Cheap Flights to Chesapeake from $48
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
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 $93 and $48 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply
MCO
Orlando Intl.
ORF
Norfolk Intl.
$93 Roundtrip, found 4 days ago
$93
Roundtrip
found 4 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MCO | Norfolk | September 6 to September 13 | $98 |
| ATL | Norfolk | October 8 to October 18 | $101 |
| JAX | Norfolk | August 13 to August 16 | $102 |
| DFW | Norfolk | July 27 to July 31 | $155 |
| SAN | Norfolk | September 6 to September 13 | $204 |
| JAX | Newport News | September 11 to September 14 | $205 |
| LAX | Norfolk | August 21 to August 27 | $219 |
| MCO | Newport News | July 17 to July 21 | $222 |
| DEN | Norfolk | September 12 to September 15 | $226 |
| ATL | Newport News | September 19 to September 23 | $259 |
| SEA | Norfolk | September 11 to September 18 | $351 |
| TPA | Newport News | August 27 to September 4 | $353 |
| LAX | Newport News | August 25 to August 30 | $405 |
| SEA | Newport News | August 13 to August 20 | $435 |
| CLD | Newport News | August 14 to August 22 | $445 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MCO | Norfolk | July 13 to July 17 | $176 |
| TPA | Norfolk | July 12 to July 13 | $182 |
| JAX | Norfolk | July 12 to July 15 | $191 |
| SAN | Norfolk | July 11 to September 5 | $314 |
| MCO | Newport News | July 12 to July 20 | $319 |
| LAX | Norfolk | July 12 to July 20 | $345 |
| DEN | Norfolk | July 13 to July 17 | $377 |
| BOS | Newport News | July 11 to July 17 | $381 |
| JAX | Newport News | July 12 to July 16 | $479 |
| TPA | Newport News | July 12 to July 21 | $499 |
| DEN | Newport News | July 12 to July 28 | $569 |
| LAX | Newport News | July 11 to July 12 | $635 |
| SAN | Newport News | July 12 to July 17 | $650 |
| SEA | Norfolk | July 13 to July 19 | $678 |
| SEA | Newport News | July 11 to July 30 | $702 |
Chesapeake Flight Information
Traveling to | Chesapeake |
|---|---|
Lowest Price | $93 |
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
1550 Crossways Blvd, Chesapeake, VA
The price is $114 total per night from Aug 3 to Aug 4
$114 total
per night
Aug 3 - Aug 4
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! (1,003 reviews)
"The room and facility was clean. The bed was comfortable, the staff was friendly. Everything was excellent, will definitely stay again. I have a family reunion to attend in a few weeks and plan to book again with this hotel."
Reviewed on Jul 2, 2025
WoodSpring Suites Chesapeake - Norfolk South
137 Kempsville Rd, Chesapeake, VA
The price is $104 total per night from Aug 3 to Aug 4
$104 total
per night
Aug 3 - Aug 4
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 (607 reviews)
"Great"
Reviewed on Jun 19, 2025
Comfort Inn & Suites Chesapeake - Portsmouth
3355 S Military Hwy, Chesapeake, VA
The price is $124 total per night from Jul 13 to Jul 14
$124 total
per night
Jul 13 - Jul 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 ...
6.2/10 (897 reviews)
"Great property, great price, decently clean and wonderful staff!"
Reviewed on Jun 29, 2025
Save an average of 15% on thousands of hotels when you're signed in
Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr, Chesapeake, VA
The price is $99 total per night from Jul 13 to Jul 14
$99 total
per night
Jul 13 - Jul 14
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 (1,005 reviews)
"The room overall was is decent shape and was clean. It was a little dated but a great value for the price. The only thing I was say negatively is that the tub is REALLY slick and was a fall hazard and there was a gap under the door for creepy crawlers."
Reviewed on Jul 3, 2025
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
1565 Crossways Blvd, Chesapeake, VA
The price is $196 total per night from Jul 20 to Jul 21
$196 total
per night
Jul 20 - Jul 21
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! (624 reviews)
"The hotel was clean & cool & the staff were so nice !"
Reviewed on Jun 27, 2025
Hyatt Place Chesapeake
709 Eden Way N, Chesapeake, VA
The price is $166 total per night from Jul 13 to Jul 14
$166 total
per night
Jul 13 - Jul 14
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! (1,001 reviews)
"First the hotel is around ALOT. Able to walk or drive to food and shops. Mall near by. My room was very spacious. Breakfast was good eggs, bread, oatmeal, and meat. The man at the front desk had a pleasant attitude. Parking was easy. My con is the cleaning. There needs to be deep clean. Stuff on ..."
Reviewed on Jul 5, 2025
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
1454 Crossways Boulevard, Chesapeake, VA
The price is $160 total per night from Jul 13 to Jul 14
$160 total
per night
Jul 13 - Jul 14
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)
"Staff was very friendly and courteous. Great location and short drive to the cruise terminal."
Reviewed on Jun 22, 2025
Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr, Chesapeake, VA
The price is $99 total per night from Jul 13 to Jul 14
$99 total
per night
Jul 13 - Jul 14
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 (1,005 reviews)
"The room overall was is decent shape and was clean. It was a little dated but a great value for the price. The only thing I was say negatively is that the tub is REALLY slick and was a fall hazard and there was a gap under the door for creepy crawlers."
Reviewed on Jul 3, 2025
Hyatt Place Chesapeake
709 Eden Way N, Chesapeake, VA
The price is $166 total per night from Jul 13 to Jul 14
$166 total
per night
Jul 13 - Jul 14
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! (1,001 reviews)
"First the hotel is around ALOT. Able to walk or drive to food and shops. Mall near by. My room was very spacious. Breakfast was good eggs, bread, oatmeal, and meat. The man at the front desk had a pleasant attitude. Parking was easy. My con is the cleaning. There needs to be deep clean. Stuff on ..."
Reviewed on Jul 5, 2025
Save an average of 15% on thousands of hotels when you're signed in
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd, Chesapeake, VA
The price is $114 total per night from Aug 3 to Aug 4
$114 total
per night
Aug 3 - Aug 4
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! (1,003 reviews)
"The room and facility was clean. The bed was comfortable, the staff was friendly. Everything was excellent, will definitely stay again. I have a family reunion to attend in a few weeks and plan to book again with this hotel."
Reviewed on Jul 2, 2025
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
709 Eden Way N, Chesapeake, VA
The price is $166 total per night from Jul 13 to Jul 14
$166 total
per night
Jul 13 - Jul 14
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! (1,001 reviews)
"First the hotel is around ALOT. Able to walk or drive to food and shops. Mall near by. My room was very spacious. Breakfast was good eggs, bread, oatmeal, and meat. The man at the front desk had a pleasant attitude. Parking was easy. My con is the cleaning. There needs to be deep clean. Stuff on ..."
Reviewed on Jul 5, 2025
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd, Chesapeake, VA
The price is $114 total per night from Aug 3 to Aug 4
$114 total
per night
Aug 3 - Aug 4
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! (1,003 reviews)
"The room and facility was clean. The bed was comfortable, the staff was friendly. Everything was excellent, will definitely stay again. I have a family reunion to attend in a few weeks and plan to book again with this hotel."
Reviewed on Jul 2, 2025
SpringHill Suites by Marriott Chesapeake Greenbrier
1446 Crossways Blvd, Chesapeake, VA
The price is $160 total per night from Jul 13 to Jul 14
$160 total
per night
Jul 13 - Jul 14
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! (1,000 reviews)
"Front stadf and housekepping were great."
Reviewed on Jun 23, 2025
Save an average of 15% on thousands of hotels when you're signed in
Aloft Chesapeake
1454 Crossways Boulevard, Chesapeake, VA
The price is $160 total per night from Jul 13 to Jul 14
$160 total
per night
Jul 13 - Jul 14
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)
"Staff was very friendly and courteous. Great location and short drive to the cruise terminal."
Reviewed on Jun 22, 2025
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.
Chesapeake flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Chesapeake flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Midsize
Norfolk, Virginia, USA
$34
$102 total
found 20 hours ago
Special
Norfolk, Virginia, USA
$34
$102 total
found 20 hours ago
Fullsize
Norfolk, Virginia, USA
$35
$105 total
found 20 hours ago
Compact SUV
Norfolk, Virginia, USA
$35
$104 total
found 20 hours ago
Lowest prices found within the past 20 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.
More Ways To Wander
Chesapeake Hotels
Find the perfect hotel after your flight
Chesapeake Vacation Rentals
Great Deals on alternative accommodations
Chesapeake Car Rentals
Affordable cars to get you around town
Chesapeake Vacations
Save more by combining flights, hotels and cars
Things to do in Chesapeake
Activities, attractions and tours
Airports in Chesapeake
- Hotels in Portsmouth
- Visit Chesapeake Central Library
- Visit Commodore Theatre
- Hotels near Greenbrier Mall
- Flights to Norfolk - Virginia Beach
- Cheap Hotels in Portsmouth
- Flights to Portsmouth
- Visit Portsmouth Naval Shipyard Museum
- Flights to Chesapeake
- Flights to Norfolk
- Car rentals in Portsmouth
- Oceanfront Hotels in Virginia Beach
- Hotels in Norfolk
Most Popular
Hotels
Cheap Hotels in DanvilleCheap Hotels in FredericksburgCheap Hotels in ChincoteagueCheap Hotels in WilliamsburgCheap Hotels in AlexandriaCheap Hotels in WinchesterCheap Hotels in SuffolkCheap Hotels in Virginia BeachCheap Hotels in RoanokeCheap Hotels in ManassasCheap Hotels in LynchburgVirginia Beach Hotels with BalconiesCheap Hotels in PortsmouthCheap Hotels in NorfolkCheap Hotels in BlacksburgVirginia Beach Pet Friendly HotelsCheap Hotels in ChantillyCheap Hotels in Newport NewsCheap Hotels in HamptonVirginia Beach Beach Resorts & HotelsCheap Hotels in Charlottesville
Cars
Packages