Cheap Flights to Chesapeake from $44
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How Much Does it Cost To Fly To Chesapeake?
The cheapest prices found with in the last 7 days for return flights were $88 and $44 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply
BDL
Bradley Intl.
ORF
Norfolk Intl.
$92 Roundtrip, found 5 hours ago
$92
Roundtrip
found 5 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Norfolk | December 5 to December 12 | $88 |
| TPA | Norfolk | December 3 to December 7 | $112 |
| MCO | Norfolk | October 20 to October 27 | $135 |
| LAX | Norfolk | November 3 to November 7 | $228 |
| TPA | Newport News | November 1 to November 8 | $271 |
| BOS | Norfolk | October 31 to November 5 | $302 |
| SEA | Norfolk | October 26 to October 27 | $310 |
| DFW | Newport News | December 10 to December 14 | $403 |
| MCO | Newport News | November 18 to November 21 | $417 |
| BOS | Newport News | October 28 to November 1 | $453 |
| DEN | Newport News | November 6 to November 7 | $492 |
| SEA | Newport News | October 23 to October 27 | $577 |
| ATL | Newport News | October 15 to October 17 | $600 |
| JAX | Newport News | October 23 to October 25 | $620 |
| LAX | Newport News | October 14 to October 16 | $735 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MCO | Norfolk | October 10 to October 11 | $262 |
| ATL | Norfolk | October 10 to January 29 | $267 |
| JAX | Norfolk | October 11 to October 21 | $314 |
| TPA | Norfolk | October 10 to October 15 | $337 |
| DFW | Norfolk | October 10 to October 13 | $340 |
| BOS | Norfolk | October 11 to October 16 | $448 |
| DEN | Norfolk | October 11 to October 13 | $517 |
| CLD | Norfolk | October 9 to October 14 | $569 |
| LAX | Norfolk | October 10 to October 14 | $580 |
| TPA | Newport News | October 9 to October 11 | $674 |
| BOS | Newport News | October 11 to October 14 | $691 |
| DFW | Newport News | October 9 to October 11 | $739 |
| SEA | Norfolk | October 10 to October 17 | $752 |
Chesapeake Flight Information
Traveling to | Chesapeake |
|---|---|
Lowest Price | $88 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, 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
1550 Crossways Blvd Chesapeake VA
$84 nightly
The price is $99 total per night from Nov 3 to Nov 4
$99 total
Nov 3 - Nov 4
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 ...
8.8/10 Excellent! (1,115 reviews)
"Very helpful staff, check in and check out was very smooth. The room was very clean and had no issues. Would definitely stay there again if I was in the Chesapeake area."
Reviewed on Oct 5, 2026
WoodSpring Suites Chesapeake - Norfolk South
137 Kempsville Rd Chesapeake VA
$79 nightly
The price is $93 total per night from Oct 6 to Oct 7
$93 total
Oct 6 - Oct 7
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 ...
Comfort Inn & Suites Chesapeake - Portsmouth
3355 S Military Hwy Chesapeake VA
$81 nightly
The price is $95 total per night from Nov 1 to Nov 2
$95 total
Nov 1 - Nov 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 ...
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
$71 nightly
The price is $84 total per night from Oct 8 to Oct 9
$84 total
Oct 8 - Oct 9
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! (1,000 reviews)
"As soon as I walked in the door last night I learned real quick that the Internet was out. We got there super late and was super exhausted. We were so ready to go to bed but that didn't happen. We had to go to a gas station and pull out cash to pay for our room. When we booked the room it said pet ..."
Reviewed on Sep 27, 2026
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
$121 nightly
The price is $140 total per night from Oct 18 to Oct 19
$140 total
Oct 18 - Oct 19
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 ...
Hyatt Place Chesapeake
709 Eden Way N Chesapeake VA
$114 nightly
The price is $133 total per night from Nov 2 to Nov 3
$133 total
Nov 2 - Nov 3
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! (1,004 reviews)
"Decent breakfast options and very clean rooms. My only issue is guests who have children and stay on higher floors, I would wake up in the morning to them running across the floor."
Reviewed on Oct 4, 2026
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 by Marriott Chesapeake
1454 Crossways Boulevard Chesapeake VA
$91 nightly
The price is $107 total per night from Nov 1 to Nov 2
$107 total
Nov 1 - Nov 2
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 ...
8.6/10 Excellent! (1,002 reviews)
"Quiet"
Reviewed on Oct 4, 2026
Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr Chesapeake VA
$71 nightly
The price is $84 total per night from Oct 8 to Oct 9
$84 total
Oct 8 - Oct 9
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! (1,000 reviews)
"As soon as I walked in the door last night I learned real quick that the Internet was out. We got there super late and was super exhausted. We were so ready to go to bed but that didn't happen. We had to go to a gas station and pull out cash to pay for our room. When we booked the room it said pet ..."
Reviewed on Sep 27, 2026
Hyatt Place Chesapeake
709 Eden Way N Chesapeake VA
$114 nightly
The price is $133 total per night from Nov 2 to Nov 3
$133 total
Nov 2 - Nov 3
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! (1,004 reviews)
"Decent breakfast options and very clean rooms. My only issue is guests who have children and stay on higher floors, I would wake up in the morning to them running across the floor."
Reviewed on Oct 4, 2026
Save an average of 15% on thousands of hotels when you're signed in
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
$84 nightly
The price is $99 total per night from Nov 3 to Nov 4
$99 total
Nov 3 - Nov 4
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 ...
8.8/10 Excellent! (1,115 reviews)
"Very helpful staff, check in and check out was very smooth. The room was very clean and had no issues. Would definitely stay there again if I was in the Chesapeake area."
Reviewed on Oct 5, 2026
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
$114 nightly
The price is $133 total per night from Nov 2 to Nov 3
$133 total
Nov 2 - Nov 3
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! (1,004 reviews)
"Decent breakfast options and very clean rooms. My only issue is guests who have children and stay on higher floors, I would wake up in the morning to them running across the floor."
Reviewed on Oct 4, 2026
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
$84 nightly
The price is $99 total per night from Nov 3 to Nov 4
$99 total
Nov 3 - Nov 4
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 ...
8.8/10 Excellent! (1,115 reviews)
"Very helpful staff, check in and check out was very smooth. The room was very clean and had no issues. Would definitely stay there again if I was in the Chesapeake area."
Reviewed on Oct 5, 2026
SpringHill Suites by Marriott Chesapeake Greenbrier
1446 Crossways Blvd Chesapeake VA
$101 nightly
The price is $118 total per night from Nov 1 to Nov 2
$118 total
Nov 1 - Nov 2
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Aloft by Marriott Chesapeake
1454 Crossways Boulevard Chesapeake VA
$91 nightly
The price is $107 total per night from Nov 1 to Nov 2
$107 total
Nov 1 - Nov 2
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 ...
8.6/10 Excellent! (1,002 reviews)
"Quiet"
Reviewed on Oct 4, 2026
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.
Need a Car For After Your Flight?
Midsize SUV
NORFOLK, USA
$52
$151 total
found 2 days ago
Standard Pickup Regular Cab
NORFOLK, USA
$55
$158 total
found 2 days ago
Compact SUV
NORFOLK, USA
$59
$165 total
found 2 days ago
Mini Van
Norfolk, Virginia, USA
$60
$170 total
found 2 days ago
Lowest prices found within the past 2 days. 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
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