$78+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — RIC
Aug 8 — Aug 151
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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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 July 9, 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 July 9, 2026.
This Frontier deal was found by Cheapflights users on 7/6. 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.
Fri 7/311:16 pm
IAH
- ORF
1 stop6h 23m
Frontier
Mon 8/39:34 pm
ORF
- IAH
1 stop12h 11m
Frontier
Deal found 7/6![Frontier logo]()
$319
This Frontier deal was found by Cheapflights users on 7/5. 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 7/161:16 pm
IAH
- ORF
1 stop6h 23m
Frontier
Sun 7/269:34 pm
ORF
- IAH
1 stop12h 11m
Frontier
Deal found 7/5![Frontier logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 10/268:36 am
IAH
- ORF
2 stops26h 23m
Multiple Airlines
Fri 10/306:10 pm
ORF
- IAH
1 stop17h 30m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$321
This Frontier deal was found by Cheapflights users on 7/4. 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 7/231:16 pm
IAH
- ORF
1 stop6h 23m
Frontier
Mon 7/2712:10 pm
ORF
- IAH
1 stop11h 29m
Frontier
Deal found 7/4![Frontier logo]()
$324
This Delta deal was found by Cheapflights users on 7/6. 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 7/296:00 am
HOU
- ORF
1 stop4h 28m
Delta
Tue 8/47:50 am
ORF
- HOU
1 stop5h 26m
Delta
Deal found 7/6![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 7/6. 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 9/242:00 pm
IAH
- ORF
1 stop7h 21m
Delta
Mon 9/2812:50 pm
ORF
- IAH
1 stop5h 55m
Delta
Deal found 7/6![Delta logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 9/174:39 pm
IAH
- ORF
1 stop23h 36m
Frontier
Mon 9/216:10 pm
ORF
- IAH
2 stops21h 55m
Frontier
Deal found 7/5![Frontier logo]()
$330
This Super.com deal was found by Cheapflights users on 7/7. 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.
Mon 7/137:23 pm
IAH
- ORF
1 stop24h 16m
Frontier
Mon 7/209:34 pm
ORF
- IAH
1 stop21h 51m
Frontier
Deal found 7/7![Frontier logo]()
$331
This Southwest deal was found by Cheapflights users on 7/7. 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 8/157:10 am
HOU
- ORF
2 stops8h 45m
Southwest
Sat 8/2211:35 am
ORF
- HOU
2 stops9h 15m
Southwest
Deal found 7/7![Southwest logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 7/228:20 am
IAH
- ORF
2 stops9h 06m
Multiple Airlines
Fri 7/249:34 pm
ORF
- IAH
1 stop12h 11m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 7/7. 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 7/282:00 pm
HOU
- ORF
2 stops7h 40m
Southwest
Thu 7/307:15 pm
ORF
- HOU
1 stop6h 00m
Southwest
Deal found 7/7![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 7/7. 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 8/1010:00 am
HOU
- ORF
2 stops6h 55m
Southwest
Fri 8/146:00 am
ORF
- HOU
2 stops9h 00m
Southwest
Deal found 7/7![Southwest logo]()
$336
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 July 9, 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 July 9, 2026.
This Delta deal was found by Cheapflights users on 7/5. 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 7/296:00 am
HOU
- ORF
1 stop4h 28m
Delta
Tue 8/47:50 am
ORF
- HOU
1 stop5h 26m
Delta
Deal found 7/5![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 7/5. 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 9/26:00 am
HOU
- ORF
2 stops7h 30m
Southwest
Wed 9/98:05 am
ORF
- HOU
2 stops8h 05m
Southwest
Deal found 7/5![Southwest logo]()
$339
This United Airlines deal was found by Cheapflights users on 7/4. 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 7/256:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Sun 7/266:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 7/4![United Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 7/6. 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 8/286:00 am
HOU
- ORF
1 stop4h 39m
Delta
Mon 8/3110:20 am
ORF
- HOU
1 stop7h 05m
Delta
Deal found 7/6![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 7/6. 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 8/2010:00 am
HOU
- ORF
2 stops6h 55m
Southwest
Thu 8/271:05 pm
ORF
- HOU
2 stops7h 55m
Southwest
Deal found 7/6![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 7/7. 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 10/228:05 am
IAH
- ORF
1 stop5h 03m
Delta
Sun 10/257:15 pm
ORF
- IAH
1 stop5h 42m
Delta
Deal found 7/7![Delta logo]()
$329
This United Airlines deal was found by Cheapflights users on 7/6. 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 7/236:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Sun 7/266:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 7/6![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 7/6. 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 9/242:00 pm
IAH
- ORF
1 stop7h 21m
Delta
Mon 9/2812:50 pm
ORF
- IAH
1 stop5h 55m
Delta
Deal found 7/6![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 7/8. 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 7/288:15 am
HOU
- ORF
1 stop5h 45m
Southwest
Fri 7/316:10 pm
ORF
- HOU
2 stops7h 00m
Southwest
Deal found 7/8![Southwest logo]()
$394
This United Airlines deal was found by Cheapflights users on 7/8. 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 8/26:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Thu 8/136:10 am
ORF
- IAH
Nonstop3h 24m
United Airlines
Deal found 7/8![United Airlines logo]()
$394
This Southwest deal was found by Cheapflights users on 7/8. 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 7/2911:20 am
HOU
- ORF
2 stops10h 20m
Southwest
Fri 7/316:10 pm
ORF
- HOU
2 stops7h 00m
Southwest
Deal found 7/8![Southwest logo]()
$399
This United Airlines deal was found by Cheapflights users on 7/9. 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 8/66:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Thu 8/137:59 pm
ORF
- IAH
1 stop5h 46m
United Airlines
Deal found 7/9![United Airlines logo]()
$405
This United Airlines deal was found by Cheapflights users on 7/8. 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 7/297:20 am
IAH
- ORF
1 stop8h 43m
United Airlines
Tue 8/46:10 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 7/8![United Airlines logo]()
$409
This Southwest deal was found by Cheapflights users on 7/8. 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 7/285:25 am
HOU
- ORF
1 stop5h 35m
Southwest
Sat 8/15:40 pm
ORF
- HOU
1 stop7h 30m
Southwest
Deal found 7/8![Southwest logo]()
$414
This Delta deal was found by Cheapflights users on 7/4. 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 7/316:00 am
HOU
- ORF
1 stop4h 28m
Delta
Mon 8/36:14 pm
ORF
- HOU
1 stop4h 51m
Delta
Deal found 7/4![Delta logo]()
$424
This United Airlines deal was found by Cheapflights users on 7/4. 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 7/236:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Mon 7/276:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 7/4![United Airlines logo]()
$429
This Southwest deal was found by Cheapflights users on 7/8. 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 7/269:20 pm
HOU
- ORF
1 stop12h 25m
Southwest
Mon 7/276:10 pm
ORF
- HOU
1 stop5h 05m
Southwest
Deal found 7/8![Southwest logo]()
$449
This United Airlines deal was found by Cheapflights users on 7/8. 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 9/176:15 am
IAH
- ORF
1 stop7h 58m
United Airlines
Sun 9/276:00 am
ORF
- IAH
Nonstop3h 22m
United Airlines
Deal found 7/8![United Airlines logo]()
$445
This Southwest deal was found by Cheapflights users on 7/6. 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 7/2911:20 am
HOU
- ORF
2 stops10h 20m
Southwest
Sun 8/26:15 pm
ORF
- HOU
2 stops6h 55m
Southwest
Deal found 7/6![Southwest logo]()
$454
Last-minute flights from Houston to ChesapeakeDiscover last-minute flight deals from Houston to Chesapeake. Data last updated July 9, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Chesapeake. Data last updated July 9, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 7/7. 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.
Mon 7/137:23 pm
IAH
- ORF
1 stop24h 16m
Frontier
Mon 7/209:34 pm
ORF
- IAH
1 stop21h 51m
Frontier
Deal found 7/7![Frontier logo]()
$331
This Frontier deal was found by Cheapflights users on 7/5. 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 7/161:16 pm
IAH
- ORF
1 stop6h 23m
Frontier
Sun 7/269:34 pm
ORF
- IAH
1 stop12h 11m
Frontier
Deal found 7/5![Frontier logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 7/228:20 am
IAH
- ORF
2 stops9h 06m
Multiple Airlines
Fri 7/249:34 pm
ORF
- IAH
1 stop12h 11m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$333
This Frontier deal was found by Cheapflights users on 7/4. 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 7/231:16 pm
IAH
- ORF
1 stop6h 23m
Frontier
Mon 7/2712:10 pm
ORF
- IAH
1 stop11h 29m
Frontier
Deal found 7/4![Frontier logo]()
$324
This Southwest deal was found by Cheapflights users on 7/7. 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 7/282:00 pm
HOU
- ORF
2 stops7h 40m
Southwest
Thu 7/307:15 pm
ORF
- HOU
1 stop6h 00m
Southwest
Deal found 7/7![Southwest logo]()
$334
This United Airlines deal was found by Cheapflights users on 7/7. 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 7/284:35 pm
IAH
- ORF
1 stop6h 09m
United Airlines
Fri 8/76:10 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 7/7![United Airlines logo]()
$338
This Delta deal was found by Cheapflights users on 7/6. 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 7/296:00 am
HOU
- ORF
1 stop4h 28m
Delta
Tue 8/47:50 am
ORF
- HOU
1 stop5h 26m
Delta
Deal found 7/6![Delta logo]()
$329
This Frontier deal was found by Cheapflights users on 7/6. 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.
Fri 7/311:16 pm
IAH
- ORF
1 stop6h 23m
Frontier
Mon 8/39:34 pm
ORF
- IAH
1 stop12h 11m
Frontier
Deal found 7/6![Frontier logo]()
$319
This United Airlines deal was found by Cheapflights users on 7/7. 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 7/316:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Fri 8/146:15 am
ORF
- IAH
1 stop8h 03m
United Airlines
Deal found 7/7![United Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 7/5. 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 8/512:30 pm
HOU
- ORF
2 stops7h 20m
Southwest
Fri 8/141:55 pm
ORF
- HOU
2 stops7h 00m
Southwest
Deal found 7/5![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 7/7. 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 8/1010:00 am
HOU
- ORF
2 stops6h 55m
Southwest
Fri 8/146:00 am
ORF
- HOU
2 stops9h 00m
Southwest
Deal found 7/7![Southwest logo]()
$336
This Southwest deal was found by Cheapflights users on 7/7. 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 8/157:10 am
HOU
- ORF
2 stops8h 45m
Southwest
Sat 8/2211:35 am
ORF
- HOU
2 stops9h 15m
Southwest
Deal found 7/7![Southwest logo]()
$332
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 July 9, 2026.
Search for one-way flight options from Houston to Chesapeake. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/48:02 pm
IAH
- ORF
1 stop14h 13m
Frontier
Deal found 7/8![Frontier logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/58:02 pm
IAH
- ORF
1 stop14h 13m
Frontier
Deal found 7/8![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/2811:32 am
IAH
- ORF
1 stop23h 53m
Frontier
Deal found 7/8![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 7/288:02 pm
IAH
- ORF
1 stop14h 13m
Frontier
Deal found 7/8![Frontier logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/2011:32 am
IAH
- ORF
1 stop23h 53m
Frontier
Deal found 7/8![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/612:16 pm
IAH
- ORF
1 stop21h 59m
Frontier
Deal found 7/8![Frontier logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 10/158:44 pm
IAH
- ORF
1 stop14h 18m
Frontier
Deal found 7/9![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 9/44:32 pm
IAH
- ORF
1 stop18h 53m
Frontier
Deal found 7/8![Frontier logo]()
$100
This Southwest deal was found by Cheapflights users on 7/9. 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 10/153:50 pm
HOU
- ORF
1 stop4h 35m
Southwest
Deal found 7/9![Southwest logo]()
$109
This Southwest deal was found by Cheapflights users on 7/6. 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 8/46:00 am
HOU
- ORF
2 stops7h 30m
Southwest
Deal found 7/6![Southwest logo]()
$114
This Southwest deal was found by Cheapflights users on 7/7. 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 9/215:05 am
HOU
- ORF
1 stop7h 15m
Southwest
Deal found 7/7![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 7/8. 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 8/2810:05 am
HOU
- ORF
1 stop6h 50m
Southwest
Deal found 7/8![Southwest logo]()
$137
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 July 9, 2026.
Round-trip from | $319 (United Airlines) |
|---|---|
One-way from | $78 (Kiwi.com) |
Popular in | April |
Cheapest in | August |
Average price | $408 |
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 July 9, 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
Wed 7/29
6:00 am-11:28 am
1 stop4h 28m
Norfolk
Tue 8/4
7:50 am-12:16 pm
1 stop5h 26m
$329
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Fri 8/28
6:00 am-11:39 am
1 stop4h 39m
Norfolk
Mon 8/31
10:20 am-4:25 pm
1 stop7h 05m
$329
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Thu 10/22
8:05 am-2:08 pm
1 stop5h 03m
Norfolk
Sun 10/25
7:15 pm-11:57 pm
1 stop5h 42m
$329
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Thu 9/24
2:00 pm-10:21 pm
1 stop7h 21m
Norfolk
Mon 9/28
12:50 pm-5:45 pm
1 stop5h 55m
$329
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Wed 9/2
6:00 am-2:30 pm
2 stops7h 30m
Norfolk
Wed 9/9
8:05 am-3:10 pm
2 stops8h 05m
$339
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Thu 8/20
10:00 am-5:55 pm
2 stops6h 55m
Norfolk
Thu 8/27
1:05 pm-8:00 pm
2 stops7h 55m
$339
Quickest round-trip
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Sat 7/25
6:24 pm-10:30 pm
Nonstop3h 06m
Norfolk
Sun 7/26
6:15 am-8:20 am
Nonstop3h 05m
$340
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Thu 7/23
6:24 pm-10:30 pm
Nonstop3h 06m
Norfolk
Sun 7/26
6:15 am-8:20 am
Nonstop3h 05m
$382
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Tue 7/28
8:15 am-3:00 pm
1 stop5h 45m
Norfolk
Fri 7/31
6:10 pm-12:10 am
2 stops7h 00m
$394
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Sun 8/2
6:24 pm-10:30 pm
Nonstop3h 06m
Norfolk
Thu 8/13
6:10 am-8:34 am
Nonstop3h 24m
$394
Showing 1-10 of 39 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
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 July 9, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 16% on flights from Houston to Chesapeake by exploring options for tickets in the afternoon.
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 July 9, 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
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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
Complete your trip to Chesapeake by adding a car rental and/or hotel reservation to your travel itinerary.
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 July 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Houston to Chesapeake
Discover the top 5 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 July 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$144 | Average$198 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$194 | Average$390 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$204 | Average$410 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$226 | Average$343 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$229 | Average$431 | FlexibilityNo cancel fee | On-time69% |