$55+ Cheap flights from Houston to Chesapeake, VA
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — RIC
Jan 17 — Jan 241
1 adult, Economy
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Find cheap flights from Houston to Chesapeake with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Houston to Chesapeake are usually found in January or August, booked 52 days in advance, depart on a Thursday or Saturday and return on a Tuesday
Cheap flight deals from Houston to Chesapeake
Cheapest flights from Houston to ChesapeakeExplore the most affordable flight options available from Houston to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.
Explore the most affordable flight options available from Houston to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.
This Priceline deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:54 amIAH - ORF
1 stop7h 12mMultiple Airlines
Fri 1/22:34 pmORF - IAH
1 stop9h 21mMultiple Airlines
Deal found 12/16![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:55 pmIAH - ORF
1 stop18h 11mSpirit Airlines
Sun 1/43:01 pmORF - IAH
2 stops21h 44mSpirit Airlines
Deal found 12/16![Spirit Airlines logo]()
$297
This United Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:30 pmIAH - ORF
Nonstop2h 56mUnited Airlines
Fri 1/26:30 amORF - IAH
1 stop8h 10mUnited Airlines
Deal found 12/16![United Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:25 pmHOU - ORF
1 stop11h 00mSouthwest
Sat 1/38:25 pmORF - HOU
1 stop5h 55mSouthwest
Deal found 12/15![Southwest logo]()
$334
This Mytrip deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:54 amIAH - ORF
1 stop7h 12mMultiple Airlines
Sun 1/43:09 pmORF - IAH
1 stop28h 55mMultiple Airlines
Deal found 12/16![Multiple Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:05 pmIAH - ORF
1 stop5h 36mUnited Airlines
Fri 1/26:20 amORF - IAH
1 stop5h 53mUnited Airlines
Deal found 12/16![United Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmIAH - ORF
2 stops17h 21mSpirit Airlines
Fri 1/23:01 pmORF - IAH
1 stop19h 02mSpirit Airlines
Deal found 12/16![Spirit Airlines logo]()
$353
This CheapOair deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:34 pmIAH - ORF
1 stop15h 42mFrontier
Sat 1/35:47 pmORF - IAH
1 stop6h 08mFrontier
Deal found 12/16![Frontier logo]()
$354
This Expedia deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:45 pmIAH - ORF
2 stops17h 21mMultiple Airlines
Fri 1/22:34 pmORF - IAH
1 stop9h 21mMultiple Airlines
Deal found 12/16![Multiple Airlines logo]()
$373
This Southwest deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:25 pmHOU - ORF
1 stop11h 00mSouthwest
Fri 1/28:05 pmORF - HOU
1 stop5h 55mSouthwest
Deal found 12/16![Southwest logo]()
$383
This United Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:30 pmIAH - ORF
Nonstop2h 56mUnited Airlines
Tue 1/66:00 amORF - IAH
Nonstop3h 45mUnited Airlines
Deal found 12/17![United Airlines logo]()
$389
This Trip.com deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:00 amIAH - ORF
1 stop6h 39mFrontier
Wed 12/3111:44 amORF - IAH
1 stop12h 11mFrontier
Deal found 12/17![Frontier logo]()
$396
Find flight deals from Houston to Chesapeake
Keep the following information in mind while searching for Houston to Chesapeake flight deals. Data was last updated December 18, 2025.
Round-trip from | $118 (Priceline) |
|---|---|
One-way from | $55 (Booking.com) |
Popular in | November |
Cheapest in | January |
Average price | $378 |
Cheapflights Fare Finder
Customize your flight search to find flights from Houston to Chesapeake that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Houston to Chesapeake that are best for you.
Fly from
Houston
Fly to
Chesapeake
Route
Depart
Return
Price
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Thu 1/29
7:45 am-6:38 pm
1 stop9h 53m
Norfolk
Sun 2/1
9:37 pm-9:00 am
1 stop12h 23m
$146
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Thu 1/15
5:05 am-6:38 pm
2 stops12h 33m
Norfolk
Thu 1/22
6:45 am-9:00 am
1 stop27h 15m
$167
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Fri 1/16
6:20 am-2:25 pm
1 stop7h 05m
Norfolk
Sun 1/18
6:00 am-8:50 am
Nonstop3h 50m
$259
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Sat 1/17
5:05 am-9:50 pm
3 stops15h 45m
Norfolk
Sun 1/18
6:45 am-10:33 am
3 stops28h 48m
$259
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Fri 1/9
1:35 pm-11:27 pm
1 stop8h 52m
Norfolk
Sun 1/11
6:00 am-8:50 am
Nonstop3h 50m
$259
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Fri 2/13
4:25 pm-11:25 pm
1 stop6h 00m
Norfolk
Sun 2/15
6:00 am-8:50 am
Nonstop3h 50m
$259
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Thu 2/12
6:00 am-2:25 pm
1 stop7h 25m
Norfolk
Sun 2/15
7:03 pm-11:57 pm
1 stop5h 54m
$269
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Thu 2/19
10:50 am-5:07 pm
1 stop5h 17m
Norfolk
Mon 2/23
3:30 pm-10:28 pm
1 stop7h 58m
$269
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Fri 1/23
5:04 pm-12:16 am
1 stop6h 12m
Norfolk
Mon 1/26
3:36 pm-10:33 pm
1 stop7h 57m
$269
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Thu 2/12
6:00 am-2:25 pm
1 stop7h 25m
Norfolk
Sun 2/15
7:03 pm-11:53 pm
1 stop5h 50m
$269
Showing 1-10 of 37 results
Best time to book a flight from Houston to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Houston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Houston to Chesapeake
How far ahead should I book a flight from Houston to Chesapeake?
Use this chart to determine the optimal time to book a round-trip flight from Houston to Chesapeake. Price data was last updated on December 12, 2025.
To ensure you get the cheapest price possible for a flight from Houston to Chesapeake, you should look to book at least 52 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Houston to Chesapeake?
Currently, October is the cheapest month in which you can book a flight from Houston to Chesapeake (average of $125). Flying from Houston to Chesapeake in June is currently the most expensive (average of $246). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from HOU to C6E?
Find hourly flight availability from Houston to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.
Unlike in the evening, when flights are generally more expensive, you can save up to 29% on flights from Houston to Chesapeake by exploring options for tickets at noon.
What is the cheapest day to fly from Houston to Chesapeake?
Use this chart to determine the cheapest time to fly round-trip from Houston to Chesapeake. Price data was last updated on December 16, 2024.
Travelers seeking maximum savings on their Houston to Chesapeake flight should consider departing on Friday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Chesapeake
Get insights into the airlines that provide service to Chesapeake. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chesapeake. Reviews last updated December 18, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Houston to Chesapeake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Houston to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Houston to Chesapeake
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Houston to Chesapeake
Discover the top 6 airlines that operate flights from Houston to Chesapeake. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$117 | Average$198 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$144 | Average$208 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$212 | Average$414 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$229 | Average$435 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$236 | Average$341 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$242 | Average$395 | FlexibilityNo cancel fee | On-time63% |