$104+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — RIC
Jul 9 — Jul 161
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 June 9, 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 June 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Mon 7/66:40 am
CLE
- ORF
1 stop28h 35m
Frontier
Sat 7/1112:16 pm
ORF
- CLE
1 stop8h 36m
Frontier
Deal found 6/8![Frontier logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/215:51 pm
CLE
- ORF
1 stop17h 24m
Frontier
Tue 7/2812:10 pm
ORF
- CLE
1 stop23h 39m
Frontier
Deal found 6/8![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Sun 7/196:40 am
CLE
- ORF
1 stop28h 35m
Frontier
Sun 7/2612:10 pm
ORF
- CLE
1 stop23h 39m
Frontier
Deal found 6/8![Frontier logo]()
$221
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 7/299:47 pm
CLE
- ORF
1 stop22h 52m
Frontier
Sun 8/29:34 pm
ORF
- CLE
1 stop10h 22m
Frontier
Deal found 6/5![Frontier logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Sun 7/195:51 pm
CLE
- ORF
1 stop17h 24m
Frontier
Wed 7/299:34 pm
ORF
- CLE
1 stop10h 22m
Frontier
Deal found 6/7![Frontier logo]()
$227
This Frontier deal was found by Cheapflights users on 6/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/252:29 pm
CLE
- ORF
1 stop6h 32m
Frontier
Wed 8/2612:21 pm
ORF
- CLE
1 stop6h 08m
Frontier
Deal found 6/8![Frontier logo]()
$230
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 7/37:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Sat 7/1112:16 pm
ORF
- CLE
1 stop8h 36m
Frontier
Deal found 6/5![Frontier logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/215:51 pm
CLE
- ORF
1 stop17h 24m
Multiple Airlines
Tue 7/286:12 pm
ORF
- CLE
2 stops20h 24m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/103:46 pm
CLE
- ORF
1 stop19h 35m
Frontier
Mon 7/1312:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/7![Frontier logo]()
$238
This Priceline deal was found by Cheapflights users on 6/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/112:48 pm
CLE
- ORF
1 stop5h 51m
Frontier
Tue 7/149:34 pm
ORF
- CLE
1 stop10h 22m
Frontier
Deal found 6/8![Frontier logo]()
$239
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 June 9, 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 June 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Mon 7/66:40 am
CLE
- ORF
1 stop28h 35m
Frontier
Sat 7/1112:16 pm
ORF
- CLE
1 stop8h 36m
Frontier
Deal found 6/8![Frontier logo]()
$215
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:10 am
CLE
- ORF
2 stops8h 50m
Southwest
Sat 8/229:55 am
ORF
- CLE
2 stops8h 55m
Southwest
Deal found 6/4![Southwest logo]()
$347
This United Airlines deal was found by Cheapflights users on 6/7. 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 7/106:00 am
CLE
- ORF
1 stop3h 39m
United Airlines
Mon 7/1310:45 am
ORF
- CLE
1 stop3h 21m
United Airlines
Deal found 6/7![United Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 6/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/174:00 pm
CLE
- ORF
1 stop6h 52m
Delta
Fri 7/246:40 pm
ORF
- CLE
1 stop5h 03m
Delta
Deal found 6/8![Delta logo]()
$347
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/316:29 am
CLE
- ORF
1 stop4h 00m
American Airlines
Sun 8/28:20 pm
ORF
- CLE
1 stop4h 09m
American Airlines
Deal found 6/4![American Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 6/7. 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 7/106:25 am
CLE
- ORF
2 stops9h 25m
Southwest
Mon 7/136:10 pm
ORF
- CLE
1 stop6h 10m
Southwest
Deal found 6/7![Southwest logo]()
$352
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/94:45 pm
CLE
- ORF
2 stops6h 55m
Southwest
Sun 7/126:15 pm
ORF
- CLE
1 stop5h 40m
Southwest
Deal found 6/4![Southwest logo]()
$352
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/148:50 am
CLE
- ORF
2 stops9h 05m
Southwest
Sat 8/2211:35 am
ORF
- CLE
2 stops7h 15m
Southwest
Deal found 6/4![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 6/7. 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 8/178:50 am
CLE
- ORF
2 stops9h 05m
Southwest
Sat 8/229:55 am
ORF
- CLE
2 stops8h 55m
Southwest
Deal found 6/7![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 6/8. 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 7/316:00 am
CLE
- ORF
2 stops8h 50m
Southwest
Mon 8/34:30 pm
ORF
- CLE
2 stops7h 00m
Southwest
Deal found 6/8![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 6/7. 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 7/310:50 am
CLE
- ORF
1 stop4h 15m
Southwest
Fri 7/34:30 pm
ORF
- CLE
2 stops6h 55m
Southwest
Deal found 6/7![Southwest logo]()
$382
Last-minute flights from Cleveland to ChesapeakeDiscover last-minute flight deals from Cleveland to Chesapeake. Data last updated June 9, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Chesapeake. Data last updated June 9, 2026 and is based on user searches.
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/309:02 am
CLE
- ORF
1 stop9h 38m
Frontier
Tue 7/79:34 pm
ORF
- CLE
1 stop10h 22m
Frontier
Deal found 6/5![Frontier logo]()
$230
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 7/37:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Sat 7/1112:16 pm
ORF
- CLE
1 stop8h 36m
Frontier
Deal found 6/5![Frontier logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Mon 7/66:40 am
CLE
- ORF
1 stop28h 35m
Frontier
Sat 7/1112:16 pm
ORF
- CLE
1 stop8h 36m
Frontier
Deal found 6/8![Frontier logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/103:46 pm
CLE
- ORF
1 stop19h 35m
Frontier
Mon 7/1312:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/7![Frontier logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Sun 7/196:40 am
CLE
- ORF
1 stop28h 35m
Frontier
Sun 7/2612:10 pm
ORF
- CLE
1 stop23h 39m
Frontier
Deal found 6/8![Frontier logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Sun 7/195:51 pm
CLE
- ORF
1 stop17h 24m
Frontier
Wed 7/299:34 pm
ORF
- CLE
1 stop10h 22m
Frontier
Deal found 6/7![Frontier logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/215:51 pm
CLE
- ORF
1 stop17h 24m
Frontier
Tue 7/2812:10 pm
ORF
- CLE
1 stop23h 39m
Frontier
Deal found 6/8![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/215:51 pm
CLE
- ORF
1 stop17h 24m
Multiple Airlines
Tue 7/286:12 pm
ORF
- CLE
2 stops20h 24m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/243:46 pm
CLE
- ORF
1 stop19h 35m
Frontier
Fri 7/3112:10 pm
ORF
- CLE
1 stop23h 39m
Frontier
Deal found 6/9![Frontier logo]()
$224
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 7/299:47 pm
CLE
- ORF
1 stop22h 52m
Frontier
Sun 8/29:34 pm
ORF
- CLE
1 stop10h 22m
Frontier
Deal found 6/5![Frontier logo]()
$226
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 June 9, 2026.
Search for one-way flight options from Cleveland to Chesapeake. Find affordable one-way fares based on user searches. Data last updated June 9, 2026.
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 9/106:24 pm
CLE
- ORF
1 stop28h 19m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$104
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.
Tue 9/89:42 pm
CLE
- ORF
1 stop19h 33m
Frontier
Deal found 6/4![Frontier logo]()
$110
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.
Sat 9/57:24 pm
CLE
- ORF
1 stop16h 02m
Frontier
Deal found 6/4![Frontier logo]()
$111
This Trip.com deal was found by Cheapflights users on 6/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:51 pm
CLE
- ORF
1 stop17h 24m
Frontier
Deal found 6/7![Frontier logo]()
$114
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:10 am
CLE
- ORF
1 stop10h 05m
Frontier
Deal found 6/4![Frontier logo]()
$121
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.
Thu 7/25:51 pm
CLE
- ORF
1 stop17h 35m
Frontier
Deal found 6/5![Frontier logo]()
$122
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/252:48 pm
CLE
- ORF
1 stop5h 51m
Frontier
Deal found 6/4![Frontier logo]()
$124
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.
Tue 9/87:45 am
CLE
- ORF
2 stops9h 47m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$129
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/79:42 pm
CLE
- ORF
1 stop23h 19m
Frontier
Deal found 6/4![Frontier logo]()
$130
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.
Sat 9/57:45 am
CLE
- ORF
2 stops10h 41m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$145
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 June 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $215 (Kiwi.com) |
One-way from | $104 (Kiwi.com) |
Popular in | March |
Cheapest in | August |
Average price | $363 |
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 June 9, 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
Mon 7/6
6:40 am-11:15 am
1 stop28h 35m
Norfolk
Sat 7/11
12:16 pm-8:52 pm
1 stop8h 36m
$215
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 8/15
6:10 am-3:00 pm
2 stops8h 50m
Norfolk
Sat 8/22
9:55 am-6:50 pm
2 stops8h 55m
$347
Quickest round-trip
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 7/10
6:00 am-9:39 am
1 stop3h 39m
Norfolk
Mon 7/13
10:45 am-2:06 pm
1 stop3h 21m
$347
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 7/17
4:00 pm-10:52 pm
1 stop6h 52m
Norfolk
Fri 7/24
6:40 pm-11:43 pm
1 stop5h 03m
$347
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 7/31
6:29 am-10:29 am
1 stop4h 00m
Norfolk
Sun 8/2
8:20 pm-12:29 am
1 stop4h 09m
$347
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 7/10
6:25 am-3:50 pm
2 stops9h 25m
Norfolk
Mon 7/13
6:10 pm-12:20 am
1 stop6h 10m
$352
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Thu 7/9
4:45 pm-11:40 pm
2 stops6h 55m
Norfolk
Sun 7/12
6:15 pm-11:55 pm
1 stop5h 40m
$352
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 8/14
8:50 am-5:55 pm
2 stops9h 05m
Norfolk
Sat 8/22
11:35 am-6:50 pm
2 stops7h 15m
$352
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Mon 8/17
8:50 am-5:55 pm
2 stops9h 05m
Norfolk
Sat 8/22
9:55 am-6:50 pm
2 stops8h 55m
$357
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 7/31
6:00 am-2:50 pm
2 stops8h 50m
Norfolk
Mon 8/3
4:30 pm-11:30 pm
2 stops7h 00m
$357
Showing 1-10 of 22 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 June 9, 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.
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
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Cleveland and Chesapeake flights
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$98 | Average$317 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$141 | Average$372 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$196 | Average$410 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$198 | Average$346 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$239 | Average$376 | FlexibilityNo cancel fee | On-time69% |