$82+ Cheap flights from Chesapeake, VA to Houston
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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HOU
Sep 24 — Oct 11
Round-trip
1 adult, Economy
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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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Cheapest flights from Chesapeake to HoustonExplore the most affordable flight options available from Chesapeake to Houston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 25, 2026.
Explore the most affordable flight options available from Chesapeake to Houston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 25, 2026.
This CheapOair deal was found by Cheapflights users on 8/23. 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.
Fri 9/257:43 pm -
1 stop14h 42m
Mon 9/288:25 pm -
1 stop21h 23m
Deal found 8/23![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/81:20 pm -
1 stop18h 57m
Sat 9/126:08 am -
1 stop8h 42m
Deal found 8/23![Frontier logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/18:20 am -
2 stops24h 00m
Wed 9/24:32 pm -
1 stop18h 53m
Deal found 8/21![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 11/63:44 pm -
1 stop18h 37m
Tue 11/109:14 pm -
2 stops20h 30m
Deal found 8/23![Frontier logo]()
$259
This Frontier deal was found by Cheapflights users on 8/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:18 pm -
1 stop10h 12m
Sun 9/206:08 am -
1 stop5h 21m
Deal found 8/24![Frontier logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/18:20 am -
2 stops24h 00m
Wed 9/99:04 pm -
1 stop14h 25m
Deal found 8/21![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/27:00 am -
2 stops16h 14m
Thu 9/106:08 am -
1 stop5h 21m
Deal found 8/20![Multiple Airlines logo]()
$265
This Booking.com deal was found by Cheapflights users on 8/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:43 pm -
1 stop26h 31m
Wed 9/1612:21 pm -
1 stop5h 27m
Deal found 8/22![Frontier logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/27:43 pm -
1 stop26h 31m
Mon 10/512:08 pm -
2 stops11h 10m
Deal found 8/20![Multiple Airlines logo]()
$267
This CheapOair deal was found by Cheapflights users on 8/23. 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.
Fri 9/117:43 pm -
1 stop19h 30m
Sun 9/138:25 pm -
1 stop21h 23m
Deal found 8/23![Frontier logo]()
$270
This American Airlines deal was found by Cheapflights users on 8/21. 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.
Tue 11/177:03 am -
1 stop7h 34m
Tue 11/249:57 am -
1 stop7h 12m
Deal found 8/21![American Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 8/21. 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 9/265:02 pm -
1 stop6h 37m
Sat 10/311:08 am -
1 stop6h 11m
Deal found 8/21![Delta logo]()
$341
Best flights from Chesapeake to HoustonDiscover carefully curated flight deals from Chesapeake to Houston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 25, 2026.
Discover carefully curated flight deals from Chesapeake to Houston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 25, 2026.
This Delta deal was found by Cheapflights users on 8/24. 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 12/151:32 pm -
1 stop7h 46m
Tue 12/296:46 pm -
1 stop4h 53m
Deal found 8/24![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 8/21. 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.
Sat 9/1211:35 am -
2 stops7h 45m
Tue 9/1512:30 pm -
2 stops7h 25m
Deal found 8/21![Southwest logo]()
$349
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/126:10 am -
Nonstop3h 24m
Mon 9/141:53 pm -
1 stop8h 01m
Deal found 8/24![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 8/23. 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 12/175:25 pm -
1 stop7h 38m
Sun 12/206:46 pm -
1 stop4h 53m
Deal found 8/23![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 8/22. 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 9/96:10 am -
Nonstop3h 24m
Wed 9/166:15 am -
1 stop7h 43m
Deal found 8/22![United Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 8/20. 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.
Mon 11/166:15 am -
1 stop6h 05m
Thu 11/195:40 am -
1 stop6h 50m
Deal found 8/20![Southwest logo]()
$362
This Southwest deal was found by Cheapflights users on 8/21. 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.
Thu 10/297:45 am -
1 stop5h 30m
Sun 11/15:55 am -
1 stop4h 40m
Deal found 8/21![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 8/22. 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 9/97:05 am -
1 stop7h 13m
Wed 9/2311:00 am -
1 stop6h 14m
Deal found 8/22![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 8/24. 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 9/256:00 am -
1 stop7h 15m
Tue 9/298:00 am -
1 stop6h 55m
Deal found 8/24![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 8/24. 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 12/156:00 am -
1 stop7h 18m
Tue 12/296:15 pm -
Nonstop2h 58m
Deal found 8/24![United Airlines logo]()
$444
This Southwest deal was found by Cheapflights users on 8/23. 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.
Sat 9/121:25 pm -
1 stop6h 20m
Wed 9/166:05 am -
1 stop7h 25m
Deal found 8/23![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 8/21. 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 9/266:15 am -
1 stop5h 36m
Sat 10/36:20 pm -
Nonstop3h 08m
Deal found 8/21![United Airlines logo]()
$447
This Delta deal was found by Cheapflights users on 8/24. 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 12/187:22 pm -
1 stop5h 46m
Sun 12/206:46 pm -
1 stop4h 53m
Deal found 8/24![Delta logo]()
$449
This Southwest deal was found by Cheapflights users on 8/22. 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 9/98:05 am -
2 stops6h 55m
Wed 9/1610:10 am -
1 stop6h 10m
Deal found 8/22![Southwest logo]()
$374
This United Airlines deal was found by Cheapflights users on 8/20. 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 1/286:00 am -
Nonstop3h 40m
Sun 1/316:45 am -
1 stop6h 31m
Deal found 8/20![United Airlines logo]()
$449
This Southwest deal was found by Cheapflights users on 8/22. 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 9/96:15 am -
2 stops7h 45m
Wed 9/236:05 am -
1 stop7h 25m
Deal found 8/22![Southwest logo]()
$374
This United Airlines deal was found by Cheapflights users on 8/23. 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 9/126:10 am -
Nonstop3h 24m
Tue 9/154:45 pm -
1 stop5h 58m
Deal found 8/23![United Airlines logo]()
$449
This Southwest deal was found by Cheapflights users on 8/24. 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 9/1112:50 pm -
1 stop10h 00m
Sat 9/127:25 am -
1 stop6h 35m
Deal found 8/24![Southwest logo]()
$399
This United Airlines deal was found by Cheapflights users on 8/23. 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 9/126:10 am -
Nonstop3h 24m
Wed 9/161:45 pm -
1 stop6h 56m
Deal found 8/23![United Airlines logo]()
$449
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Mon 9/216:10 am -
Nonstop3h 24m
Wed 9/306:15 am -
1 stop8h 01m
Deal found 8/24![United Airlines logo]()
$456
Last-minute flights from Chesapeake to HoustonDiscover last-minute flight deals from Chesapeake to Houston. Data last updated August 25, 2026 and is based on user searches.
Discover last-minute flight deals from Chesapeake to Houston. Data last updated August 25, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/18:20 am -
2 stops24h 00m
Wed 9/24:32 pm -
1 stop18h 53m
Deal found 8/21![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/18:20 am -
2 stops24h 00m
Wed 9/99:04 pm -
1 stop14h 25m
Deal found 8/21![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/27:00 am -
2 stops16h 14m
Thu 9/106:08 am -
1 stop5h 21m
Deal found 8/20![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/81:20 pm -
1 stop18h 57m
Sat 9/126:08 am -
1 stop8h 42m
Deal found 8/23![Frontier logo]()
$252
This Booking.com deal was found by Cheapflights users on 8/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:43 pm -
1 stop26h 31m
Wed 9/1612:21 pm -
1 stop5h 27m
Deal found 8/22![Frontier logo]()
$266
This CheapOair deal was found by Cheapflights users on 8/23. 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.
Fri 9/117:43 pm -
1 stop19h 30m
Sun 9/138:25 pm -
1 stop21h 23m
Deal found 8/23![Frontier logo]()
$270
This Southwest deal was found by Cheapflights users on 8/21. 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.
Sat 9/129:55 am -
1 stop7h 15m
Tue 9/152:45 pm -
1 stop5h 50m
Deal found 8/21![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 8/21. 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.
Sat 9/1211:35 am -
2 stops7h 45m
Wed 9/168:00 am -
1 stop6h 55m
Deal found 8/21![Southwest logo]()
$344
This Frontier deal was found by Cheapflights users on 8/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:18 pm -
1 stop10h 12m
Sun 9/206:08 am -
1 stop5h 21m
Deal found 8/23![Frontier logo]()
$260
This CheapOair deal was found by Cheapflights users on 8/20. 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 9/194:45 pm -
1 stop6h 45m
Sat 9/2612:58 pm -
1 stop8h 43m
Deal found 8/20![Multiple Airlines logo]()
$276
This CheapOair deal was found by Cheapflights users on 8/23. 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.
Fri 9/257:43 pm -
1 stop14h 42m
Mon 9/288:25 pm -
1 stop21h 23m
Deal found 8/23![Frontier logo]()
$250
This Delta deal was found by Cheapflights users on 8/21. 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 9/265:02 pm -
1 stop6h 37m
Sat 10/311:08 am -
1 stop6h 11m
Deal found 8/21![Delta logo]()
$341
One-way flights from Chesapeake to HoustonSearch for one-way flight options from Chesapeake to Houston. Find affordable one-way fares based on user searches. Data last updated August 25, 2026.
Search for one-way flight options from Chesapeake to Houston. Find affordable one-way fares based on user searches. Data last updated August 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 9/124:45 pm -
1 stop6h 45m
Deal found 8/22![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 10/61:18 pm -
1 stop10h 12m
Deal found 8/24![Frontier logo]()
$83
This Trip.com deal was found by Cheapflights users on 8/23. 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.
Tue 9/221:18 pm -
1 stop10h 12m
Deal found 8/23![Frontier logo]()
$84
This WAYA deal was found by Cheapflights users on 8/24. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:50 pm -
1 stop7h 19m
Deal found 8/24![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 10/11:18 pm -
1 stop10h 12m
Deal found 8/22![Frontier logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/131:18 pm -
1 stop18h 59m
Deal found 8/20![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 11/163:44 pm -
1 stop24h 46m
Deal found 8/23![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 9/101:18 pm -
1 stop18h 59m
Deal found 8/24![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/167:43 pm -
1 stop26h 31m
Deal found 8/20![Frontier logo]()
$114
This American Airlines deal was found by Cheapflights users on 8/25. 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 10/106:17 pm -
1 stop5h 12m
Deal found 8/25![American Airlines logo]()
$119
This Southwest deal was found by Cheapflights users on 8/24. 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 9/226:15 am -
1 stop5h 35m
Deal found 8/24![Southwest logo]()
$170
This American Airlines deal was found by Cheapflights users on 8/21. 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 10/247:07 pm -
1 stop5h 42m
Deal found 8/21![American Airlines logo]()
$171
Find flight deals from Chesapeake to Houston
Keep the following information in mind while searching for Chesapeake to Houston flight deals. Data was last updated August 25, 2026.
Round-trip from | $250 (CheapOair) |
|---|---|
One-way from | $82 (Trip.com) |
Popular in | December |
Cheapest in | November |
Average price | $338 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chesapeake to Houston 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 7,457,451 searches. Data last updated August 25, 2026.
Use the filters below to find and compare flights from Chesapeake to Houston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
NorfolkHouston
ORF Norfolk - IAH Houston George Bush Intcntl
ORFIAH
Norfolk
Tue 12/15
1:32 pm-8:18 pm
1 stop7h 46m
Houston George Bush Intcntl
Tue 12/29
6:46 pm-12:39 am
1 stop4h 53m
$339
NorfolkHouston
ORF Norfolk - IAH Houston George Bush Intcntl
ORFIAH
Norfolk
Thu 12/17
5:25 pm-12:03 am
1 stop7h 38m
Houston George Bush Intcntl
Sun 12/20
6:46 pm-12:39 am
1 stop4h 53m
$339
NorfolkHouston
ORF Norfolk - HOU Houston Hobby
ORFHOU
Norfolk
Sat 9/12
11:35 am-6:20 pm
2 stops7h 45m
Houston Hobby
Tue 9/15
12:30 pm-8:55 pm
2 stops7h 25m
$349
NorfolkHouston
ORF Norfolk - IAH Houston George Bush Intcntl
ORFIAH
Norfolk
Sat 9/12
6:10 am-8:34 am
Nonstop3h 24m
Houston George Bush Intcntl
Mon 9/14
1:53 pm-10:54 pm
1 stop8h 01m
$359
NorfolkHouston
ORF Norfolk - IAH Houston George Bush Intcntl
ORFIAH
Norfolk
Wed 9/9
6:10 am-8:34 am
Nonstop3h 24m
Houston George Bush Intcntl
Wed 9/16
6:15 am-2:58 pm
1 stop7h 43m
$359
NorfolkHouston
ORF Norfolk - HOU Houston Hobby
ORFHOU
Norfolk
Mon 11/16
6:15 am-11:20 am
1 stop6h 05m
Houston Hobby
Thu 11/19
5:40 am-1:30 pm
1 stop6h 50m
$362
NorfolkHouston
ORF Norfolk - HOU Houston Hobby
ORFHOU
Norfolk
Thu 10/29
7:45 am-12:15 pm
1 stop5h 30m
Houston Hobby
Sun 11/1
5:55 am-11:35 am
1 stop4h 40m
$369
NorfolkHouston
ORF Norfolk - HOU Houston Hobby
ORFHOU
Norfolk
Wed 9/9
7:05 am-1:18 pm
1 stop7h 13m
Houston Hobby
Wed 9/23
11:00 am-6:14 pm
1 stop6h 14m
$369
NorfolkHouston
ORF Norfolk - HOU Houston Hobby
ORFHOU
Norfolk
Fri 9/25
6:00 am-12:15 pm
1 stop7h 15m
Houston Hobby
Tue 9/29
8:00 am-3:55 pm
1 stop6h 55m
$369
NorfolkHouston
ORF Norfolk - HOU Houston Hobby
ORFHOU
Norfolk
Sat 9/12
1:25 pm-6:45 pm
1 stop6h 20m
Houston Hobby
Wed 9/16
6:05 am-2:30 pm
1 stop7h 25m
$369
Showing 1-10 of 38 resultsSorted by cheapest first
Best time to book a flight from Chesapeake to Houston
Have a flexible travel schedule? Discover the best time to fly to Houston from Chesapeake with our price prediction graph.
ORF-IAH
ORF-HOU
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 Chesapeake to Houston
C6E-HO1
ORF-IAH
ORF-HOU
What is the cheapest time of day to fly from C6E to HOU?
Find hourly flight availability from Chesapeake to Houston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 25, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Houston as you normally would.
How much does it cost to fly round-trip from Chesapeake to Houston?
Airfare is below average for this route at the moment.
Chesapeake to Houston flights typically cost between $294 and $424 in September.The cheapest round-trip price found within the last 5 days was $250 on Frontier (Sep 25-Sep 28).
Reviews of airlines servicing Houston
Get insights into the airlines that provide service to Houston. 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 Houston. Reviews last updated August 25, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Chesapeake to Houston have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Related info for your journey
Find useful and relevant information for your journey from Chesapeake to Houston. 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 Chesapeake to Houston
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Houston by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chesapeake to Houston by cabin class
Find flights from Chesapeake to Houston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chesapeake and Houston flights
Browse other Chesapeake and Houston flight options. Last updated on August 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Chesapeake to Houston
Discover the top 6 airlines that operate flights from Chesapeake to Houston. 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 7,457,451 searches. Data last updated August 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$273 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$283 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$228 | Average$363 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$239 | Average$442 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$359 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$248 | Average$449 | FlexibilityNo cancel fee | On-time71% |