Book Chesapeake Flights

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cheapest Flights to Chesapeake

The cheapest flights to Chesapeake were $139 for round trip flights and $65 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Great Deals On Cheap Hotels in Chesapeake

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd, Chesapeake, VA
The price is $67 per night from Jan 27 to Jan 28
Located in Greenbrier East, this hotel is within 3 mi (5 km) of Greenbrier Mall, Chesapeake Conference Center, and Oak Grove Lake Park. Chesapeake City Park ...
4/5 Very Good! (3 reviews)
"The key card system needs to be updated. It was frustrating that the card worked when it wanted to and that was on all doors(room door, side door and entrance to hotel)."

Reviewed on Dec 6, 2021

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 $74 per night from Jan 20 to Jan 21
Located in Greenbrier West, this hotel is within 1 mi (2 km) of Chesapeake Arboretum and Chesapeake Regional Medical Center. Chesapeake City Park and Chesapeake ...
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 $58 per night from Jan 26 to Jan 27
Situated near the airport, this hotel is 1.9 mi (3.1 km) from Great Dismal Swamp National Wildlife Refuge and within 6 mi (10 km) of Commodore Theatre and Frank ...
3.3/5 (3 reviews)
Just deplorable.
"This is a place the the board of health needs to shut down. There's no cleaning, change trash bags and make bed. Your typical hotel horrors. So always as I do travel with your own sheets and Clorox wipes along with Lysol."

Reviewed on Dec 25, 2017

Comfort Inn & Suites Chesapeake - Portsmouth
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.

Flights to Chesapeake

Destination Location Chesapeake
Destination Airport Code
Latest Flight Carrier to
Earliest Flight Carrier to

Get the best deal on your Chesapeake vacation

When you book with CheapTickets, you don't have to worry about missing out on the best deals. Our Best Price Guarantee means if you see a better price for the same flight, we'll credit you the price difference in CheapCash — plus an additional $50 in CheapCash, which you can use to save even more on a Chesapeake hotel.

Don't forget to add your frequent flier account number to your reservation to earn miles while you fly. You can also select your seats during the booking process, so there's no stress about getting stuck in the middle on departure day.

Book Your Chesapeake Flight and Hotel Together

Did you know that when you book your flight and hotel together, you get access to discounts and coupons you won't get if you reserve them separately? By booking a Chesapeake vacation package, you'll save even more money, and save the time you'd spend searching for a cheap hotel.

Round the Clock Service Lets you Rest Easy

Traveling on the cheap doesn't mean giving up great service. We're here for you whenever and wherever you need us. Give us a call 24/7 for help finding the perfect cheap flight and hotel, or if you have a question about your reservation.

If you're away from home, use our mobile app to find the same great prices as on our website. And don't forget to sign up for our exclusive email deals, so you'll get the best prices on Chesapeake flights and hotels delivered right to your inbox.

*Savings based on all holiday package bookings with Flight + Hotel on from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.