$81+ 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 6/23. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HOU
Jun 21 — Jun 281
Round-trip
1 adult, Economy
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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 May 22, 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 May 22, 2026.
This CheapOair deal was found by Cheapflights users on 5/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/99:35 pm
ORF
- IAH
1 stop12h 10m
Frontier
Sun 7/127:24 pm
IAH
- ORF
1 stop24h 15m
Frontier
Deal found 5/17![Frontier logo]()
$259
This CheapOair deal was found by Cheapflights users on 5/19. 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.
Thu 7/99:35 pm
ORF
- IAH
1 stop12h 10m
Frontier
Mon 7/137:24 pm
IAH
- ORF
1 stop24h 15m
Frontier
Deal found 5/19![Frontier logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/2612:21 pm
ORF
- IAH
1 stop22h 46m
Frontier
Mon 6/299:42 am
IAH
- ORF
2 stops24h 44m
Frontier
Deal found 5/18![Frontier logo]()
$279
This CheapOair deal was found by Cheapflights users on 5/18. 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.
Tue 6/167:25 pm
ORF
- IAH
1 stop14h 22m
Frontier
Sun 7/197:24 pm
IAH
- ORF
1 stop24h 15m
Frontier
Deal found 5/18![Frontier logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 8/99:35 pm
ORF
- IAH
2 stops34h 45m
Frontier
Fri 8/148:55 pm
IAH
- ORF
1 stop13h 19m
Frontier
Deal found 5/18![Frontier logo]()
$283
This Travelocity deal was found by Cheapflights users on 5/19. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:00 pm
ORF
- IAH
1 stop11h 48m
Frontier
Sun 8/307:04 pm
IAH
- ORF
1 stop24h 57m
Frontier
Deal found 5/19![Frontier logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/1712:21 pm
ORF
- IAH
2 stops24h 51m
Frontier
Wed 6/248:55 pm
IAH
- ORF
1 stop13h 31m
Frontier
Deal found 5/18![Frontier logo]()
$287
This CheapOair deal was found by Cheapflights users on 5/18. 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.
Sun 6/219:35 pm
ORF
- IAH
1 stop12h 12m
Frontier
Sun 7/57:24 pm
IAH
- ORF
1 stop24h 15m
Frontier
Deal found 5/18![Frontier logo]()
$289
This Gotogate deal was found by Cheapflights users on 5/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/199:34 pm
ORF
- IAH
1 stop21h 51m
Frontier
Sat 7/257:23 pm
IAH
- ORF
1 stop24h 16m
Frontier
Deal found 5/22![Frontier logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 5/20. 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.
Thu 7/912:10 pm
ORF
- IAH
1 stop20h 10m
Frontier
Tue 7/149:58 pm
IAH
- ORF
2 stops36h 17m
Frontier
Deal found 5/20![Frontier logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 5/20. 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.
Tue 7/78:20 am
ORF
- IAH
2 stops24h 00m
Multiple Airlines
Thu 7/98:02 pm
IAH
- ORF
1 stop14h 13m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/229:35 pm
ORF
- IAH
2 stops34h 48m
Frontier
Fri 6/268:55 pm
IAH
- ORF
1 stop13h 26m
Frontier
Deal found 5/18![Frontier logo]()
$296
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 May 22, 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 May 22, 2026.
This Southwest deal was found by Cheapflights users on 5/20. 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 7/134:30 pm
ORF
- HOU
1 stop6h 45m
Southwest
Wed 7/159:15 am
HOU
- ORF
1 stop5h 35m
Southwest
Deal found 5/20![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 5/19. 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 10/95:00 pm
ORF
- IAH
1 stop6h 04m
Delta
Mon 10/125:55 am
IAH
- ORF
1 stop5h 52m
Delta
Deal found 5/19![Delta logo]()
$329
This United Airlines deal was found by Cheapflights users on 5/18. 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 6/177:59 pm
ORF
- IAH
1 stop5h 46m
United Airlines
Wed 6/246:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Deal found 5/18![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 5/21. 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.
Fri 10/94:27 pm
ORF
- IAH
1 stop5h 43m
Delta
Sun 10/115:55 am
IAH
- ORF
1 stop4h 38m
Delta
Deal found 5/21![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 5/18. 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 6/127:15 pm
ORF
- HOU
1 stop5h 55m
Southwest
Sat 6/131:20 pm
HOU
- ORF
2 stops8h 45m
Southwest
Deal found 5/18![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 5/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:30 am
ORF
- HOU
1 stop4h 56m
Delta
Mon 10/126:00 am
HOU
- ORF
1 stop5h 47m
Delta
Deal found 5/17![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 5/18. 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 6/86:10 pm
ORF
- HOU
2 stops6h 55m
Southwest
Mon 6/158:35 pm
HOU
- ORF
1 stop11h 50m
Southwest
Deal found 5/18![Southwest logo]()
$340
This United Airlines deal was found by Cheapflights users on 5/20. 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.
Sun 7/196:05 am
ORF
- IAH
1 stop5h 53m
United Airlines
Sun 7/266:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Deal found 5/20![United Airlines logo]()
$421
This Southwest deal was found by Cheapflights users on 5/20. 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.
Wed 6/1712:40 pm
ORF
- HOU
1 stop7h 30m
Southwest
Wed 6/244:30 pm
HOU
- ORF
1 stop7h 15m
Southwest
Deal found 5/20![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 5/21. 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.
Tue 8/48:50 am
ORF
- HOU
2 stops7h 10m
Southwest
Thu 8/65:05 am
HOU
- ORF
1 stop7h 15m
Southwest
Deal found 5/21![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Fri 6/56:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Mon 6/86:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Deal found 5/21![United Airlines logo]()
$459
This Southwest deal was found by Cheapflights users on 5/19. 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 6/38:40 am
ORF
- HOU
2 stops8h 10m
Southwest
Fri 6/128:40 pm
HOU
- ORF
1 stop11h 35m
Southwest
Deal found 5/19![Southwest logo]()
$370
This United Airlines deal was found by Cheapflights users on 5/20. 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 7/95:44 pm
ORF
- IAH
1 stop6h 59m
United Airlines
Mon 7/136:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Deal found 5/20![United Airlines logo]()
$464
This Southwest deal was found by Cheapflights users on 5/21. 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.
Fri 6/53:30 pm
ORF
- HOU
1 stop7h 20m
Southwest
Mon 6/81:30 pm
HOU
- ORF
1 stop7h 30m
Southwest
Deal found 5/21![Southwest logo]()
$389
This United Airlines deal was found by Cheapflights users on 5/17. 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 6/246:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Tue 6/306:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Deal found 5/17![United Airlines logo]()
$484
This Southwest deal was found by Cheapflights users on 5/21. 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.
Mon 6/86:10 pm
ORF
- HOU
2 stops6h 55m
Southwest
Wed 6/109:15 am
HOU
- ORF
1 stop5h 35m
Southwest
Deal found 5/21![Southwest logo]()
$394
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Thu 6/186:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Mon 6/225:20 pm
IAH
- ORF
1 stop6h 37m
United Airlines
Deal found 5/21![United Airlines logo]()
$484
Last-minute flights from Chesapeake to HoustonDiscover last-minute flight deals from Chesapeake to Houston. Data last updated May 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chesapeake to Houston. Data last updated May 22, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 5/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/299:12 pm
ORF
- IAH
1 stop22h 36m
Frontier
Fri 6/57:44 pm
IAH
- ORF
1 stop23h 33m
Frontier
Deal found 5/21![Frontier logo]()
$305
This Southwest deal was found by Cheapflights users on 5/18. 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 6/96:05 am
ORF
- HOU
1 stop8h 10m
Southwest
Tue 6/163:55 pm
HOU
- ORF
1 stop5h 40m
Southwest
Deal found 5/18![Southwest logo]()
$309
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Thu 6/116:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Mon 6/156:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Deal found 5/21![United Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 5/18. 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 6/127:15 pm
ORF
- HOU
1 stop5h 55m
Southwest
Sat 6/131:20 pm
HOU
- ORF
2 stops8h 45m
Southwest
Deal found 5/18![Southwest logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/1512:21 pm
ORF
- IAH
1 stop20h 02m
Frontier
Tue 6/238:02 pm
IAH
- ORF
1 stop14h 24m
Frontier
Deal found 5/18![Frontier logo]()
$312
This Southwest deal was found by Cheapflights users on 5/18. 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 6/157:15 pm
ORF
- HOU
1 stop5h 55m
Southwest
Tue 6/234:30 pm
HOU
- ORF
1 stop7h 15m
Southwest
Deal found 5/18![Southwest logo]()
$319
This CheapOair deal was found by Cheapflights users on 5/18. 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.
Tue 6/167:25 pm
ORF
- IAH
1 stop14h 22m
Frontier
Sun 7/197:24 pm
IAH
- ORF
1 stop24h 15m
Frontier
Deal found 5/18![Frontier logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/1712:21 pm
ORF
- IAH
2 stops24h 51m
Frontier
Wed 6/248:55 pm
IAH
- ORF
1 stop13h 31m
Frontier
Deal found 5/18![Frontier logo]()
$287
This Expedia deal was found by Cheapflights users on 5/18. 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.
Wed 6/1712:21 pm
ORF
- IAH
1 stop11h 27m
Frontier
Thu 6/187:24 pm
IAH
- ORF
1 stop24h 16m
Frontier
Deal found 5/18![Frontier logo]()
$315
This CheapOair deal was found by Cheapflights users on 5/18. 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.
Sun 6/219:35 pm
ORF
- IAH
1 stop12h 12m
Frontier
Sun 7/57:24 pm
IAH
- ORF
1 stop24h 15m
Frontier
Deal found 5/18![Frontier logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/229:35 pm
ORF
- IAH
2 stops34h 48m
Frontier
Fri 6/268:55 pm
IAH
- ORF
1 stop13h 26m
Frontier
Deal found 5/18![Frontier logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/2612:21 pm
ORF
- IAH
1 stop22h 46m
Frontier
Mon 6/299:42 am
IAH
- ORF
2 stops24h 44m
Frontier
Deal found 5/18![Frontier logo]()
$279
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 May 22, 2026.
Search for one-way flight options from Chesapeake to Houston. Find affordable one-way fares based on user searches. Data last updated May 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 6/2312:21 pm
ORF
- IAH
1 stop20h 02m
Frontier
Deal found 5/21![Frontier logo]()
$81
This Super.com deal was found by Cheapflights users on 5/18. 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.
Wed 6/177:35 pm
ORF
- IAH
1 stop14h 12m
Frontier
Deal found 5/18![Frontier logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 5/21. 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.
Wed 6/2412:21 pm
ORF
- IAH
1 stop22h 46m
Frontier
Deal found 5/21![Frontier logo]()
$100
This Super.com deal was found by Cheapflights users on 5/18. 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.
Sat 8/19:35 pm
ORF
- IAH
1 stop12h 10m
Frontier
Deal found 5/18![Frontier logo]()
$112
This Expedia deal was found by Cheapflights users on 5/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/259:35 pm
ORF
- IAH
1 stop12h 10m
Frontier
Deal found 5/17![Frontier logo]()
$115
This Super.com deal was found by Cheapflights users on 5/19. 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 6/212:06 pm
ORF
- IAH
1 stop11h 44m
Frontier
Deal found 5/19![Frontier logo]()
$120
This FlightHub deal was found by Cheapflights users on 5/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:35 pm
ORF
- IAH
1 stop12h 12m
Frontier
Deal found 5/18![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:00 am
ORF
- IAH
2 stops16h 06m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$124
This Trip.com deal was found by Cheapflights users on 5/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1112:21 pm
ORF
- IAH
1 stop11h 27m
Frontier
Deal found 5/21![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 5/21. 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.
Thu 6/1812:21 pm
ORF
- IAH
1 stop11h 27m
Frontier
Deal found 5/21![Frontier logo]()
$127
This Southwest deal was found by Cheapflights users on 5/21. 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.
Wed 6/246:05 am
ORF
- HOU
1 stop8h 10m
Southwest
Deal found 5/21![Southwest logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 7/1612:21 pm
ORF
- HOU
3 stops28h 41m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$157
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 May 22, 2026.
Round-trip from | $278 (CheapOair) |
|---|---|
One-way from | $81 (Kiwi.com) |
Popular in | December |
Cheapest in | November |
Average price | $439 |
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 2,558,603 searches. Data last updated May 22, 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 - HOU
ORFHOU
Norfolk
Mon 7/13
4:30 pm-10:15 pm
1 stop6h 45m
Houston Hobby
Wed 7/15
9:15 am-3:50 pm
1 stop5h 35m
$319
NorfolkHouston
ORF - IAH
ORFIAH
Norfolk
Fri 10/9
5:00 pm-10:04 pm
1 stop6h 04m
Houston George Bush Intcntl
Mon 10/12
5:55 am-12:47 pm
1 stop5h 52m
$329
NorfolkHouston
ORF - IAH
ORFIAH
Norfolk
Fri 10/9
4:27 pm-9:10 pm
1 stop5h 43m
Houston George Bush Intcntl
Sun 10/11
5:55 am-11:33 am
1 stop4h 38m
$329
NorfolkHouston
ORF - HOU
ORFHOU
Norfolk
Fri 10/9
5:30 am-9:26 am
1 stop4h 56m
Houston Hobby
Mon 10/12
6:00 am-12:47 pm
1 stop5h 47m
$329
NorfolkHouston
ORF - HOU
ORFHOU
Norfolk
Fri 6/12
7:15 pm-12:10 am
1 stop5h 55m
Houston Hobby
Sat 6/13
1:20 pm-11:05 pm
2 stops8h 45m
$334
NorfolkHouston
ORF - HOU
ORFHOU
Norfolk
Mon 6/8
6:10 pm-12:05 am
2 stops6h 55m
Houston Hobby
Mon 6/15
8:35 pm-9:25 am
1 stop11h 50m
$340
NorfolkHouston
ORF - HOU
ORFHOU
Norfolk
Wed 6/17
12:40 pm-7:10 pm
1 stop7h 30m
Houston Hobby
Wed 6/24
4:30 pm-12:45 am
1 stop7h 15m
$359
NorfolkHouston
ORF - HOU
ORFHOU
Norfolk
Tue 8/4
8:50 am-3:00 pm
2 stops7h 10m
Houston Hobby
Thu 8/6
5:05 am-1:20 pm
1 stop7h 15m
$364
NorfolkHouston
ORF - HOU
ORFHOU
Norfolk
Wed 6/3
8:40 am-3:50 pm
2 stops8h 10m
Houston Hobby
Fri 6/12
8:40 pm-9:15 am
1 stop11h 35m
$370
NorfolkHouston
ORF - HOU
ORFHOU
Norfolk
Fri 6/5
3:30 pm-9:50 pm
1 stop7h 20m
Houston Hobby
Mon 6/8
1:30 pm-10:00 pm
1 stop7h 30m
$389
Showing 1-10 of 37 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 May 22, 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?
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 May 22, 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.
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Spirit Airlines
Entertainment
7.5
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from 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
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Complete your trip
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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 May 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 7 airlines flying from Chesapeake to Houston
Discover the top 7 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 2,558,603 searches. Data last updated May 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$230 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$95 | Average$232 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$142 | Average$272 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$192 | Average$338 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$198 | Average$371 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$217 | Average$355 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$239 | Average$430 | FlexibilityNo cancel fee | On-time69% |