Cheap Flight Deals to Chesapeake VA from CA $49
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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 $70 and CA $49 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply
Your guide to flights to Chesapeake, VA
JetBlue Airways, Spirit Airlines, WestJet 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 $70 and CA $1,477. Prices vary, but for the best fares, travel in December 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 $70. 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 February 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
Room was great Staff was excellent Highly recommend this establishment
Reviewed on Dec 10, 2025
WoodSpring Suites Chesapeake - Norfolk South
Staff was really welcoming and nice.. I plan on returning.
Reviewed on Dec 8, 2025
Comfort Inn & Suites Chesapeake - Portsmouth
The front desk clerk was very kind and friendly.
Reviewed on Nov 9, 2025
Red Roof Inn Chesapeake Conference Center
El
Reviewed on Nov 14, 2025
Our Top Chesapeake hotel with Airport Shuttles
Hilton Garden Inn Chesapeake/Greenbrier
Quick trip on our way to the beach. Very friendly staff. Would stay here again.
Reviewed on Aug 24, 2025
Hyatt Place Chesapeake
Property is safe, good location.
Reviewed on Dec 10, 2025
Luxury Hotels in Chesapeake
Aloft Chesapeake
Great stay.
Reviewed on Dec 10, 2025
Red Roof Inn Chesapeake Conference Center
El
Reviewed on Nov 14, 2025
Hyatt Place Chesapeake
Property is safe, good location.
Reviewed on Dec 10, 2025
Comfort Suites Chesapeake - Norfolk
Room was great Staff was excellent Highly recommend this establishment
Reviewed on Dec 10, 2025
Family Friendly Hotels in Chesapeake
Hyatt Place Chesapeake
Property is safe, good location.
Reviewed on Dec 10, 2025
Comfort Suites Chesapeake - Norfolk
Room was great Staff was excellent Highly recommend this establishment
Reviewed on Dec 10, 2025
SpringHill Suites by Marriott Chesapeake Greenbrier
Everything was great! Staff very professional and helpful. The rooms were clean
Reviewed on Dec 15, 2025
Aloft Chesapeake
Great stay.
Reviewed on Dec 10, 2025
Best Chesapeake Flight and Hotel Packages
Chesapeake flight + hotel packages - economy flights
Need a car after flight to Chesapeake?
Economy
Compact
Midsize
SUV
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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