Cheap Flight Deals to Chesapeake VA from CA $64

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

Change your flight without a fee on select flights

How to find cheap flights to Chesapeake?

The cheapest prices found with in the last 7 days for return flights were CA $124 and CA $64 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
BOSNorfolkApril 12 to April 19CA $124
MCONorfolkMay 8 to May 12CA $127
TPANorfolkApril 1 to April 7CA $253
ATLNorfolkApril 3 to April 10CA $299
JAXNorfolkApril 5 to April 15CA $362
DFWNorfolkApril 9 to April 14CA $526
DENNorfolkApril 8 to April 15CA $571
SANNorfolkApril 7 to April 16CA $629
SEANorfolkApril 9 to April 15CA $629
LAXNorfolkApril 7 to April 12CA $1,009
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
TPANorfolkMarch 30 to April 8CA $372
ATLNorfolkMarch 30 to April 10CA $460
DALNorfolkMarch 30 to April 8CA $891
SANNorfolkMarch 30 to April 9CA $930
*Prices include taxes and fees

Your guide to flights to Chesapeake, VA

Spirit Airlines, American Airlines 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 $124 and CA $1,009. Prices vary, but for the best fares, travel in April 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 $124. 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 April 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

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd, Chesapeake, VA
The price is CA $104 per night from Apr. 13 to Apr. 14
CA $104
CA $121 total
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,005 reviews)
"Pros: Safe area, clean, decent breakfast, many dining options nearby Cons: Very loud (highway noise & thin walls let us hear our neighbor's easily) Thankfully, the hotel room A/C/Heater had a function to have a constant fan, and that (plus earplugs) blocked a lot of the noise so we actually were ..."

Reviewed on 19 Mar. 2025

Comfort Suites Chesapeake - Norfolk
WoodSpring Suites Chesapeake - Norfolk South

WoodSpring Suites Chesapeake - Norfolk South

2.5 out of 5
137 Kempsville Rd, Chesapeake, VA
The price is CA $97 per night from Mar. 26 to Mar. 27
CA $97
CA $113 total
includes taxes & fees
26 Mar - 27 Mar
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our ...
6/10 (578 reviews)
"You get what you pay for. Quiet, clean. Just enough for a night of rest."

Reviewed on 19 Jan. 2025

WoodSpring Suites Chesapeake - Norfolk South
Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth

2.5 out of 5
3355 S Military Hwy, Chesapeake, VA
The price is CA $100 per night from Apr. 20 to Apr. 21
CA $100
CA $125 total
includes taxes & fees
20 Apr - 21 Apr
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.2/10 (849 reviews)
"Not enough parking if coming in late due to trucks taking up multiple spots"

Reviewed on 17 Mar. 2025

Comfort Inn & Suites Chesapeake - Portsmouth
Save an average of 15% on thousands of hotels when you're signed in
Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr, Chesapeake, VA
The price is CA $107 per night from Mar. 30 to Mar. 31
CA $107
CA $125 total
includes taxes & fees
30 Mar - 31 Mar
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.8/10 (1,005 reviews)
"None"

Reviewed on 21 Mar. 2025

Red Roof Inn Chesapeake Conference Center
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.

Our Top Chesapeake hotel with Airport Shuttles

Hilton Garden Inn Chesapeake/Greenbrier

Hilton Garden Inn Chesapeake/Greenbrier

3 out of 5
1565 Crossways Blvd, Chesapeake, VA
The price is CA $153 per night from Mar. 30 to Mar. 31
CA $153
CA $178 total
includes taxes & fees
30 Mar - 31 Mar
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
7.8/10 Good! (597 reviews)
"Customer service was wonderful great people. Got there the refrigerator did not work. The door had to be adjusted and fixed because it did not close properly. And would have been nice when I booked the space to let us know there was construction being done other than that, it was fine"

Reviewed on 15 Mar. 2025

Hilton Garden Inn Chesapeake/Greenbrier
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N, Chesapeake, VA
The price is CA $136 per night from Apr. 6 to Apr. 7
CA $136
CA $158 total
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,008 reviews)
"Very nice breakfast friendly staff"

Reviewed on 21 Mar. 2025

Hyatt Place Chesapeake
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.

Luxury Hotels in Chesapeake

Aloft Chesapeake

Aloft Chesapeake

3 out of 5
1454 Crossways Boulevard, Chesapeake, VA
The price is CA $135 per night from Mar. 30 to Mar. 31
CA $135
CA $156 total
includes taxes & fees
30 Mar - 31 Mar
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,008 reviews)
"Absolutely love my stay at Aloft! Would definitely recommend staying here so close to the interstate with lots of options for restaurants and shopping!"

Reviewed on 24 Mar. 2025

Aloft Chesapeake
Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr, Chesapeake, VA
The price is CA $107 per night from Mar. 30 to Mar. 31
CA $107
CA $125 total
includes taxes & fees
30 Mar - 31 Mar
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.8/10 (1,005 reviews)
"None"

Reviewed on 21 Mar. 2025

Red Roof Inn Chesapeake Conference Center
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N, Chesapeake, VA
The price is CA $136 per night from Apr. 6 to Apr. 7
CA $136
CA $158 total
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,008 reviews)
"Very nice breakfast friendly staff"

Reviewed on 21 Mar. 2025

Hyatt Place Chesapeake
Save an average of 15% on thousands of hotels when you're signed in
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd, Chesapeake, VA
The price is CA $104 per night from Apr. 13 to Apr. 14
CA $104
CA $121 total
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,005 reviews)
"Pros: Safe area, clean, decent breakfast, many dining options nearby Cons: Very loud (highway noise & thin walls let us hear our neighbor's easily) Thankfully, the hotel room A/C/Heater had a function to have a constant fan, and that (plus earplugs) blocked a lot of the noise so we actually were ..."

Reviewed on 19 Mar. 2025

Comfort Suites Chesapeake - Norfolk
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.

Family Friendly Hotels in Chesapeake

Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N, Chesapeake, VA
The price is CA $136 per night from Apr. 6 to Apr. 7
CA $136
CA $158 total
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,008 reviews)
"Very nice breakfast friendly staff"

Reviewed on 21 Mar. 2025

Hyatt Place Chesapeake
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd, Chesapeake, VA
The price is CA $104 per night from Apr. 13 to Apr. 14
CA $104
CA $121 total
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,005 reviews)
"Pros: Safe area, clean, decent breakfast, many dining options nearby Cons: Very loud (highway noise & thin walls let us hear our neighbor's easily) Thankfully, the hotel room A/C/Heater had a function to have a constant fan, and that (plus earplugs) blocked a lot of the noise so we actually were ..."

Reviewed on 19 Mar. 2025

Comfort Suites Chesapeake - Norfolk
SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier

3 out of 5
1446 Crossways Blvd, Chesapeake, VA
The price is CA $135 per night from Mar. 30 to Mar. 31
CA $135
CA $156 total
includes taxes & fees
30 Mar - 31 Mar
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,004 reviews)
"Great"

Reviewed on 24 Mar. 2025

SpringHill Suites by Marriott Chesapeake Greenbrier
Save an average of 15% on thousands of hotels when you're signed in
Aloft Chesapeake

Aloft Chesapeake

3 out of 5
1454 Crossways Boulevard, Chesapeake, VA
The price is CA $135 per night from Mar. 30 to Mar. 31
CA $135
CA $156 total
includes taxes & fees
30 Mar - 31 Mar
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,008 reviews)
"Absolutely love my stay at Aloft! Would definitely recommend staying here so close to the interstate with lots of options for restaurants and shopping!"

Reviewed on 24 Mar. 2025

Aloft Chesapeake
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.

Best Chesapeake Flight and Hotel Packages

Chesapeake flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Sea Ranch Resort
The Lodge at Kiln Creek Resort
Hampton Inn & Suites Newport News (Oyster Point)
Don't see what you're looking for?
See all available trips from Montreal to Chesapeake
View all trips

Chesapeake flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Airport
Hampton Inn & Suites Newport News (Oyster Point)
The Lodge at Kiln Creek Resort
Don't see what you're looking for?
See all available trips from Toronto to Chesapeake
View all trips

Need a car after flight to Chesapeake?

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.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.