Cheap Flights to Chesapeake from $30

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

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Chesapeake?

The cheapest prices found with in the last 7 days for return flights were $58 and $30 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
TPANorfolkApril 29 to May 4$112
DFWNorfolkFebruary 10 to February 28$122
JAXNorfolkMarch 27 to March 30$122
MCONewport NewsMarch 24 to March 31$159
BOSNorfolkFebruary 8 to February 12$163
DENNorfolkFebruary 12 to February 19$180
BOSNewport NewsFebruary 9 to February 18$242
LAXNorfolkFebruary 22 to March 9$273
SANNorfolkFebruary 20 to February 21$362
ATLNewport NewsFebruary 12 to February 15$363
TPANewport NewsMarch 6 to March 9$372
JAXNewport NewsFebruary 13 to February 16$397
LAXNewport NewsMarch 6 to March 9$438
DFWNewport NewsFebruary 19 to February 22$528
SANNewport NewsFebruary 1 to February 10$643
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLNorfolkJanuary 30 to February 1$59
MCONorfolkJanuary 31 to February 1$59
JAXNorfolkJanuary 30 to February 2$251
DFWNorfolkJanuary 31 to March 28$256
MCONewport NewsFebruary 1 to February 2$284
BOSNewport NewsJanuary 31 to February 11$307
DENNorfolkFebruary 1 to February 5$317
ATLNewport NewsJanuary 31 to February 11$446
LAXNorfolkFebruary 1 to February 7$476
DENNewport NewsFebruary 1 to February 21$541
JAXNewport NewsJanuary 30 to February 5$557
DFWNewport NewsJanuary 31 to February 1$609
SANNorfolkFebruary 1 to February 8$637
SANNewport NewsFebruary 1 to February 10$643
SEANorfolkFebruary 1 to February 6$683
*Prices include taxes and fees

Chesapeake Flight Information

Traveling to
Chesapeake
Lowest Price
$58
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
$78 nightly
The price is $92 total per night from Feb 22 to Feb 23
$92 total
Feb 22 - Feb 23
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 ...
8.6/10 Excellent! (1,012 reviews)
The cable television was not good enough for the game but otherwise it was just fine.

Reviewed on Jan 19, 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
$69 nightly
The price is $81 total per night from Jan 27 to Jan 28
$81 total
Jan 27 - Jan 28
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 (656 reviews)
Staff was really welcoming and nice.. I plan on returning.

Reviewed on Dec 8, 2025

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
$73 nightly
The price is $86 total per night from Feb 1 to Feb 2
$86 total
Feb 1 - Feb 2
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 ...
6.2/10 (948 reviews)
Great price.

Reviewed on Jan 6, 2026

Opens in a new windowComfort 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
$75 nightly
The price is $88 total per night from Jan 26 to Jan 27
$88 total
Jan 26 - Jan 27
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! (1,004 reviews)
Friendly staff clean rooms love the location

Reviewed on Jan 17, 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
$102 nightly
The price is $119 total per night from Feb 1 to Feb 2
$119 total
Feb 1 - Feb 2
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! (653 reviews)
Room was spotless and staff was excellent!

Reviewed on Jan 15, 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
$88 nightly
The price is $103 total per night from Feb 8 to Feb 9
$103 total
Feb 8 - Feb 9
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! (1,000 reviews)
Clean and very neat

Reviewed on Jan 11, 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
$91 nightly
The price is $107 total per night from Feb 8 to Feb 9
$107 total
Feb 8 - Feb 9
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 ...
8.4/10 Very Good! (1,003 reviews)
The staff was amazing!

Reviewed on Jan 12, 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
$75 nightly
The price is $88 total per night from Jan 26 to Jan 27
$88 total
Jan 26 - Jan 27
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! (1,004 reviews)
Friendly staff clean rooms love the location

Reviewed on Jan 17, 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
$88 nightly
The price is $103 total per night from Feb 8 to Feb 9
$103 total
Feb 8 - Feb 9
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! (1,000 reviews)
Clean and very neat

Reviewed on Jan 11, 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
$78 nightly
The price is $92 total per night from Feb 22 to Feb 23
$92 total
Feb 22 - Feb 23
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 ...
8.6/10 Excellent! (1,012 reviews)
The cable television was not good enough for the game but otherwise it was just fine.

Reviewed on Jan 19, 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
$88 nightly
The price is $103 total per night from Feb 8 to Feb 9
$103 total
Feb 8 - Feb 9
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! (1,000 reviews)
Clean and very neat

Reviewed on Jan 11, 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
$78 nightly
The price is $92 total per night from Feb 22 to Feb 23
$92 total
Feb 22 - Feb 23
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 ...
8.6/10 Excellent! (1,012 reviews)
The cable television was not good enough for the game but otherwise it was just fine.

Reviewed on Jan 19, 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
$87 nightly
The price is $102 total per night from Feb 8 to Feb 9
$102 total
Feb 8 - Feb 9
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 ...
8/10 Very Good! (1,003 reviews)
Try friendly staff. Hotel was clean and in a good location. Definitely ready for an update but everything is well kept.

Reviewed on Jan 10, 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
$91 nightly
The price is $107 total per night from Feb 8 to Feb 9
$107 total
Feb 8 - Feb 9
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 ...
8.4/10 Very Good! (1,003 reviews)
The staff was amazing!

Reviewed on Jan 12, 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.
TRU by Hilton Chesapeake, VA
Pamlico Station Edgecamp
Boardwalk Resort and Villas
Don't see what you're looking for?
See all available trips from Boston to Chesapeake
View all trips

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.

Explore More Ways to Travel with Travelocity

*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.