Cheap Flights to Chesapeake from $29

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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 $56 and $29 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
ATLNorfolkJuly 22 to July 29$56
JAXNorfolkJuly 13 to September 2$137
BOSNorfolkMay 20 to May 20$192
DFWNorfolkJuly 21 to July 28$210
DENNorfolkJuly 8 to July 14$210
MCONewport NewsMay 25 to May 29$247
LAXNorfolkJuly 7 to July 12$250
SANNorfolkJuly 29 to August 21$298
ATLNewport NewsMay 20 to May 25$439
BOSNewport NewsMay 18 to May 19$509
LAXNewport NewsJuly 21 to July 27$551
DFWNewport NewsJune 2 to June 5$566
SEANewport NewsJune 3 to June 7$656
JAXNewport NewsJune 16 to June 17$740
SANNewport NewsMay 19 to May 20$915
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DENNorfolkMay 9 to May 18$266
MCONorfolkMay 9 to May 19$319
TPANorfolkMay 9 to May 18$350
JAXNorfolkMay 8 to May 17$364
BOSNorfolkMay 9 to May 16$405
LAXNorfolkMay 9 to May 15$430
ATLNorfolkMay 10 to May 13$443
DFWNorfolkMay 9 to May 10$462
SANNorfolkMay 9 to May 15$470
MCONewport NewsMay 10 to May 14$567
ATLNewport NewsMay 8 to May 10$590
BOSNewport NewsMay 8 to May 14$670
SEANorfolkMay 10 to May 19$869
*Prices include taxes and fees

Chesapeake Flight Information

Traveling to
Chesapeake
Lowest Price
$56
Number of Airlines Serving
Airlines Serving
Frontier 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
$121 nightly
The price is $142 total per night from May 31 to Jun 1
$142 total
May 31 - Jun 1
Total with taxes and fees
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 ...
8.8/10 Excellent! (1,006 reviews)
Yes. Place to put my car trailer rig was available in the rear of the building when I needed it.

Reviewed on May 3, 2026

Opens in a new windowComfort Suites Chesapeake - Norfolk
WoodSpring Suites Chesapeake - Norfolk South

WoodSpring Suites Chesapeake - Norfolk South

2.5 out of 5
137 Kempsville Rd Chesapeake VA
$79 nightly
The price is $93 total per night from May 6 to May 7
$93 total
May 6 - May 7
Total with taxes and fees
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 ...
5.8/10 (676 reviews)
everything was great they even helped make sure we kept her room since it was paid for ahead of time when we had issues with the rental car and how late the flight was getting in. the staff was amazing in the way they helped us through everything and getting supplies for the room. the first room ...

Reviewed on May 4, 2026

Opens in a new windowWoodSpring 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
$97 nightly
The price is $113 total per night from May 25 to May 26
$113 total
May 25 - May 26
Total with taxes and fees
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 ...
6.4/10 (971 reviews)
Pretty rundown. Needs new furniture, new rugs, and new headboards. Bed was very comfortable. Bathroom was nice. As were all linens.

Reviewed on Apr 23, 2026

Opens in a new windowComfort 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
$79 nightly
The price is $93 total per night from May 6 to May 7
$93 total
May 6 - May 7
Total with taxes and fees
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 ...
7/10 Good! (1,008 reviews)
The place was great I had a outstanding check in

Reviewed on May 4, 2026

Opens in a new windowRed 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
$137 nightly
The price is $159 total per night from May 17 to May 18
$159 total
May 17 - May 18
Total with taxes and fees
Book a stay at this 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! (663 reviews)
Check in and out process was easy, room was spacious and smelled great. Would definitely recommend this place to anyone coming to Virgina Beach

Reviewed on May 3, 2026

Opens in a new windowHilton Garden Inn Chesapeake/Greenbrier
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N Chesapeake VA
$127 nightly
The price is $148 total per night from May 17 to May 18
$148 total
May 17 - May 18
Total with taxes and fees
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 ...
8.4/10 Very Good! (1,004 reviews)
Excellent property

Reviewed on May 2, 2026

Opens in a new windowHyatt 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
$127 nightly
The price is $148 total per night from May 10 to May 11
$148 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,005 reviews)
Great experience

Reviewed on May 4, 2026

Opens in a new windowAloft Chesapeake
Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr Chesapeake VA
$79 nightly
The price is $93 total per night from May 6 to May 7
$93 total
May 6 - May 7
Total with taxes and fees
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 ...
7/10 Good! (1,008 reviews)
The place was great I had a outstanding check in

Reviewed on May 4, 2026

Opens in a new windowRed Roof Inn Chesapeake Conference Center
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N Chesapeake VA
$127 nightly
The price is $148 total per night from May 17 to May 18
$148 total
May 17 - May 18
Total with taxes and fees
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 ...
8.4/10 Very Good! (1,004 reviews)
Excellent property

Reviewed on May 2, 2026

Opens in a new windowHyatt 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
$121 nightly
The price is $142 total per night from May 31 to Jun 1
$142 total
May 31 - Jun 1
Total with taxes and fees
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 ...
8.8/10 Excellent! (1,006 reviews)
Yes. Place to put my car trailer rig was available in the rear of the building when I needed it.

Reviewed on May 3, 2026

Opens in a new windowComfort 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
$127 nightly
The price is $148 total per night from May 17 to May 18
$148 total
May 17 - May 18
Total with taxes and fees
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 ...
8.4/10 Very Good! (1,004 reviews)
Excellent property

Reviewed on May 2, 2026

Opens in a new windowHyatt Place Chesapeake
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd Chesapeake VA
$121 nightly
The price is $142 total per night from May 31 to Jun 1
$142 total
May 31 - Jun 1
Total with taxes and fees
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 ...
8.8/10 Excellent! (1,006 reviews)
Yes. Place to put my car trailer rig was available in the rear of the building when I needed it.

Reviewed on May 3, 2026

Opens in a new windowComfort Suites Chesapeake - Norfolk
SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier

3 out of 5
1446 Crossways Blvd Chesapeake VA
$119 nightly
The price is $139 total per night from May 10 to May 11
$139 total
May 10 - May 11
Total with taxes and fees
Book a stay at this 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! (1,005 reviews)
Hotel was great as was staff! Hotel room bathrooms are dated and just need some TLC otherwise loved the space in room!

Reviewed on May 5, 2026

Opens in a new windowSpringHill 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
$127 nightly
The price is $148 total per night from May 10 to May 11
$148 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,005 reviews)
Great experience

Reviewed on May 4, 2026

Opens in a new windowAloft 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.
Holiday Inn & Suites Virginia Beach North Beach by IHG
Ocean 27
Boardwalk Resort and Villas
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Need a Car For After Your Flight?

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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*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.