$62+ Cheap flights from Cleveland (CLE) 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — RIC
May 11 — May 181
Round-trip
1 adult, Economy
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Find cheap flights from Cleveland to Chesapeake with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Cleveland to Chesapeake
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Cheapest flights from Cleveland to ChesapeakeExplore the most affordable flight options available from Cleveland to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2026.
Explore the most affordable flight options available from Cleveland to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Fri 5/83:49 pm
CLE
- ORF
1 stop19h 06m
Frontier
Wed 5/1312:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/9![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” 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 7/126:01 pm
CLE
- ORF
1 stop17h 25m
Frontier
Sat 7/1812:00 pm
ORF
- CLE
1 stop6h 29m
Frontier
Deal found 4/10![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:55 pm
CLE
- ORF
1 stop13h 22m
Frontier
Thu 5/712:06 pm
ORF
- CLE
1 stop7h 26m
Frontier
Deal found 4/7![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:46 pm
CLE
- ORF
1 stop18h 46m
Frontier
Wed 5/612:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/7![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Tue 5/56:01 pm
CLE
- ORF
1 stop17h 10m
Frontier
Thu 5/712:06 pm
ORF
- CLE
1 stop7h 26m
Frontier
Deal found 4/9![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:55 pm
CLE
- ORF
1 stop13h 22m
Frontier
Mon 5/412:31 pm
ORF
- CLE
1 stop20h 22m
Frontier
Deal found 4/7![Frontier logo]()
$134
This Frontier deal was found by Cheapflights users on 4/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/29:05 pm
CLE
- ORF
1 stop12h 13m
Frontier
Mon 5/46:02 pm
ORF
- CLE
1 stop5h 57m
Frontier
Deal found 4/7![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/78:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Thu 5/1412:06 pm
ORF
- CLE
1 stop7h 26m
Frontier
Deal found 4/9![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 6/165:51 pm
CLE
- ORF
1 stop17h 35m
Frontier
Sat 6/2012:00 pm
ORF
- CLE
1 stop20h 53m
Frontier
Deal found 4/8![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:46 pm
CLE
- ORF
1 stop18h 46m
Frontier
Mon 5/46:02 pm
ORF
- CLE
1 stop19h 07m
Frontier
Deal found 4/7![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” 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 6/185:51 pm
CLE
- ORF
1 stop17h 35m
Frontier
Sat 6/2012:06 pm
ORF
- CLE
1 stop6h 23m
Frontier
Deal found 4/10![Frontier logo]()
$155
Best flights from Cleveland to ChesapeakeDiscover carefully curated flight deals from Cleveland to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 11, 2026.
Discover carefully curated flight deals from Cleveland to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 11, 2026.
This Delta deal was found by Cheapflights users on 4/6. 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.
Sat 6/62:00 pm
CLE
- ORF
1 stop10h 18m
Delta
Sat 6/138:20 am
ORF
- CLE
1 stop11h 15m
Delta
Deal found 4/6![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 4/9. 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.
Wed 7/14:25 pm
CLE
- ORF
1 stop5h 12m
United Airlines
Fri 7/36:00 am
ORF
- CLE
1 stop4h 08m
United Airlines
Deal found 4/9![United Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 4/6. 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.
Sat 5/238:50 am
CLE
- ORF
2 stops9h 20m
Southwest
Sun 5/2412:35 pm
ORF
- CLE
2 stops8h 10m
Southwest
Deal found 4/6![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 4/6. 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.
Tue 5/56:00 am
CLE
- ORF
1 stop4h 24m
Delta
Tue 5/1210:25 am
ORF
- CLE
1 stop4h 59m
Delta
Deal found 4/6![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 4/9. 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.
Sat 5/97:20 am
CLE
- ORF
2 stops8h 05m
Southwest
Fri 5/156:05 am
ORF
- CLE
2 stops10h 15m
Southwest
Deal found 4/9![Southwest logo]()
$341
This Southwest deal was found by Cheapflights users on 4/6. 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.
Sat 5/308:50 am
CLE
- ORF
2 stops10h 30m
Southwest
Thu 6/43:30 pm
ORF
- CLE
2 stops8h 45m
Southwest
Deal found 4/6![Southwest logo]()
$345
This Delta deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am
CLE
- ORF
1 stop4h 19m
Delta
Sat 10/105:50 am
ORF
- CLE
1 stop3h 34m
Delta
Deal found 4/10![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 4/7. 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.
Fri 5/112:55 pm
CLE
- ORF
2 stops9h 05m
Southwest
Wed 5/612:45 pm
ORF
- CLE
2 stops7h 35m
Southwest
Deal found 4/7![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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.
Sun 9/67:15 am
CLE
- ORF
1 stop4h 14m
Delta
Sun 9/135:50 am
ORF
- CLE
1 stop3h 30m
Delta
Deal found 4/11![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 9/231:15 pm
CLE
- ORF
1 stop4h 05m
Southwest
Wed 9/308:05 am
ORF
- CLE
1 stop6h 40m
Southwest
Deal found 4/11![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 4/7. 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.
Thu 9/105:40 am
CLE
- ORF
1 stop3h 50m
Southwest
Thu 9/178:00 am
ORF
- CLE
1 stop7h 10m
Southwest
Deal found 4/7![Southwest logo]()
$347
Last-minute flights from Cleveland to ChesapeakeDiscover last-minute flight deals from Cleveland to Chesapeake. Data last updated April 11, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Chesapeake. Data last updated April 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:55 pm
CLE
- ORF
1 stop13h 22m
Frontier
Thu 5/712:06 pm
ORF
- CLE
1 stop7h 26m
Frontier
Deal found 4/7![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:55 pm
CLE
- ORF
1 stop13h 22m
Frontier
Mon 5/412:31 pm
ORF
- CLE
1 stop20h 22m
Frontier
Deal found 4/7![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:46 pm
CLE
- ORF
1 stop18h 46m
Frontier
Wed 5/612:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/7![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:46 pm
CLE
- ORF
1 stop18h 46m
Frontier
Mon 5/46:02 pm
ORF
- CLE
1 stop19h 07m
Frontier
Deal found 4/7![Frontier logo]()
$154
This Frontier deal was found by Cheapflights users on 4/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/29:05 pm
CLE
- ORF
1 stop12h 13m
Frontier
Mon 5/46:02 pm
ORF
- CLE
1 stop5h 57m
Frontier
Deal found 4/7![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Sat 5/27:00 pm
CLE
- ORF
1 stop15h 37m
Frontier
Sun 5/1012:06 pm
ORF
- CLE
1 stop7h 26m
Frontier
Deal found 4/9![Frontier logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Tue 5/56:01 pm
CLE
- ORF
1 stop17h 10m
Frontier
Thu 5/712:06 pm
ORF
- CLE
1 stop7h 26m
Frontier
Deal found 4/9![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/78:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Thu 5/1412:06 pm
ORF
- CLE
1 stop7h 26m
Frontier
Deal found 4/9![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Fri 5/83:49 pm
CLE
- ORF
1 stop19h 06m
Frontier
Wed 5/1312:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/9![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Sat 5/1611:42 am
ORF
- CLE
1 stop9h 15m
Frontier
Deal found 4/10![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Sat 5/307:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Thu 6/412:06 pm
ORF
- CLE
1 stop7h 28m
Frontier
Deal found 4/9![Frontier logo]()
$124
One-way flights from Cleveland to ChesapeakeSearch for one-way flight options from Cleveland to Chesapeake. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
Search for one-way flight options from Cleveland to Chesapeake. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/67:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Deal found 4/8![Frontier logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/126:01 pm
CLE
- ORF
1 stop17h 10m
Frontier
Deal found 4/8![Frontier logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Wed 5/137:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Deal found 4/6![Frontier logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” 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 4/308:55 pm
CLE
- ORF
1 stop13h 22m
Frontier
Deal found 4/10![Frontier logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:30 am
CLE
- ORF
1 stop27h 41m
Frontier
Deal found 4/7![Frontier logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:01 pm
CLE
- ORF
1 stop17h 10m
Frontier
Deal found 4/10![Frontier logo]()
$95
This Expedia deal was found by Cheapflights users on 4/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:31 pm
CLE
- ORF
1 stop20h 43m
Frontier
Deal found 4/8![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/87:24 pm
CLE
- ORF
1 stop15h 31m
Frontier
Deal found 4/8![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 4/234:31 pm
CLE
- ORF
1 stop24h 33m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$104
Find flight deals from Cleveland to Chesapeake
Keep the following information in mind while searching for Cleveland to Chesapeake flight deals. Data was last updated April 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $121 (Kiwi.com) |
One-way from | $62 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $282 |
Cheapflights Fare Finder
Customize your flight search to find flights from Cleveland to Chesapeake that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 11, 2026.
Use the filters below to find and compare flights from Cleveland to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 6/6
2:00 pm-12:18 am
1 stop10h 18m
Norfolk
Sat 6/13
8:20 am-7:35 pm
1 stop11h 15m
$227
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Tue 5/5
6:00 am-10:24 am
1 stop4h 24m
Norfolk
Tue 5/12
10:25 am-3:24 pm
1 stop4h 59m
$287
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 7/1
4:25 pm-9:37 pm
1 stop5h 12m
Norfolk
Fri 7/3
6:00 am-10:08 am
1 stop4h 08m
$317
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 5/23
8:50 am-6:10 pm
2 stops9h 20m
Norfolk
Sun 5/24
12:35 pm-8:45 pm
2 stops8h 10m
$339
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 5/9
7:20 am-3:25 pm
2 stops8h 05m
Norfolk
Fri 5/15
6:05 am-4:20 pm
2 stops10h 15m
$341
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 5/30
8:50 am-7:20 pm
2 stops10h 30m
Norfolk
Thu 6/4
3:30 pm-12:15 am
2 stops8h 45m
$345
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 10/3
6:00 am-10:19 am
1 stop4h 19m
Norfolk
Sat 10/10
5:50 am-9:24 am
1 stop3h 34m
$347
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 5/1
12:55 pm-10:00 pm
2 stops9h 05m
Norfolk
Wed 5/6
12:45 pm-8:20 pm
2 stops7h 35m
$347
Quickest round-trip
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sun 9/6
7:15 am-11:29 am
1 stop4h 14m
Norfolk
Sun 9/13
5:50 am-9:20 am
1 stop3h 30m
$347
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 9/23
1:15 pm-5:20 pm
1 stop4h 05m
Norfolk
Wed 9/30
8:05 am-2:45 pm
1 stop6h 40m
$347
Showing 1-10 of 20 resultsSorted by cheapest first
Best time to book a flight from Cleveland to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Cleveland with our price prediction graph.
CLE-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 Cleveland to Chesapeake
CLE-C6E
CLE-ORF
How far ahead should I book a flight from Cleveland to Chesapeake?
Use this chart to determine the optimal time to book a round-trip flight from Cleveland to Chesapeake. Price data was last updated on April 9, 2026.
The price you pay for your flight from Cleveland to Chesapeake may vary depending on when you book. For the best chance of a lower fare, look to book 65 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Cleveland to Chesapeake?
Currently, August is the cheapest month in which you can book a flight from Cleveland to Chesapeake (average of $56). Flying from Cleveland to Chesapeake in July is currently the most expensive (average of $118). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Cleveland to Chesapeake?
Reviews of airlines servicing Chesapeake
Get insights into the airlines that provide service to Chesapeake. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chesapeake. Reviews last updated April 11, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Cleveland 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.
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Cleveland 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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Complete your trip
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Cleveland and Chesapeake flights
Browse other Cleveland and Chesapeake flight options. Last updated on April 11, 2026.
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Cleveland to Chesapeake flights
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Top 5 airlines flying from Cleveland to Chesapeake
Discover the top 5 airlines that operate flights from Cleveland to Chesapeake. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$285 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$308 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$405 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$198 | Average$330 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$239 | Average$366 | FlexibilityNo cancel fee | On-time69% |