Cheap Flights to Chesapeake from $25

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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 $49 and $25 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
ATLNorfolkJune 24 to June 26$94
DFWNorfolkAugust 21 to August 27$154
DENNorfolkJuly 30 to August 8$168
JAXNorfolkAugust 24 to August 26$173
LAXNewport NewsAugust 21 to August 24$195
LAXNorfolkJuly 22 to August 21$213
SANNorfolkJune 1 to June 3$228
BOSNewport NewsJune 4 to June 11$237
MCONewport NewsJune 10 to June 12$263
ATLNewport NewsJuly 18 to July 22$285
DENNewport NewsJuly 31 to August 5$360
TPANewport NewsJune 24 to June 29$445
DFWNewport NewsJune 24 to June 28$547
SEANewport NewsJuly 3 to July 7$803
SANNewport NewsMay 31 to June 7$853
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSNorfolkMay 25 to May 31$183
DENNorfolkMay 26 to June 4$196
TPANorfolkMay 25 to May 27$197
MCONorfolkMay 26 to May 29$276
SANNorfolkMay 25 to June 11$332
JAXNorfolkMay 26 to June 5$372
DFWNorfolkMay 25 to May 26$414
ATLNorfolkMay 26 to June 8$445
MCONewport NewsMay 25 to May 25$553
TPANewport NewsMay 25 to May 31$605
ATLNewport NewsMay 25 to May 28$645
SEANorfolkMay 26 to June 2$663
DFWNewport NewsMay 26 to June 6$680
LAXNorfolkMay 25 to June 13$728
*Prices include taxes and fees

Chesapeake Flight Information

Traveling to
Chesapeake
Lowest Price
$49
Number of Airlines Serving
Airlines Serving
Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

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 $93 per night from May 30 to May 31
$93
per night
May 30 - May 31
Book a stay at this 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! (1,000 reviews)
"Quiet"

Reviewed on May 19, 2024

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 $80 per night from May 26 to May 27
$80
per night
May 26 - May 27
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 (505 reviews)
"Difficult to find. Need marker on main road."

Reviewed on May 5, 2024

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 $72 per night from Jun 4 to Jun 5
$72
per night
Jun 4 - Jun 5
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 (737 reviews)
"Clean convenient"

Reviewed on May 9, 2024

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 $89 per night from May 26 to May 27
$89
per night
May 26 - May 27
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Greenbrier Mall and Waterside District are located ...
6.8/10 (1,000 reviews)
"I appreciated that they let me have my dog. The room smelled a bit strange before I came in though"

Reviewed on May 12, 2024

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 $131 per night from May 27 to May 28
$131
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Greenbrier Mall and ...
7.8/10 Good! (565 reviews)
Weekend stay
"My stay was nice and peaceful. Clean roomy rooms and the staff was polite and friendly."

Reviewed on Apr 12, 2024

Hilton Garden Inn Chesapeake/Greenbrier
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N, Chesapeake, VA
The price is $134 per night from May 30 to May 31
$134
per night
May 30 - May 31
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! (1,001 reviews)
Clean with comfy bed
"My husband said very comfortable bed likes breakfast and it’s clean - good location for his meetings"

Reviewed on May 21, 2024

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 $114 per night from May 26 to May 27
$114
per night
May 26 - May 27
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 ...
8/10 Very Good! (1,000 reviews)
"Location to everything"

Reviewed on May 19, 2024

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 $89 per night from May 26 to May 27
$89
per night
May 26 - May 27
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Greenbrier Mall and Waterside District are located ...
6.8/10 (1,000 reviews)
"I appreciated that they let me have my dog. The room smelled a bit strange before I came in though"

Reviewed on May 12, 2024

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 $134 per night from May 30 to May 31
$134
per night
May 30 - May 31
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! (1,001 reviews)
Clean with comfy bed
"My husband said very comfortable bed likes breakfast and it’s clean - good location for his meetings"

Reviewed on May 21, 2024

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 $93 per night from May 30 to May 31
$93
per night
May 30 - May 31
Book a stay at this 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! (1,000 reviews)
"Quiet"

Reviewed on May 19, 2024

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 $134 per night from May 30 to May 31
$134
per night
May 30 - May 31
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! (1,001 reviews)

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

Clean with comfy bed
"My husband said very comfortable bed likes breakfast and it’s clean - good location for his meetings"

Reviewed on May 21, 2024

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 $93 per night from May 30 to May 31
$93
per night
May 30 - May 31
Book a stay at this 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! (1,000 reviews)

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

Travelers say...
"Quiet"

Reviewed on May 19, 2024

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 $118 per night from May 27 to May 28
$118
per night
May 27 - May 28
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! (1,001 reviews)

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

Travelers say...
"Great staff! Seamless check in!!"

Reviewed on May 22, 2024

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 $114 per night from May 26 to May 27
$114
per night
May 26 - May 27
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 ...
8/10 Very Good! (1,000 reviews)

Families like: Indoor pools, bicycle rentals nearby, laundry

Travelers say...
"Location to everything"

Reviewed on May 19, 2024

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.
Ocean 27
The Barclay Towers Resort Hotel
Turtle Cay Resort
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Frequently asked questions

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

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.