$97+ 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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — RIC
Jul 7 — Jul 141
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 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 June 7, 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 June 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 7/18:55 pm
IAH
- ORF
1 stop13h 31m
Frontier
Fri 7/312:21 pm
ORF
- IAH
2 stops27h 31m
Frontier
Deal found 6/5![Frontier logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Fri 7/108:02 pm
IAH
- ORF
1 stop14h 19m
Frontier
Mon 7/139:34 pm
ORF
- IAH
2 stops13h 29m
Frontier
Deal found 6/6![Frontier logo]()
$308
This United Airlines deal was found by Cheapflights users on 6/2. 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 7/296:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Mon 8/36:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 6/2![United Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Sun 6/286:30 am
IAH
- ORF
1 stop27h 56m
Frontier
Wed 7/19:35 pm
ORF
- IAH
2 stops34h 48m
Frontier
Deal found 6/6![Frontier logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 6/5. 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.
Fri 7/38:55 pm
IAH
- ORF
1 stop13h 26m
Frontier
Tue 7/79:34 pm
ORF
- IAH
2 stops26h 05m
Frontier
Deal found 6/5![Frontier logo]()
$311
This Delta deal was found by Cheapflights users on 6/6. 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 9/182:25 pm
HOU
- ORF
1 stop4h 37m
Delta
Sun 9/203:00 pm
ORF
- HOU
1 stop8h 35m
Delta
Deal found 6/6![Delta logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 7/68:37 pm
IAH
- ORF
2 stops37h 38m
Frontier
Mon 7/1312:10 pm
ORF
- IAH
1 stop20h 10m
Frontier
Deal found 6/2![Frontier logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Tue 6/238:02 pm
IAH
- ORF
2 stops21h 38m
Frontier
Sat 7/412:06 pm
ORF
- IAH
1 stop11h 42m
Frontier
Deal found 6/6![Frontier logo]()
$313
This Frontier deal was found by Cheapflights users on 6/5. 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.
Mon 7/201:16 pm
IAH
- ORF
1 stop6h 23m
Frontier
Mon 7/2712:10 pm
ORF
- IAH
1 stop11h 29m
Frontier
Deal found 6/5![Frontier logo]()
$314
This United Airlines deal was found by Cheapflights users on 6/2. 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 9/296:25 pm
IAH
- ORF
Nonstop3h 08m
United Airlines
Tue 10/66:15 am
ORF
- IAH
1 stop5h 36m
United Airlines
Deal found 6/2![United Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 7/211:12 am
IAH
- ORF
2 stops23h 07m
Multiple Airlines
Mon 7/1312:10 pm
ORF
- IAH
1 stop20h 10m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$317
This Booking.com deal was found by Cheapflights users on 6/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/137:24 pm
IAH
- ORF
1 stop24h 16m
Frontier
Sat 6/207:25 pm
ORF
- IAH
1 stop14h 22m
Frontier
Deal found 6/6![Frontier logo]()
$318
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 June 7, 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 June 7, 2026.
This Southwest deal was found by Cheapflights users on 6/2. 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 7/144:30 pm
HOU
- ORF
1 stop7h 20m
Southwest
Tue 7/217:00 pm
ORF
- HOU
1 stop5h 40m
Southwest
Deal found 6/2![Southwest logo]()
$329
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Fri 7/176:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Sat 7/256:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 6/6![United Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 6/3. 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 6/2510:09 am
HOU
- ORF
1 stop4h 23m
Delta
Sun 6/285:15 am
ORF
- HOU
1 stop4h 59m
Delta
Deal found 6/3![Delta logo]()
$444
This Southwest deal was found by Cheapflights users on 6/3. 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 7/223:55 pm
HOU
- ORF
1 stop5h 45m
Southwest
Sun 7/268:05 pm
ORF
- HOU
1 stop5h 50m
Southwest
Deal found 6/3![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 6/3. 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 7/58:35 pm
HOU
- ORF
1 stop11h 45m
Southwest
Sat 7/114:50 pm
ORF
- HOU
1 stop7h 35m
Southwest
Deal found 6/3![Southwest logo]()
$334
This United Airlines deal was found by Cheapflights users on 6/3. 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 7/96:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Mon 7/136:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 6/3![United Airlines logo]()
$400
This Southwest deal was found by Cheapflights users on 6/3. 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 7/93:35 pm
HOU
- ORF
2 stops7h 05m
Southwest
Mon 7/136:10 pm
ORF
- HOU
2 stops7h 00m
Southwest
Deal found 6/3![Southwest logo]()
$339
This United Airlines deal was found by Cheapflights users on 6/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Fri 7/35:44 pm
ORF
- IAH
1 stop6h 59m
United Airlines
Deal found 6/5![United Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 6/6. 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.
Fri 7/104:35 pm
HOU
- ORF
1 stop5h 55m
Southwest
Mon 7/137:15 pm
ORF
- HOU
1 stop6h 00m
Southwest
Deal found 6/6![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 6/6. 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 6/238:15 am
HOU
- ORF
1 stop5h 45m
Southwest
Sat 7/47:10 am
ORF
- HOU
1 stop6h 05m
Southwest
Deal found 6/6![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 6/3. 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 12/16:15 pm
IAH
- ORF
Nonstop3h 00m
United Airlines
Sun 12/208:00 pm
ORF
- IAH
1 stop5h 52m
United Airlines
Deal found 6/3![United Airlines logo]()
$485
This Southwest deal was found by Cheapflights users on 6/6. 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 9/311:30 am
HOU
- ORF
2 stops9h 05m
Southwest
Sun 9/66:45 am
ORF
- HOU
2 stops8h 05m
Southwest
Deal found 6/6![Southwest logo]()
$404
This United Airlines deal was found by Cheapflights users on 6/2. 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 6/172:31 pm
IAH
- ORF
1 stop8h 13m
United Airlines
Sat 6/206:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 6/2![United Airlines logo]()
$524
This Southwest deal was found by Cheapflights users on 6/3. 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 7/39:05 am
HOU
- ORF
1 stop4h 45m
Southwest
Fri 7/37:15 pm
ORF
- HOU
1 stop5h 55m
Southwest
Deal found 6/3![Southwest logo]()
$414
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Fri 7/106:30 am
IAH
- ORF
1 stop7h 48m
United Airlines
Mon 7/136:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 6/6![United Airlines logo]()
$538
This Southwest deal was found by Cheapflights users on 6/3. 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 7/128:15 am
HOU
- ORF
2 stops14h 40m
Southwest
Thu 7/166:10 pm
ORF
- HOU
2 stops7h 00m
Southwest
Deal found 6/3![Southwest logo]()
$449
This United Airlines deal was found by Cheapflights users on 6/2. 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 7/1512:00 pm
IAH
- ORF
1 stop8h 42m
United Airlines
Sun 7/196:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 6/2![United Airlines logo]()
$549
This United Airlines deal was found by Cheapflights users on 6/4. 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 6/256:10 am
IAH
- ORF
1 stop8h 33m
United Airlines
Sun 6/286:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 6/4![United Airlines logo]()
$554
This United Airlines deal was found by Cheapflights users on 6/4. 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.
Fri 6/266:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Sun 7/56:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 6/4![United Airlines logo]()
$613
This United Airlines deal was found by Cheapflights users on 6/4. 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 9/246:25 pm
IAH
- ORF
Nonstop3h 08m
United Airlines
Mon 9/286:10 am
ORF
- IAH
Nonstop3h 22m
United Airlines
Deal found 6/4![United Airlines logo]()
$629
Last-minute flights from Houston to ChesapeakeDiscover last-minute flight deals from Houston to Chesapeake. Data last updated June 7, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Chesapeake. Data last updated June 7, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 6/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/137:24 pm
IAH
- ORF
1 stop24h 16m
Frontier
Sat 6/207:25 pm
ORF
- IAH
1 stop14h 22m
Frontier
Deal found 6/6![Frontier logo]()
$318
This Super.com deal was found by Cheapflights users on 6/3. 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 6/227:24 pm
IAH
- ORF
1 stop22h 16m
Frontier
Sun 6/289:35 pm
ORF
- IAH
1 stop12h 12m
Frontier
Deal found 6/3![Frontier logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Tue 6/238:02 pm
IAH
- ORF
2 stops21h 38m
Frontier
Sat 7/412:06 pm
ORF
- IAH
1 stop11h 42m
Frontier
Deal found 6/6![Frontier logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Sun 6/286:30 am
IAH
- ORF
1 stop27h 56m
Frontier
Wed 7/19:35 pm
ORF
- IAH
2 stops34h 48m
Frontier
Deal found 6/6![Frontier logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 7/18:55 pm
IAH
- ORF
1 stop13h 31m
Frontier
Fri 7/312:21 pm
ORF
- IAH
2 stops27h 31m
Frontier
Deal found 6/5![Frontier logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 7/211:12 am
IAH
- ORF
2 stops23h 07m
Multiple Airlines
Mon 7/1312:10 pm
ORF
- IAH
1 stop20h 10m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 6/5. 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.
Fri 7/38:55 pm
IAH
- ORF
1 stop13h 26m
Frontier
Tue 7/79:34 pm
ORF
- IAH
2 stops26h 05m
Frontier
Deal found 6/5![Frontier logo]()
$311
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Sat 7/46:24 pm
IAH
- ORF
Nonstop3h 07m
United Airlines
Sat 7/116:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 6/6![United Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 7/68:37 pm
IAH
- ORF
2 stops37h 38m
Frontier
Mon 7/1312:10 pm
ORF
- IAH
1 stop20h 10m
Frontier
Deal found 6/2![Frontier logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Fri 7/108:02 pm
IAH
- ORF
1 stop14h 19m
Frontier
Mon 7/139:34 pm
ORF
- IAH
2 stops13h 29m
Frontier
Deal found 6/6![Frontier logo]()
$308
This Frontier deal was found by Cheapflights users on 6/5. 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.
Mon 7/201:16 pm
IAH
- ORF
1 stop6h 23m
Frontier
Mon 7/2712:10 pm
ORF
- IAH
1 stop11h 29m
Frontier
Deal found 6/5![Frontier logo]()
$314
This United Airlines deal was found by Cheapflights users on 6/2. 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 7/296:24 pm
IAH
- ORF
Nonstop3h 06m
United Airlines
Mon 8/36:15 am
ORF
- IAH
Nonstop3h 05m
United Airlines
Deal found 6/2![United Airlines logo]()
$309
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 June 7, 2026.
Search for one-way flight options from Houston to Chesapeake. Find affordable one-way fares based on user searches. Data last updated June 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/5. 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.
Sat 7/118:02 pm
IAH
- ORF
1 stop14h 13m
Frontier
Deal found 6/5![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/78:02 pm
IAH
- ORF
1 stop14h 13m
Frontier
Deal found 6/3![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 6/2411:12 am
IAH
- ORF
1 stop23h 14m
Frontier
Deal found 6/2![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 6/238:02 pm
IAH
- ORF
1 stop14h 24m
Frontier
Deal found 6/2![Frontier logo]()
$108
This Frontier deal was found by Cheapflights users on 6/2. 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.
Wed 7/291:29 pm
IAH
- ORF
1 stop6h 10m
Frontier
Deal found 6/2![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:30 am
IAH
- ORF
1 stop27h 56m
Frontier
Deal found 6/4![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 7/248:02 pm
IAH
- ORF
1 stop14h 19m
Frontier
Deal found 6/2![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/58:50 am
IAH
- ORF
1 stop25h 25m
Frontier
Deal found 6/3![Frontier logo]()
$129
This Super.com deal was found by Cheapflights users on 6/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:24 pm
IAH
- ORF
1 stop24h 16m
Frontier
Deal found 6/5![Frontier logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 7/68:02 pm
IAH
- ORF
1 stop14h 13m
Frontier
Deal found 6/6![Frontier logo]()
$138
This Southwest deal was found by Cheapflights users on 6/3. 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 7/710:20 am
HOU
- ORF
1 stop4h 30m
Southwest
Deal found 6/3![Southwest logo]()
$165
This Southwest deal was found by Cheapflights users on 6/5. 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.
Sat 7/117:05 am
HOU
- ORF
1 stop7h 10m
Southwest
Deal found 6/5![Southwest logo]()
$195
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 June 7, 2026.
Round-trip from | $307 (Kiwi.com) |
|---|---|
One-way from | $97 (Kiwi.com) |
Popular in | April |
Cheapest in | August |
Average price | $378 |
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 June 7, 2026.
Use the filters below to find and compare flights from Houston to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Tue 7/14
4:30 pm-12:50 am
1 stop7h 20m
Norfolk
Tue 7/21
7:00 pm-11:40 pm
1 stop5h 40m
$329
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Wed 7/22
3:55 pm-10:40 pm
1 stop5h 45m
Norfolk
Sun 7/26
8:05 pm-12:55 am
1 stop5h 50m
$329
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Sun 7/5
8:35 pm-9:20 am
1 stop11h 45m
Norfolk
Sat 7/11
4:50 pm-11:25 pm
1 stop7h 35m
$334
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Thu 7/9
3:35 pm-11:40 pm
2 stops7h 05m
Norfolk
Mon 7/13
6:10 pm-12:10 am
2 stops7h 00m
$339
Quickest round-trip
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Fri 7/17
6:24 pm-10:30 pm
Nonstop3h 06m
Norfolk
Sat 7/25
6:15 am-8:20 am
Nonstop3h 05m
$353
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Fri 7/10
4:35 pm-11:30 pm
1 stop5h 55m
Norfolk
Mon 7/13
7:15 pm-12:15 am
1 stop6h 00m
$369
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Tue 6/23
8:15 am-3:00 pm
1 stop5h 45m
Norfolk
Sat 7/4
7:10 am-12:15 pm
1 stop6h 05m
$369
HoustonNorfolk
IAH - ORF
IAHORF
Houston George Bush Intcntl
Thu 7/9
6:24 pm-10:30 pm
Nonstop3h 06m
Norfolk
Mon 7/13
6:15 am-8:20 am
Nonstop3h 05m
$400
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Thu 9/3
11:30 am-9:35 pm
2 stops9h 05m
Norfolk
Sun 9/6
6:45 am-1:50 pm
2 stops8h 05m
$404
HoustonNorfolk
HOU - ORF
HOUORF
Houston Hobby
Fri 7/3
9:05 am-2:50 pm
1 stop4h 45m
Norfolk
Fri 7/3
7:15 pm-12:10 am
1 stop5h 55m
$414
Showing 1-10 of 37 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 June 7, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 17% on flights from Houston to Chesapeake by exploring options for tickets in the 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 June 7, 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.
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 June 7, 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 June 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$144 | Average$202 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$194 | Average$377 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$204 | Average$414 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$226 | Average$343 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$229 | Average$427 | FlexibilityNo cancel fee | On-time69% |