$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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — RIC
May 25 — Jun 11
Round-trip
1 adult, Economy
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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 25, 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 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/28:49 pm
CLE
- ORF
1 stop14h 22m
Frontier
Sat 6/1312:06 pm
ORF
- CLE
1 stop6h 23m
Frontier
Deal found 4/20![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Tue 6/912:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 4/20![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:30 am
CLE
- ORF
1 stop27h 41m
Frontier
Sat 5/3012:00 pm
ORF
- CLE
1 stop6h 27m
Frontier
Deal found 4/23![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Mon 5/1812:06 pm
ORF
- CLE
1 stop20h 47m
Frontier
Deal found 4/21![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Mon 6/1512:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 4/21![Frontier logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Thu 6/1812:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 4/22![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/197:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Mon 6/229:35 pm
ORF
- CLE
1 stop10h 22m
Frontier
Deal found 4/23![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:24 pm
CLE
- ORF
1 stop15h 31m
Frontier
Mon 5/189:12 pm
ORF
- CLE
1 stop15h 57m
Frontier
Deal found 4/21![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Fri 6/1212:21 pm
ORF
- CLE
1 stop6h 08m
Frontier
Deal found 4/22![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/133:46 pm
CLE
- ORF
1 stop19h 40m
Frontier
Wed 6/1712:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 4/23![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/57:24 pm
CLE
- ORF
1 stop15h 51m
Frontier
Fri 6/1212:21 pm
ORF
- CLE
1 stop23h 31m
Frontier
Deal found 4/21![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/185:51 pm
CLE
- ORF
1 stop17h 35m
Frontier
Thu 6/2512:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 4/21![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 25, 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 25, 2026.
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:00 pm
CLE
- ORF
1 stop5h 03m
Delta
Tue 6/23:10 pm
ORF
- CLE
1 stop7h 08m
Delta
Deal found 4/22![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:25 am
CLE
- ORF
2 stops8h 05m
Southwest
Sat 8/159:55 am
ORF
- CLE
2 stops10h 25m
Southwest
Deal found 4/21![Southwest logo]()
$261
This United Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:20 pm
CLE
- ORF
2 stops6h 23m
United Airlines
Sun 9/276:15 am
ORF
- CLE
1 stop3h 20m
United Airlines
Deal found 4/20![United Airlines logo]()
$292
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:05 am
CLE
- ORF
2 stops10h 00m
Southwest
Tue 6/910:05 am
ORF
- CLE
2 stops8h 30m
Southwest
Deal found 4/20![Southwest logo]()
$328
This United Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:49 pm
CLE
- ORF
1 stop4h 01m
United Airlines
Thu 5/146:00 am
ORF
- CLE
1 stop7h 19m
United Airlines
Deal found 4/21![United Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:15 am
CLE
- ORF
1 stop4h 14m
Delta
Sun 9/135:50 am
ORF
- CLE
1 stop3h 30m
Delta
Deal found 4/24![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/54:45 pm
CLE
- ORF
2 stops6h 50m
Southwest
Mon 6/83:30 pm
ORF
- CLE
2 stops8h 45m
Southwest
Deal found 4/20![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/137:35 am
CLE
- ORF
1 stop4h 24m
Delta
Sat 6/206:05 am
ORF
- CLE
1 stop3h 37m
Delta
Deal found 4/23![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/134:00 pm
CLE
- ORF
1 stop6h 00m
Southwest
Sun 9/208:20 am
ORF
- CLE
1 stop7h 00m
Southwest
Deal found 4/23![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:05 am
CLE
- ORF
2 stops7h 55m
Southwest
Fri 7/313:30 pm
ORF
- CLE
2 stops7h 55m
Southwest
Deal found 4/23![Southwest logo]()
$357
Last-minute flights from Cleveland to ChesapeakeDiscover last-minute flight deals from Cleveland to Chesapeake. Data last updated April 25, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Chesapeake. Data last updated April 25, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3010:00 pm
CLE
- ORF
1 stop19h 05m
Frontier
Mon 5/46:02 pm
ORF
- CLE
1 stop26h 50m
Frontier
Deal found 4/21![Frontier logo]()
$175
This Frontier deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:50 am
CLE
- ORF
1 stop8h 17m
Frontier
Thu 5/1412:06 pm
ORF
- CLE
1 stop7h 26m
Frontier
Deal found 4/22![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Mon 5/1812:06 pm
ORF
- CLE
1 stop20h 47m
Frontier
Deal found 4/21![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:47 pm
CLE
- ORF
1 stop14h 24m
Multiple Airlines
Mon 5/185:24 pm
ORF
- CLE
2 stops15h 29m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:24 pm
CLE
- ORF
1 stop15h 31m
Frontier
Mon 5/189:12 pm
ORF
- CLE
1 stop15h 57m
Frontier
Deal found 4/21![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/223:46 pm
CLE
- ORF
1 stop19h 29m
Frontier
Mon 5/2512:06 pm
ORF
- CLE
1 stop8h 48m
Frontier
Deal found 4/20![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:30 am
CLE
- ORF
1 stop27h 41m
Frontier
Sat 5/3012:00 pm
ORF
- CLE
1 stop6h 27m
Frontier
Deal found 4/23![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/248:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Sun 5/3112:06 pm
ORF
- CLE
1 stop23h 44m
Frontier
Deal found 4/23![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/318:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Sun 6/712:06 pm
ORF
- CLE
1 stop7h 28m
Frontier
Deal found 4/20![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 25, 2026.
Search for one-way flight options from Cleveland to Chesapeake. Find affordable one-way fares based on user searches. Data last updated April 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/318:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Deal found 4/20![Frontier logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:24 pm
CLE
- ORF
1 stop15h 31m
Frontier
Deal found 4/23![Frontier logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/163:49 pm
CLE
- ORF
1 stop19h 22m
Frontier
Deal found 4/22![Frontier logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/299:57 pm
CLE
- ORF
1 stop20h 52m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:01 pm
CLE
- ORF
1 stop17h 25m
Frontier
Deal found 4/21![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:24 pm
CLE
- ORF
1 stop15h 51m
Frontier
Deal found 4/23![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:57 pm
CLE
- ORF
2 stops37h 14m
Frontier
Deal found 4/23![Frontier logo]()
$109
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:46 pm
CLE
- ORF
1 stop3h 29m
Delta
Deal found 4/21![Delta logo]()
$114
This Trip.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/31:31 pm
CLE
- ORF
1 stop27h 36m
Frontier
Deal found 4/24![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:54 am
CLE
- ORF
2 stops15h 44m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$129
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 25, 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 25, 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
Wed 5/20
1:00 pm-6:03 pm
1 stop5h 03m
Norfolk
Tue 6/2
3:10 pm-10:18 pm
1 stop7h 08m
$239
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 8/12
6:25 am-2:30 pm
2 stops8h 05m
Norfolk
Sat 8/15
9:55 am-8:20 pm
2 stops10h 25m
$261
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 9/23
5:20 pm-11:43 pm
2 stops6h 23m
Norfolk
Sun 9/27
6:15 am-9:35 am
1 stop3h 20m
$292
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 6/6
7:05 am-5:05 pm
2 stops10h 00m
Norfolk
Tue 6/9
10:05 am-6:35 pm
2 stops8h 30m
$328
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 6/5
4:45 pm-11:35 pm
2 stops6h 50m
Norfolk
Mon 6/8
3:30 pm-12:15 am
2 stops8h 45m
$343
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Tue 5/12
7:49 pm-11:50 pm
1 stop4h 01m
Norfolk
Thu 5/14
6:00 am-1:19 pm
1 stop7h 19m
$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
Sat 6/13
7:35 am-11:59 am
1 stop4h 24m
Norfolk
Sat 6/20
6:05 am-9:42 am
1 stop3h 37m
$347
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sun 9/13
4:00 pm-10:00 pm
1 stop6h 00m
Norfolk
Sun 9/20
8:20 am-3:20 pm
1 stop7h 00m
$347
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Tue 7/28
7:05 am-3:00 pm
2 stops7h 55m
Norfolk
Fri 7/31
3:30 pm-11:25 pm
2 stops7h 55m
$357
Showing 1-10 of 21 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 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 25, 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.
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
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Cleveland and Chesapeake flights
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$290 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$308 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$406 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$198 | Average$330 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$239 | Average$366 | FlexibilityNo cancel fee | On-time69% |