Cheap Flights to Chesapeake from $20

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How Much Does it Cost To Fly To Chesapeake?

The cheapest prices found with in the last 7 days for return flights were $40 and $20 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MCONorfolkOctober 25 to October 31$40
ATLNorfolkOctober 23 to October 30$69
TPANorfolkNovember 15 to November 18$120
TPANewport NewsOctober 26 to October 29$184
JAXNorfolkNovember 2 to November 7$187
SANNorfolkNovember 15 to December 3$188
MCONewport NewsDecember 9 to December 11$199
LAXNorfolkDecember 8 to December 11$207
ATLNewport NewsNovember 5 to November 11$234
DENNewport NewsNovember 19 to November 20$292
JAXNewport NewsJanuary 3 to January 6$302
SEANewport NewsNovember 28 to December 7$398
LAXNewport NewsOctober 17 to October 20$490
DFWNewport NewsOctober 17 to October 24$518
SANNewport NewsDecember 23 to January 5$540
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONorfolkOctober 7 to October 10$78
TPANorfolkOctober 7 to October 9$177
JAXNorfolkOctober 8 to October 11$202
DENNorfolkOctober 7 to October 10$260
ATLNorfolkOctober 6 to October 10$328
ATLNewport NewsOctober 8 to October 26$429
BOSNorfolkOctober 7 to October 9$432
BOSNewport NewsOctober 7 to October 7$434
DFWNorfolkOctober 7 to October 11$540
SANNorfolkOctober 8 to October 28$561
TPANewport NewsOctober 6 to October 7$566
SEANorfolkOctober 6 to October 9$682
LAXNorfolkOctober 7 to October 9$702
SEANewport NewsOctober 8 to October 13$717
*Prices include taxes and fees

Chesapeake ORF Flight Information

Traveling to
Chesapeake ORF
Lowest Price
$40
Number of Airlines Serving
1
Airlines Serving
Spirit 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
The price is $84 per night from Oct 15 to Oct 16
$84
per night
Oct 15 - Oct 16
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Greenbrier Mall and Chesapeake Conference ...
8.2/10 Very Good! (999 reviews)
"Nice staff, easy check in, clean room"

Reviewed on Oct 3, 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
The price is $79 per night from Oct 5 to Oct 6
$79
per night
Oct 5 - Oct 6
Stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Chesapeake Arboretum and Chesapeake ...
6/10 (461 reviews)
"Very well"

Reviewed on Sep 15, 2023

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 $60 per night from Oct 22 to Oct 23
$60
per night
Oct 22 - Oct 23
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. ...
6.2/10 (689 reviews)
"I really enjoyed our stay here. The hotel was clean and the staff was very friendly. I loved not having to worry about breakfast since a hot breakfast awaited us every morning."

Reviewed on Oct 3, 2023

Comfort Inn & Suites Chesapeake - Portsmouth
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Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr, Chesapeake, VA
The price is $79 per night from Oct 5 to Oct 6
$79
per night
Oct 5 - Oct 6
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chesapeake Conference Center and Greenbrier Mall ...
6.8/10 (1,003 reviews)
"The rooms were very clean! The day staff we had was great! The night staff was very rude! The plug in sockets in our room did not work to charge or ply anything in. Other than that it was a great stay!"

Reviewed on Sep 4, 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
The price is $121 per night from Nov 2 to Nov 3
$121
per night
Nov 2 - Nov 3
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and breakfast. Popular attractions Greenbrier Mall and Chesapeake Conference ...
7.8/10 Good! (545 reviews)
Highly recommended!
"Have stayed at the Garden Inn several times over the years. I would absolutely return as business and family needs dictate. I love the staff and amenities. Reasonably priced, very clean, centrally located. Slightly concerned about lobby roof leakage which produced possible slip/fall conditions. That ..."

Reviewed on Aug 30, 2023

Hilton Garden Inn Chesapeake/Greenbrier
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N, Chesapeake, VA
The price is $107 per night from Oct 15 to Oct 16
$107
per night
Oct 15 - Oct 16
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our ...
8.4/10 Very Good! (1,000 reviews)
"The location was great and there were a lot of restaurants surrounding the hotel and there were two shopping malls across from the hotel."

Reviewed on Oct 2, 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

Aloft Chesapeake

3 out of 5
1454 Crossways Boulevard, Chesapeake, VA
The price is $110 per night from Oct 8 to Oct 9
$110
per night
Oct 8 - Oct 9
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast, and a 24-hour health club. Popular attractions Greenbrier Mall and Chesapeake ...
8/10 Very Good! (1,000 reviews)
"Pretty clean. The staff was nice. They had live music and have a bar which was nice. It wasn’t too loud either. The bed was comfortable and very close to everything you may need."

Reviewed on Oct 2, 2023

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 $79 per night from Oct 5 to Oct 6
$79
per night
Oct 5 - Oct 6
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chesapeake Conference Center and Greenbrier Mall ...
6.8/10 (1,003 reviews)
"The rooms were very clean! The day staff we had was great! The night staff was very rude! The plug in sockets in our room did not work to charge or ply anything in. Other than that it was a great stay!"

Reviewed on Sep 4, 2023

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 $107 per night from Oct 15 to Oct 16
$107
per night
Oct 15 - Oct 16
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our ...
8.4/10 Very Good! (1,000 reviews)
"The location was great and there were a lot of restaurants surrounding the hotel and there were two shopping malls across from the hotel."

Reviewed on Oct 2, 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
The price is $84 per night from Oct 15 to Oct 16
$84
per night
Oct 15 - Oct 16
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Greenbrier Mall and Chesapeake Conference ...
8.2/10 Very Good! (999 reviews)
"Nice staff, easy check in, clean room"

Reviewed on Oct 3, 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
The price is $107 per night from Oct 15 to Oct 16
$107
per night
Oct 15 - Oct 16
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our ...
8.4/10 Very Good! (1,000 reviews)

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

Travelers say...
"The location was great and there were a lot of restaurants surrounding the hotel and there were two shopping malls across from the hotel."

Reviewed on Oct 2, 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
The price is $84 per night from Oct 15 to Oct 16
$84
per night
Oct 15 - Oct 16
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Greenbrier Mall and Chesapeake Conference ...
8.2/10 Very Good! (999 reviews)

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

Travelers say...
"Nice staff, easy check in, clean room"

Reviewed on Oct 3, 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
The price is $114 per night from Oct 15 to Oct 16
$114
per night
Oct 15 - Oct 16
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Greenbrier Mall and Chesapeake ...
8.2/10 Very Good! (1,001 reviews)

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

Nice Hotel and Staff
"The room was clean and the front desk staff was great. The room bathtub sounded and felt like I was going to fall through the floor. The room was clean but the sink outside the bathroom had a very long slow drain."

Reviewed on Sep 11, 2023

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

Aloft Chesapeake

3 out of 5
1454 Crossways Boulevard, Chesapeake, VA
The price is $110 per night from Oct 8 to Oct 9
$110
per night
Oct 8 - Oct 9
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast, and a 24-hour health club. Popular attractions Greenbrier Mall and Chesapeake ...
8/10 Very Good! (1,000 reviews)

Families like: Indoor pools, bicycle rentals nearby, laundry

Travelers say...
"Pretty clean. The staff was nice. They had live music and have a bar which was nice. It wasn’t too loud either. The bed was comfortable and very close to everything you may need."

Reviewed on Oct 2, 2023

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.

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.