jun 26, 2026
Family Friendly Hotels in Chesapeake
Hyatt Place Chesapeake
"The staff is great. They must have kept my notes from a prior stay, they put me in a corner room/ top floor which was surprisingly quiet and peaceful. Bed linens impeccably clean. Interior of the room clean and well maintained. That said, cosmetically speaking, the property is showing signs of wear, ..."
Reviewed on Jun 9, 2026
Comfort Suites Chesapeake - Norfolk
"Easy check in process. Very friendly and helpful staff. Clean rooms with lots of space!"
Reviewed on Jun 26, 2026
SpringHill Suites by Marriott Chesapeake Greenbrier
"We loved it."
Reviewed on Jun 25, 2026
Aloft by Marriott Chesapeake
"When we booked we requested to have two queen bed rooms with connecting rooms but they didn’t have them available when we arrived.. we had to settle for a king room and 2 double beds then we had dirty towels in the king room. The experience was not the greatest and we paid $675 for 2 rooms and did ..."
Reviewed on Jun 21, 2026
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Flights To Chesapeake
If a peaceful getaway is what you're seeking, you'll find it in historic Chesapeake, Virginia. Flights to Chesapeake land at the nearby Norfolk International Airport (ORF), in the heart of Virginia's coastal area, putting you in the perfect setting for laid-back family vacations or romantic getaway packages in Chesapeake. From beach lovers to history lovers to food lovers, this low-key locale has something for everyone to enjoy.
Transportation from ORF
The Coastal Virginia region is served by Norfolk International Airport, located 16 miles northeast of Chesapeake. By using one of several ground transportation options at ORF, you can easily reach your hotel and area attractions. Book reservations before traveling for airport shuttle service between Norfolk International and Chesapeake, or arrange for a rental car with one of the on-site car rental agencies, located near baggage claim below the terminal lobby. Taxi service is available outside the baggage claim lobby. If you're staying near ORF, check the reservation kiosks in the arrivals terminal for information regarding shuttle service from area hotels.
Enter Virginia's Gateway to Fun
Let Chesapeake be your home base for your Virginia vacation. Centrally located in the Coastal Virginia area, you'll have easy access to Chesapeake Bay and the Atlantic Ocean. Spend a day at the lush Great Dismal Swamp Wildlife Refuge hiking, biking, and watching wildlife, or fishing and boating on Lake Drummond. Learn more about the Commonwealth of Virginia when you visit historic American landmarks and attractions such as Colonial Williamsburg and Nauticus battleship tours. Wrap up a busy day of sightseeing and museum hopping with a sunset sail on Elizabeth River and a soul food feast at one of Chesapeake's favorite locally owned diners.
Ready to stay and play? Travelocity will help you find great deals on hotels in Chesapeake. Get mobile exclusive deals on the Travelocity app and save instantly on Chesapeake flights and hotels. Book your Chesapeake tickets now and you'll soon find out why they say Virginia is for lovers.
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