Cheap Flights to Chesapeake from $41

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 $82 and $41 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MCONorfolkJune 3 to June 3$83
JAXNorfolkApril 26 to April 28$102
MCONewport NewsApril 16 to April 20$197
DFWNorfolkApril 23 to April 30$200
SANNorfolkMay 2 to May 9$204
ATLNewport NewsJune 21 to June 28$220
BOSNewport NewsApril 15 to April 22$257
DENNorfolkApril 9 to April 18$288
DFWNewport NewsJune 4 to June 8$311
TPANewport NewsJune 9 to June 13$318
SEANorfolkMay 27 to May 28$347
JAXNewport NewsMay 16 to May 19$348
DENNewport NewsMay 14 to May 21$369
SANNewport NewsApril 25 to April 26$421
SEANewport NewsApril 29 to May 6$436
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JAXNorfolkMarch 28 to April 2$119
TPANorfolkMarch 29 to April 5$120
MCONorfolkMarch 29 to March 31$149
ATLNorfolkMarch 30 to April 3$189
BOSNorfolkMarch 30 to April 3$259
DFWNorfolkMarch 29 to April 14$310
BOSNewport NewsMarch 30 to April 8$325
DENNorfolkMarch 28 to April 8$330
MCONewport NewsMarch 30 to April 8$369
LAXNorfolkMarch 28 to April 1$398
ATLNewport NewsMarch 29 to April 7$430
SANNorfolkMarch 30 to April 5$530
SANNewport NewsMarch 29 to April 1$607
DFWNewport NewsMarch 29 to April 1$676
DENNewport NewsMarch 29 to April 1$742
*Prices include taxes and fees

Chesapeake Flight Information

Traveling to
Chesapeake
Lowest Price
$82
Number of Airlines Serving
Airlines Serving
Breeze Airways
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 $85 per night from Apr 13 to Apr 14
$85
includes taxes & fees
$73 per night
Apr 13 - Apr 14
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 ...
8.2/10 Very Good! (1,005 reviews)
"Pros: Safe area, clean, decent breakfast, many dining options nearby Cons: Very loud (highway noise & thin walls let us hear our neighbor's easily) Thankfully, the hotel room A/C/Heater had a function to have a constant fan, and that (plus earplugs) blocked a lot of the noise so we actually were ..."

Reviewed on Mar 19, 2025

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 Mar 26 to Mar 27
$79
includes taxes & fees
$68 per night
Mar 26 - Mar 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 (579 reviews)
"You get what you pay for. Quiet, clean. Just enough for a night of rest."

Reviewed on Jan 19, 2025

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 $87 per night from Apr 20 to Apr 21
$87
includes taxes & fees
$75 per night
Apr 20 - Apr 21
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 (849 reviews)
"Not enough parking if coming in late due to trucks taking up multiple spots"

Reviewed on Mar 17, 2025

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
The price is $87 per night from Mar 30 to Mar 31
$87
includes taxes & fees
$75 per night
Mar 30 - Mar 31
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 ...
6.8/10 (1,004 reviews)
"None"

Reviewed on Mar 21, 2025

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 $124 per night from Mar 30 to Mar 31
$124
includes taxes & fees
$107 per night
Mar 30 - Mar 31
Stay at this 3-star 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! (597 reviews)
"Customer service was wonderful great people. Got there the refrigerator did not work. The door had to be adjusted and fixed because it did not close properly. And would have been nice when I booked the space to let us know there was construction being done other than that, it was fine"

Reviewed on Mar 15, 2025

Hilton Garden Inn Chesapeake/Greenbrier
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N, Chesapeake, VA
The price is $110 per night from Apr 6 to Apr 7
$110
includes taxes & fees
$95 per night
Apr 6 - Apr 7
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! (1,002 reviews)
"Very nice breakfast friendly staff"

Reviewed on Mar 21, 2025

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 $109 per night from Mar 30 to Mar 31
$109
includes taxes & fees
$94 per night
Mar 30 - Mar 31
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 ...
8.2/10 Very Good! (1,007 reviews)
"Absolutely love my stay at Aloft! Would definitely recommend staying here so close to the interstate with lots of options for restaurants and shopping!"

Reviewed on Mar 24, 2025

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 $87 per night from Mar 30 to Mar 31
$87
includes taxes & fees
$75 per night
Mar 30 - Mar 31
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 ...
6.8/10 (1,004 reviews)
"None"

Reviewed on Mar 21, 2025

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 $110 per night from Apr 6 to Apr 7
$110
includes taxes & fees
$95 per night
Apr 6 - Apr 7
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! (1,002 reviews)
"Very nice breakfast friendly staff"

Reviewed on Mar 21, 2025

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 $85 per night from Apr 13 to Apr 14
$85
includes taxes & fees
$73 per night
Apr 13 - Apr 14
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 ...
8.2/10 Very Good! (1,005 reviews)
"Pros: Safe area, clean, decent breakfast, many dining options nearby Cons: Very loud (highway noise & thin walls let us hear our neighbor's easily) Thankfully, the hotel room A/C/Heater had a function to have a constant fan, and that (plus earplugs) blocked a lot of the noise so we actually were ..."

Reviewed on Mar 19, 2025

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

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N, Chesapeake, VA
The price is $110 per night from Apr 6 to Apr 7
$110
includes taxes & fees
$95 per night
Apr 6 - Apr 7
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! (1,002 reviews)
"Very nice breakfast friendly staff"

Reviewed on Mar 21, 2025

Hyatt Place Chesapeake
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd, Chesapeake, VA
The price is $85 per night from Apr 13 to Apr 14
$85
includes taxes & fees
$73 per night
Apr 13 - Apr 14
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 ...
8.2/10 Very Good! (1,005 reviews)
"Pros: Safe area, clean, decent breakfast, many dining options nearby Cons: Very loud (highway noise & thin walls let us hear our neighbor's easily) Thankfully, the hotel room A/C/Heater had a function to have a constant fan, and that (plus earplugs) blocked a lot of the noise so we actually were ..."

Reviewed on Mar 19, 2025

Comfort Suites Chesapeake - Norfolk
SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier

3 out of 5
1446 Crossways Blvd, Chesapeake, VA
The price is $109 per night from Mar 30 to Mar 31
$109
includes taxes & fees
$94 per night
Mar 30 - Mar 31
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! (1,002 reviews)
"Great place to stay. Breakfast was alright."

Reviewed on Mar 17, 2025

SpringHill 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
The price is $109 per night from Mar 30 to Mar 31
$109
includes taxes & fees
$94 per night
Mar 30 - Mar 31
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 ...
8.2/10 Very Good! (1,007 reviews)
"Absolutely love my stay at Aloft! Would definitely recommend staying here so close to the interstate with lots of options for restaurants and shopping!"

Reviewed on Mar 24, 2025

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.
Sea Ranch Resort
John Yancey Oceanfront Inn
Boardwalk Resort and Villas
Don't see what you're looking for?
See all available trips from Boston to Chesapeake
View all trips

Chesapeake flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Oceanaire Virginia Beach
The Inn at Four Eleven York
Coastal Hotel and Suites Virginia Beach Oceanfront
Don't see what you're looking for?
See all available trips from Detroit to Chesapeake
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 3 hours. Prices and availability subject to change. Additional terms may apply.

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.