$65+ 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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — RIC
May 1 — May 81
Round-trip
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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Houston to Chesapeake
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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 April 1, 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 April 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 5/138:50 pm
IAH
- ORF
1 stop13h 21m
Frontier
Wed 5/2012:06 pm
ORF
- IAH
1 stop11h 44m
Frontier
Deal found 3/28![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/296:14 pm
IAH
- ORF
1 stop15h 18m
Frontier
Tue 5/512:06 pm
ORF
- IAH
1 stop11h 44m
Frontier
Deal found 3/31![Frontier logo]()
$134
This Priceline deal was found by Cheapflights users on 3/30. 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 4/257:00 am
IAH
- ORF
1 stop6h 20m
Multiple Airlines
Sun 4/2611:27 am
ORF
- IAH
1 stop6h 51m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Fri 5/112:35 pm
IAH
- ORF
1 stop20h 57m
Multiple Airlines
Mon 5/412:31 pm
ORF
- IAH
1 stop27h 27m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Fri 5/17:04 pm
IAH
- ORF
1 stop22h 17m
Frontier
Wed 5/612:06 pm
ORF
- IAH
1 stop11h 44m
Frontier
Deal found 3/30![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/296:14 pm
IAH
- ORF
1 stop15h 18m
Multiple Airlines
Sat 5/211:27 am
ORF
- IAH
1 stop13h 02m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 5/267:44 pm
IAH
- ORF
2 stops38h 27m
Frontier
Tue 6/912:21 pm
ORF
- IAH
1 stop11h 27m
Frontier
Deal found 3/31![Frontier logo]()
$153
This CheapOair deal was found by Cheapflights users on 3/28. 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.
Sat 4/187:00 am
IAH
- ORF
1 stop6h 20m
Multiple Airlines
Sun 4/2611:27 am
ORF
- IAH
1 stop6h 51m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Fri 5/16:14 pm
IAH
- ORF
1 stop15h 18m
Frontier
Mon 5/412:31 pm
ORF
- IAH
1 stop11h 19m
Frontier
Deal found 3/31![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 5/148:02 pm
IAH
- ORF
1 stop14h 09m
Frontier
Mon 5/1812:06 pm
ORF
- IAH
1 stop27h 52m
Frontier
Deal found 4/1![Frontier logo]()
$159
This Southwest deal was found by Cheapflights users on 3/31. 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 5/128:55 am
HOU
- ORF
1 stop5h 55m
Southwest
Sat 5/167:55 am
ORF
- HOU
1 stop5h 45m
Southwest
Deal found 3/31![Southwest logo]()
$309
This Southwest deal was found by Cheapflights users on 3/30. 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.
Fri 6/58:40 pm
HOU
- ORF
1 stop11h 35m
Southwest
Tue 6/93:40 pm
ORF
- HOU
1 stop5h 50m
Southwest
Deal found 3/30![Southwest logo]()
$314
Best flights from Houston to ChesapeakeDiscover carefully curated flight deals from Houston to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
Discover carefully curated flight deals from Houston to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
This Southwest deal was found by Cheapflights users on 3/31. 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 5/127:15 am
HOU
- ORF
1 stop7h 35m
Southwest
Sat 5/1610:20 am
ORF
- HOU
2 stops7h 40m
Southwest
Deal found 3/31![Southwest logo]()
$314
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:46 pm
IAH
- ORF
1 stop6h 56m
United Airlines
Tue 7/146:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 3/27![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/210:48 am
HOU
- ORF
1 stop4h 36m
Delta
Sun 5/35:50 am
ORF
- HOU
1 stop5h 08m
Delta
Deal found 3/31![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2910:53 am
HOU
- ORF
1 stop4h 31m
Delta
Mon 5/45:50 am
ORF
- HOU
1 stop5h 08m
Delta
Deal found 3/31![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 3/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:05 pm
HOU
- ORF
1 stop4h 50m
Southwest
Sun 4/2610:20 am
ORF
- HOU
1 stop6h 40m
Southwest
Deal found 3/28![Southwest logo]()
$329
This United Airlines deal was found by Cheapflights users on 3/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:15 am
IAH
- ORF
1 stop7h 05m
United Airlines
Sun 4/266:08 am
ORF
- IAH
Nonstop3h 38m
United Airlines
Deal found 3/28![United Airlines logo]()
$348
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/110:53 am
HOU
- ORF
1 stop4h 31m
Delta
Sun 5/35:50 am
ORF
- HOU
1 stop5h 08m
Delta
Deal found 3/31![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 3/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/154:05 pm
HOU
- ORF
1 stop4h 50m
Southwest
Tue 4/286:25 pm
ORF
- HOU
1 stop5h 55m
Southwest
Deal found 3/29![Southwest logo]()
$359
This United Airlines deal was found by Cheapflights users on 3/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:20 am
IAH
- ORF
1 stop6h 00m
United Airlines
Tue 4/289:45 am
ORF
- IAH
1 stop7h 04m
United Airlines
Deal found 3/29![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/141:06 pm
HOU
- ORF
1 stop7h 12m
Delta
Sun 5/175:20 am
ORF
- HOU
1 stop5h 12m
Delta
Deal found 3/30![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:46 pm
IAH
- ORF
1 stop4h 51m
Delta
Tue 5/57:00 am
ORF
- IAH
1 stop5h 14m
Delta
Deal found 3/31![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 3/27. 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.
Sun 8/29:00 am
HOU
- ORF
1 stop6h 30m
Southwest
Sun 8/91:30 pm
ORF
- HOU
1 stop7h 40m
Southwest
Deal found 3/27![Southwest logo]()
$389
This United Airlines deal was found by Cheapflights users on 3/31. 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 4/284:47 pm
IAH
- ORF
1 stop5h 53m
United Airlines
Tue 5/56:10 am
ORF
- IAH
Nonstop3h 40m
United Airlines
Deal found 3/31![United Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 3/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:37 pm
IAH
- ORF
1 stop5h 08m
Delta
Sun 7/194:55 pm
ORF
- IAH
1 stop5h 29m
Delta
Deal found 3/29![Delta logo]()
$329
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/294:35 pm
IAH
- ORF
1 stop6h 09m
United Airlines
Mon 6/16:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 3/27![United Airlines logo]()
$409
This Southwest deal was found by Cheapflights users on 3/31. 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.
Fri 5/15:30 am
HOU
- ORF
1 stop5h 45m
Southwest
Mon 5/42:30 pm
ORF
- HOU
2 stops7h 35m
Southwest
Deal found 3/31![Southwest logo]()
$413
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:31 pm
IAH
- ORF
1 stop8h 13m
United Airlines
Sun 5/316:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 3/27![United Airlines logo]()
$409
This Southwest deal was found by Cheapflights users on 3/31. 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.
Fri 5/152:45 pm
HOU
- ORF
2 stops7h 10m
Southwest
Sun 5/178:35 pm
ORF
- HOU
1 stop5h 00m
Southwest
Deal found 3/31![Southwest logo]()
$413
This Delta deal was found by Cheapflights users on 3/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:00 am
HOU
- ORF
1 stop4h 28m
Delta
Sun 7/195:15 am
ORF
- HOU
1 stop5h 30m
Delta
Deal found 3/28![Delta logo]()
$384
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Fri 4/241:38 pm
IAH
- ORF
1 stop8h 54m
United Airlines
Mon 4/275:29 pm
ORF
- IAH
1 stop7h 18m
United Airlines
Deal found 3/31![United Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 3/30. 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.
Sat 5/166:25 pm
IAH
- ORF
Nonstop3h 03m
United Airlines
Sat 5/306:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 3/30![United Airlines logo]()
$479
Last-minute flights from Houston to ChesapeakeDiscover last-minute flight deals from Houston to Chesapeake. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Chesapeake. Data last updated April 1, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 3/28. 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.
Sat 4/187:00 am
IAH
- ORF
1 stop6h 20m
Multiple Airlines
Sun 4/2611:27 am
ORF
- IAH
1 stop6h 51m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$154
This Southwest deal was found by Cheapflights users on 3/30. 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 4/2112:30 pm
HOU
- ORF
2 stops7h 40m
Southwest
Sat 4/255:20 pm
ORF
- HOU
1 stop5h 20m
Southwest
Deal found 3/30![Southwest logo]()
$334
This Priceline deal was found by Cheapflights users on 3/30. 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 4/257:00 am
IAH
- ORF
1 stop6h 20m
Multiple Airlines
Sun 4/2611:27 am
ORF
- IAH
1 stop6h 51m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$143
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 am
HOU
- ORF
1 stop4h 14m
Delta
Sun 5/35:50 am
ORF
- HOU
1 stop5h 08m
Delta
Deal found 3/31![Delta logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/296:14 pm
IAH
- ORF
1 stop15h 18m
Frontier
Sun 5/311:32 am
ORF
- IAH
1 stop21h 27m
Frontier
Deal found 3/31![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/296:14 pm
IAH
- ORF
1 stop15h 18m
Multiple Airlines
Sat 5/211:27 am
ORF
- IAH
1 stop13h 02m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Fri 5/112:35 pm
IAH
- ORF
1 stop20h 57m
Multiple Airlines
Mon 5/412:31 pm
ORF
- IAH
1 stop27h 27m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Fri 5/17:04 pm
IAH
- ORF
1 stop22h 17m
Frontier
Wed 5/612:06 pm
ORF
- IAH
1 stop11h 44m
Frontier
Deal found 3/30![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Fri 5/16:14 pm
IAH
- ORF
1 stop15h 18m
Frontier
Tue 5/512:06 pm
ORF
- IAH
1 stop11h 44m
Frontier
Deal found 3/31![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 5/138:50 pm
IAH
- ORF
1 stop13h 21m
Frontier
Wed 5/2012:06 pm
ORF
- IAH
1 stop11h 44m
Frontier
Deal found 3/28![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 5/148:02 pm
IAH
- ORF
1 stop14h 09m
Frontier
Mon 5/1812:06 pm
ORF
- IAH
1 stop27h 52m
Frontier
Deal found 4/1![Frontier logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 5/267:44 pm
IAH
- ORF
2 stops38h 27m
Frontier
Tue 6/912:21 pm
ORF
- IAH
1 stop11h 27m
Frontier
Deal found 3/31![Frontier logo]()
$153
One-way flights from Houston to ChesapeakeSearch for one-way flight options from Houston to Chesapeake. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
Search for one-way flight options from Houston to Chesapeake. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 3/28. 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.
Sat 4/187:00 am
IAH
- ORF
1 stop6h 20m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/296:14 pm
IAH
- ORF
1 stop15h 18m
Frontier
Deal found 3/30![Frontier logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Sat 5/168:57 pm
IAH
- ORF
1 stop13h 14m
Frontier
Deal found 3/30![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 3/29. 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.
Sat 4/186:14 pm
IAH
- ORF
1 stop15h 18m
Frontier
Deal found 3/29![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Mon 4/207:00 am
IAH
- ORF
1 stop9h 07m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/2912:35 pm
IAH
- ORF
2 stops30h 11m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Sun 4/2612:35 pm
IAH
- ORF
1 stop20h 57m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$111
This CheapOair deal was found by Cheapflights users on 3/30. 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 7/297:04 pm
IAH
- ORF
1 stop24h 57m
Frontier
Deal found 3/30![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/146:57 pm
IAH
- ORF
1 stop19h 54m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$123
This Super.com deal was found by Cheapflights users on 3/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/712:46 pm
IAH
- ORF
1 stop24h 49m
Frontier
Deal found 3/29![Frontier logo]()
$125
This Southwest deal was found by Cheapflights users on 3/27. 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 5/58:55 am
HOU
- ORF
1 stop5h 55m
Southwest
Deal found 3/27![Southwest logo]()
$165
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Sat 5/164:19 pm
HOU
- ORF
1 stop5h 37m
American Airlines
Deal found 3/31![American Airlines logo]()
$166
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 April 1, 2026.
Round-trip from | $131 (Kiwi.com) |
|---|---|
One-way from | $65 (Cheapflightsfares) |
Popular in | November |
Cheapest in | August |
Average price | $416 |
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 April 1, 2026.
Use the filters below to find and compare flights from Houston to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Tue 5/12
7:15 am-3:50 pm
1 stop7h 35m
Norfolk
Sat 5/16
10:20 am-5:00 pm
2 stops7h 40m
$314
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Wed 7/8
1:46 pm-9:42 pm
1 stop6h 56m
Norfolk
Tue 7/14
6:15 am-8:20 am
Nonstop3h 05m
$319
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Sat 5/2
10:48 am-4:24 pm
1 stop4h 36m
Norfolk
Sun 5/3
5:50 am-9:58 am
1 stop5h 08m
$329
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Wed 4/29
10:53 am-4:24 pm
1 stop4h 31m
Norfolk
Mon 5/4
5:50 am-9:58 am
1 stop5h 08m
$329
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Fri 4/24
5:05 pm-10:55 pm
1 stop4h 50m
Norfolk
Sun 4/26
10:20 am-4:00 pm
1 stop6h 40m
$329
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Fri 5/1
10:53 am-4:24 pm
1 stop4h 31m
Norfolk
Sun 5/3
5:50 am-9:58 am
1 stop5h 08m
$329
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Thu 5/14
1:06 pm-9:18 pm
1 stop7h 12m
Norfolk
Sun 5/17
5:20 am-9:32 am
1 stop5h 12m
$329
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Tue 4/28
6:46 pm-12:37 am
1 stop4h 51m
Norfolk
Tue 5/5
7:00 am-11:14 am
1 stop5h 14m
$329
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Fri 7/17
6:37 pm-12:45 am
1 stop5h 08m
Norfolk
Sun 7/19
4:55 pm-9:24 pm
1 stop5h 29m
$329
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Fri 4/24
6:15 am-2:20 pm
1 stop7h 05m
Norfolk
Sun 4/26
6:08 am-8:46 am
Nonstop3h 38m
$348
Showing 1-10 of 40 resultsSorted by cheapest first
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.
IAH-ORF
HOU-ORF
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
HO1-C6E
IAH-ORF
HOU-ORF
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 March 13, 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 April 1, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 17% 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 April 1, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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
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Complete your trip
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Search flights from Houston to Chesapeake by cabin class
Find flights from Houston to Chesapeake, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Houston and Chesapeake flights
Browse other Houston and Chesapeake flight options. Last updated on April 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 April 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$107 | Average$191 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$144 | Average$162 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$194 | Average$375 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$204 | Average$387 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$222 | Average$334 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$229 | Average$430 | FlexibilityNo cancel fee | On-time69% |