Flights to Chesapeake

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

Change your flight without a fee on select flights

OriginDestinationTravel DatesFlights From*
MCONorfolkMarch 18 to March 22$88
TPANorfolkMarch 21 to March 21$144
JAXNorfolkFebruary 22 to February 28$205
BOSNorfolkFebruary 15 to March 7$209
BOSNewport NewsFebruary 21 to March 7$210
MCONewport NewsFebruary 11 to February 20$214
ATLNewport NewsFebruary 19 to March 7$234
JAXNewport NewsMarch 1 to March 8$254
DFWNewport NewsFebruary 21 to February 22$268
SEANorfolkFebruary 21 to February 25$295
LAXNorfolkFebruary 22 to March 1$295
DENNewport NewsFebruary 22 to February 28$302
SEANewport NewsFebruary 21 to March 7$375
LAXNewport NewsFebruary 15 to February 24$473
SANNewport NewsFebruary 13 to February 23$473
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONorfolkFebruary 3 to February 11$148
ATLNorfolkFebruary 4 to February 6$209
TPANorfolkFebruary 3 to February 14$338
BOSNorfolkFebruary 3 to February 21$342
MCONewport NewsFebruary 5 to February 13$344
JAXNorfolkFebruary 3 to February 21$375
DFWNorfolkFebruary 4 to February 9$450
JAXNewport NewsFebruary 5 to February 12$482
TPANewport NewsFebruary 4 to February 14$497
DFWNewport NewsFebruary 5 to February 16$506
DENNewport NewsFebruary 5 to February 14$533
LAXNorfolkFebruary 4 to February 13$580
SEANewport NewsFebruary 3 to February 12$608
LAXNewport NewsFebruary 3 to February 12$688
SANNewport NewsFebruary 3 to February 13$693
*Prices include taxes and fees

Chesapeake ORF Flight Information

Traveling to Chesapeake ORF
Lowest Price $88
Number of Airlines Serving 1
Airlines Serving Frontier Airlines, Delta, United, American Airlines
Number of Daily Flights 4
Airlines with Direct Flights American Airlines

Find The Perfect Hotel For After Your Flight

Amazing Chesapeake Accommodation Deals

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd, Chesapeake, VA, 23320
The price is $76 per night from Feb 26 to Feb 27
$76
per night
Feb 26 - Feb 27
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
4.2/5 Very Good! (1,014 reviews)
"good breakfast & pleasant staff"

Reviewed on Jan 23, 2023

Comfort Suites Chesapeake - Norfolk
WoodSpring Suites Chesapeake - Norfolk South

WoodSpring Suites Chesapeake - Norfolk South

2.5 out of 5
137 Kempsville Rd, Chesapeake, VA, 23320-3715
The price is $79 per night from Feb 2 to Feb 3
$79
per night
Feb 2 - Feb 3
Stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the overall ...
3.1/5 (390 reviews)
"Cleanest, most peaceful hotel we’ve stayed at in ages. Excellent all around."

Reviewed on Dec 29, 2022

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, 23323
The price is $55 per night from Feb 15 to Feb 16
$55
per night
Feb 15 - Feb 16
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms ...
3.1/5 (619 reviews)
"."

Reviewed on Jan 3, 2023

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, 23320
The price is $74 per night from Feb 2 to Feb 3
$74
per night
Feb 2 - Feb 3
Stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
3.4/5 Good! (1,003 reviews)
Id stay again
"Quite, next to WAWA, east access. need to clean AC units"

Reviewed on Jan 30, 2023

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 with Airport Shuttles

Hilton Garden Inn Chesapeake/Greenbrier

Hilton Garden Inn Chesapeake/Greenbrier

3 out of 5
1565 Crossways Blvd, Chesapeake, VA, 23320
The price is $102 per night from Feb 12 to Feb 13
$102
per night
Feb 12 - Feb 13
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the comfy rooms ...
3.9/5 Good! (528 reviews)
"Nice stay"

Reviewed on Sep 11, 2022

Hilton Garden Inn Chesapeake/Greenbrier
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N, Chesapeake, VA, 23320
The price is $123 per night from Feb 9 to Feb 10
$123
per night
Feb 9 - Feb 10
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 ...
4.2/5 Very Good! (1,020 reviews)
"Walls a thin can hear people in hallway early in the morning being loud."

Reviewed on Jan 26, 2023

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, a Marriott Hotel

Aloft Chesapeake, a Marriott Hotel

3 out of 5
1454 Crossways Boulevard, Chesapeake, VA, 23320
The price is $89 per night from Feb 5 to Feb 6
$89
per night
Feb 5 - Feb 6
Stay at this 3-star family-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast, and a 24-hour health club. Our guests praise the bar and the helpful staff ...
4/5 Very Good! (1,022 reviews)
"Check in was so easy. Brooke was awesome 👏"

Reviewed on Jan 23, 2023

Aloft Chesapeake, a Marriott Hotel
Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr, Chesapeake, VA, 23320
The price is $74 per night from Feb 2 to Feb 3
$74
per night
Feb 2 - Feb 3
Stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
3.4/5 Good! (1,003 reviews)
Id stay again
"Quite, next to WAWA, east access. need to clean AC units"

Reviewed on Jan 30, 2023

Red Roof Inn Chesapeake Conference Center
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N, Chesapeake, VA, 23320
The price is $123 per night from Feb 9 to Feb 10
$123
per night
Feb 9 - Feb 10
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 ...
4.2/5 Very Good! (1,020 reviews)
"Walls a thin can hear people in hallway early in the morning being loud."

Reviewed on Jan 26, 2023

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, 23320
The price is $76 per night from Feb 26 to Feb 27
$76
per night
Feb 26 - Feb 27
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
4.2/5 Very Good! (1,014 reviews)
"good breakfast & pleasant staff"

Reviewed on Jan 23, 2023

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
Great for families

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N, Chesapeake, VA, 23320
The price is $123 per night from Feb 9 to Feb 10
$123
per night
Feb 9 - Feb 10
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 ...
4.2/5 Very Good! (1,020 reviews)

Families like: Indoor pools, free breakfast for the whole family, laundry

Travelers say...
"Walls a thin can hear people in hallway early in the morning being loud."

Reviewed on Jan 26, 2023

Hyatt Place Chesapeake
Comfort Suites Chesapeake - Norfolk
Great for families

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd, Chesapeake, VA, 23320
The price is $76 per night from Feb 26 to Feb 27
$76
per night
Feb 26 - Feb 27
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
4.2/5 Very Good! (1,014 reviews)

Families like: Pool, extra beds/cribs, free breakfast for the whole family, laundry

Travelers say...
"good breakfast & pleasant staff"

Reviewed on Jan 23, 2023

Comfort Suites Chesapeake - Norfolk
SpringHill Suites by Marriott Chesapeake Greenbrier
Great for families

SpringHill Suites by Marriott Chesapeake Greenbrier

3 out of 5
1446 Crossways Blvd, Chesapeake, VA, 23320
The price is $89 per night from Feb 5 to Feb 6
$89
per night
Feb 5 - Feb 6
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
4.1/5 Very Good! (990 reviews)

Families like: Indoor pools, bicycle rentals nearby, extra beds/cribs, free breakfast for the whole family

Travelers say...
"Everything went great Small problems were taken care of immediately 😃 Made my stay great"

Reviewed on Jan 17, 2023

SpringHill Suites by Marriott Chesapeake Greenbrier

Save an average of 15% on thousands of hotels when you're signed in

Aloft Chesapeake, a Marriott Hotel
Great for families

Aloft Chesapeake, a Marriott Hotel

3 out of 5
1454 Crossways Boulevard, Chesapeake, VA, 23320
The price is $89 per night from Feb 5 to Feb 6
$89
per night
Feb 5 - Feb 6
Stay at this 3-star family-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast, and a 24-hour health club. Our guests praise the bar and the helpful staff ...
4/5 Very Good! (1,022 reviews)

Families like: Indoor pools, bicycle rentals nearby, laundry

Travelers say...
"Check in was so easy. Brooke was awesome 👏"

Reviewed on Jan 23, 2023

Aloft Chesapeake, a Marriott Hotel
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

Ramada Plaza by Wyndham Virginia Beach
Magnuson Hotel Virginia Beach
The Inn at Four Eleven York
Don't see what you're looking for?
See all available trips from New York to Chesapeake
View all trips

Need a Car For After Your Flight?

Frequently asked questions

Can I catch a flight to Chesapeake at the moment?
For the latest complete information regarding plane travel to Chesapeake, head to the Covid-19 Travel Advisor. All you need to know about current quarantine requirements and travel restrictions is all here in one convenient place.
Which airlines fly to Chesapeake?
Chosen the datesfor your getaway toChesapeake?With 7airline companies servicing this city,you’re bound to find a flightthat fits perfectly with your travel plans.Here are a few ofthe leading companies:

  • American Airlines
  • Delta Air Lines
  • United Airlines

If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Chesapeake, please visit our Customer Service Portal.
What airport is best to fly into Chesapeake?
With two airports, you’ve got options when flying into Chesapeake. Think about where you’ll be basing yourself and spending a lot of your time, as this may help you decide on which flights you select. Norfolk Intl. Airport is 10 mi from all the action downtown, while Newport News - Williamsburg Intl. Airport is roughly 30 mi away.
Where to stay in Chesapeake
Every unforgettable journey starts with a single step — as well as a comfortable place to lay your head! Book your Chesapeake accommodations through Travelocity and you’ll have 188 options to choose from.Craving a taste of the good life on your trip? Book a luxurious room with all the fancy extras at the The Founders Inn and Spa, Tapestry Collection by Hilton. If you’d rather be more economical with your accommodations, choose a budget option like the Econo Lodge Chesapeake Route 13 and I-464.
Places to visit in Chesapeake
Looking for a few sightseeing pointers? Don’t leave this bustling metropolis until you’ve spent some time at Children’s Museum of Virginia, and Nauticus National Maritime Center.Every piece you see at a museum has a fascinating past. At Portlock Galleries at SoNo, you can peruse the exhibits, stop for a few moments of contemplation and find out their stories. Seeking some more ideas? Indulge your love for the great outdoors at Oak Grove Lake Park. Pack a lunch, and spend the afternoon taking in the natural environment. And there’s more. Spend a few hours notching a few birdees at Cahoon Plantation Golf Course.
How to get through airport security fast when traveling to Chesapeake
These practical tips and hints about airport security procedures will save you lots of time and energy on your journey to Chesapeake:

  • Make sure your boarding pass and travel ID are not difficult to reach. You’ll be required to produce them straightaway.
  • Wallets, USB sticks and keys should be put in a bin for X-raying. If you pass through the body scanner with these items, you’ll be asked to turn back and remove them.
  • Make sure your laptop and electronic devices are within reach. These items need to be sent through the X-ray machine in separate tubs.
  • Toothpaste, lip balm and other toiletry items in liquid, gel or cream form need to be stored in containers smaller than 3.4 ounces (100 milliliters). They also need to fit in a 1-quart (1-liter) clear zip-lock plastic bag.
  • The airport security will likely ask you to remove your shoes prior to entering the body scanner. Wear a pair that come off easily. There’s nothing more tiresome than having to do up your laces over and over again.
  • Stash any multi-tools or other dangerous items inside your checked luggage. Security won’t permit these in carry-on baggage.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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.