$53+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — RIC
Feb 28 — Mar 71
1 adult, Economy
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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 January 29, 2026.
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 January 29, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:46 am
IAH
- ORF
1 stop11h 40m
Spirit Airlines
Sat 2/288:44 pm
ORF
- IAH
1 stop12h 16m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$111
This Priceline deal was found by Cheapflights users on 1/28. 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.
Sat 2/2812:16 pm
IAH
- ORF
1 stop8h 34m
Multiple Airlines
Mon 3/211:39 am
ORF
- IAH
1 stop6h 33m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$127
This Mytrip deal was found by Cheapflights users on 1/27. 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 3/115:46 am
IAH
- ORF
1 stop11h 40m
Spirit Airlines
Tue 3/178:41 pm
ORF
- IAH
1 stop12h 59m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 2/266:07 pm
IAH
- ORF
1 stop15h 30m
Frontier
Sun 3/111:32 am
ORF
- IAH
1 stop12h 19m
Frontier
Deal found 1/27![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 2/196:07 pm
IAH
- ORF
1 stop15h 30m
Multiple Airlines
Sun 2/2211:32 am
ORF
- IAH
1 stop7h 59m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$148
This CheapOair deal was found by Cheapflights users on 1/28. 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.
Wed 3/117:21 am
IAH
- ORF
1 stop10h 05m
Spirit Airlines
Wed 3/188:41 pm
ORF
- IAH
1 stop12h 59m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/117:59 pm
IAH
- ORF
1 stop21h 29m
Frontier
Thu 2/1911:46 am
ORF
- IAH
1 stop6h 26m
Frontier
Deal found 1/29![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/114:35 pm
IAH
- ORF
2 stops17h 16m
Multiple Airlines
Thu 2/1911:46 am
ORF
- IAH
1 stop12h 05m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/44:15 pm
IAH
- ORF
1 stop17h 33m
Multiple Airlines
Wed 2/187:31 pm
ORF
- IAH
1 stop26h 45m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Tue 2/108:18 pm
IAH
- ORF
1 stop20h 02m
Multiple Airlines
Wed 2/187:31 pm
ORF
- IAH
1 stop26h 45m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$157
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:00 am
HOU
- ORF
1 stop7h 33m
American Airlines
Sun 2/227:02 pm
ORF
- HOU
1 stop5h 56m
American Airlines
Deal found 1/28![American Airlines logo]()
$269
This Southwest deal was found by Cheapflights users on 1/27. 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 3/243:00 pm
HOU
- ORF
2 stops6h 35m
Southwest
Mon 3/305:10 pm
ORF
- HOU
1 stop7h 30m
Southwest
Deal found 1/27![Southwest logo]()
$274
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 January 29, 2026.
Round-trip from | $111 (Cheapflightsfares) |
|---|---|
One-way from | $53 (Priceline) |
Popular in | January |
Cheapest in | August |
Average price | $479 |
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 January 29, 2026.
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 2/19
7:21 am-6:26 pm
1 stop10h 05m
Norfolk
Sun 2/22
7:31 pm-8:00 am
1 stop13h 29m
$165
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Wed 2/11
7:59 pm-10:51 am
2 stops13h 52m
Norfolk
Thu 2/19
11:46 am-10:51 pm
1 stop12h 05m
$184
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Wed 3/11
5:46 am-6:26 pm
1 stop11h 40m
Norfolk
Tue 3/17
6:45 am-10:24 am
3 stops28h 39m
$194
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Fri 2/27
1:05 pm-10:06 pm
2 stops8h 01m
Norfolk
Sun 3/1
11:32 am-10:51 pm
1 stop12h 19m
$214
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Wed 2/11
4:15 pm-6:26 pm
2 stops25h 11m
Norfolk
Thu 2/19
7:31 pm-7:34 pm
2 stops25h 03m
$236
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Fri 5/29
6:17 pm-10:22 pm
Nonstop3h 05m
Norfolk
Mon 6/1
6:15 am-8:22 am
Nonstop3h 07m
$249
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Wed 6/10
2:23 pm-11:42 pm
1 stop8h 19m
Norfolk
Wed 6/17
6:15 am-8:22 am
Nonstop3h 07m
$259
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Fri 2/13
9:40 pm-11:35 am
1 stop12h 55m
Norfolk
Sun 2/15
6:45 am-9:41 pm
2 stops15h 56m
$259
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Thu 5/14
5:05 am-5:49 pm
2 stops11h 44m
Norfolk
Sat 5/16
6:05 am-12:08 pm
1 stop7h 03m
$267
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Fri 5/29
1:00 pm-6:54 pm
1 stop4h 54m
Norfolk
Mon 6/1
5:30 am-9:20 am
1 stop4h 50m
$269
Showing 1-10 of 39 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 January 23, 2026.
To ensure you get the cheapest price possible for a flight from Houston to Chesapeake, you should look to book at least 14 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 January 29, 2026.
Unlike in the evening, when flights are generally more expensive, you can save up to 45% on flights from Houston to Chesapeake by exploring options for tickets in the morning.
How much does it cost to fly round-trip from Houston to Chesapeake?
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 January 29, 2026.
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.
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
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 January 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$72 | Average$208 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$115 | Average$193 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$212 | Average$385 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$222 | Average$338 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$229 | Average$437 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$242 | Average$389 | FlexibilityNo cancel fee | On-time63% |