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 $60 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*
MCONorfolkJanuary 8 to January 11$60
TPANorfolkDecember 4 to December 8$92
JAXNorfolkJanuary 9 to January 12$121
BOSNorfolkJanuary 8 to January 10$129
DENNorfolkJanuary 25 to February 2$148
MCONewport NewsNovember 20 to November 24$169
BOSNewport NewsDecember 9 to December 9$174
ATLNewport NewsNovember 20 to November 23$252
LAXNorfolkJanuary 8 to January 16$304
JAXNewport NewsDecember 12 to December 14$374
TPANewport NewsDecember 21 to December 22$374
DENNewport NewsDecember 16 to December 24$388
DFWNewport NewsDecember 24 to January 7$390
SANNewport NewsDecember 6 to December 9$418
SEANewport NewsDecember 30 to January 20$436
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONorfolkNovember 16 to November 17$149
TPANorfolkNovember 15 to November 18$194
MCONewport NewsNovember 15 to November 24$220
DFWNorfolkNovember 16 to November 23$227
DENNorfolkNovember 16 to November 23$247
ATLNorfolkNovember 16 to November 22$291
JAXNorfolkNovember 15 to December 8$313
BOSNorfolkNovember 16 to November 18$332
SANNorfolkNovember 15 to November 19$407
BOSNewport NewsNovember 14 to November 18$428
ATLNewport NewsNovember 15 to November 22$435
TPANewport NewsNovember 15 to November 20$468
SANNewport NewsNovember 16 to November 22$692
SEANorfolkNovember 16 to November 18$911
LAXNorfolkNovember 15 to November 17$997
*Prices include taxes and fees

Chesapeake Flight Information

Traveling to
Chesapeake
Lowest Price
$60
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
$72 nightly
The price is $85 total per night from Nov 16 to Nov 17
$85 total
Nov 16 - Nov 17
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 ...
8.4/10 Very Good! (1,005 reviews)
Extremely helpful at check-in. Thank you!

Reviewed on Nov 9, 2025

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 Nov 13 to Nov 14
$81 total
Nov 13 - Nov 14
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 (646 reviews)
Room was ok, clean. The biggest complain is outside noise. Could hear every vehicle and emergency ambulances going by. Two nights of broken sleep

Reviewed on Nov 10, 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
$71 nightly
The price is $83 total per night from Nov 30 to Dec 1
$83 total
Nov 30 - Dec 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 ...
6.2/10 (934 reviews)
Staff was extremely nice and accommodating. Rooms were clean. Enjoyed our stay!! Would come back again.

Reviewed on Oct 31, 2025

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 Nov 16 to Nov 17
$88 total
Nov 16 - Nov 17
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 ...
6.8/10 (1,000 reviews)
Amazing staff. Clean rooms. But other guest were smoking weed and you could smell it in our room all night.

Reviewed on Oct 26, 2025

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
$114 nightly
The price is $133 total per night from Nov 24 to Nov 25
$133 total
Nov 24 - Nov 25
Total with taxes and fees
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! (651 reviews)
Quick trip on our way to the beach. Very friendly staff. Would stay here again.

Reviewed on Aug 24, 2025

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
$93 nightly
The price is $109 total per night from Nov 23 to Nov 24
$109 total
Nov 23 - Nov 24
Total with taxes and fees
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 ...
8.4/10 Very Good! (1,003 reviews)
Our room was clean. The breakfast was refilled constantly. Everything was fresh. The hotel is in great proximity to shopping and dinning. There is a small shopping area right across the street. This is my second stay at the hotel and will stay again.

Reviewed on Nov 9, 2025

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
$87 nightly
The price is $102 total per night from Nov 30 to Dec 1
$102 total
Nov 30 - Dec 1
Total with taxes and fees
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! (1,001 reviews)
Great rooms very clean

Reviewed on Nov 5, 2025

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 Nov 16 to Nov 17
$88 total
Nov 16 - Nov 17
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 ...
6.8/10 (1,000 reviews)
Amazing staff. Clean rooms. But other guest were smoking weed and you could smell it in our room all night.

Reviewed on Oct 26, 2025

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
$93 nightly
The price is $109 total per night from Nov 23 to Nov 24
$109 total
Nov 23 - Nov 24
Total with taxes and fees
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 ...
8.4/10 Very Good! (1,003 reviews)
Our room was clean. The breakfast was refilled constantly. Everything was fresh. The hotel is in great proximity to shopping and dinning. There is a small shopping area right across the street. This is my second stay at the hotel and will stay again.

Reviewed on Nov 9, 2025

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
$72 nightly
The price is $85 total per night from Nov 16 to Nov 17
$85 total
Nov 16 - Nov 17
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 ...
8.4/10 Very Good! (1,005 reviews)
Extremely helpful at check-in. Thank you!

Reviewed on Nov 9, 2025

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
$93 nightly
The price is $109 total per night from Nov 23 to Nov 24
$109 total
Nov 23 - Nov 24
Total with taxes and fees
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 ...
8.4/10 Very Good! (1,003 reviews)
Our room was clean. The breakfast was refilled constantly. Everything was fresh. The hotel is in great proximity to shopping and dinning. There is a small shopping area right across the street. This is my second stay at the hotel and will stay again.

Reviewed on Nov 9, 2025

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
$72 nightly
The price is $85 total per night from Nov 16 to Nov 17
$85 total
Nov 16 - Nov 17
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 ...
8.4/10 Very Good! (1,005 reviews)
Extremely helpful at check-in. Thank you!

Reviewed on Nov 9, 2025

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
$93 nightly
The price is $109 total per night from Nov 23 to Nov 24
$109 total
Nov 23 - Nov 24
Total with taxes and fees
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 ...
8/10 Very Good! (1,001 reviews)
Staff extremely nice, courteous and helpful

Reviewed on Nov 1, 2025

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
$87 nightly
The price is $102 total per night from Nov 30 to Dec 1
$102 total
Nov 30 - Dec 1
Total with taxes and fees
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! (1,001 reviews)
Great rooms very clean

Reviewed on Nov 5, 2025

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
Delta Hotels by Marriott Virginia Beach Waterfront Suites
Holiday Inn Virginia Beach - Norfolk by IHG
Don't see what you're looking for?
See all available trips from Chicago to Chesapeake
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 7 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.

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.