$70+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — RIC
Sep 10 — Sep 171
Round-trip
1 adult, Economy
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Find cheap flights from Cleveland to Chesapeake with Cheapflights
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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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Best
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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 August 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 August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Sat 8/295:15 pm -
1 stop19h 10m
Mon 8/311:20 pm -
1 stop9h 11m
Deal found 8/6![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Sat 9/56:45 am -
1 stop5h 40m
Sat 9/124:45 pm -
1 stop19h 19m
Deal found 8/8![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/305:15 pm -
1 stop19h 10m
Wed 9/21:20 pm -
1 stop9h 11m
Deal found 8/7![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sat 8/295:15 pm -
1 stop19h 10m
Wed 9/21:20 pm -
1 stop9h 11m
Deal found 8/7![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sat 9/127:00 am -
1 stop8h 50m
Thu 9/171:18 pm -
1 stop22h 46m
Deal found 8/10![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sat 9/127:00 am -
1 stop8h 50m
Sun 9/131:18 pm -
1 stop7h 34m
Deal found 8/10![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 10/96:15 am -
1 stop5h 47m
Fri 10/1612:57 pm -
1 stop7h 40m
Deal found 8/9![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Fri 10/236:15 am -
1 stop5h 47m
Sun 10/2512:57 pm -
1 stop7h 40m
Deal found 8/10![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/86:45 am -
1 stop5h 40m
Tue 9/151:18 pm -
1 stop7h 34m
Deal found 8/6![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/86:45 am -
1 stop5h 40m
Sun 9/131:18 pm -
1 stop7h 34m
Deal found 8/6![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/137:00 am -
1 stop5h 29m
Tue 9/151:18 pm -
1 stop7h 34m
Deal found 8/10![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/286:45 am -
1 stop5h 40m
Sat 8/291:20 pm -
1 stop9h 11m
Deal found 8/7![Frontier logo]()
$152
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 August 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 August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:00 am -
1 stop5h 29m
Wed 9/307:43 pm -
1 stop13h 24m
Deal found 8/11![Frontier logo]()
$164
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:55 pm -
2 stops7h 05m
Wed 9/306:15 am -
2 stops8h 30m
Deal found 8/10![Southwest logo]()
$243
This Delta deal was found by Cheapflights users on 8/10. 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.
Wed 9/98:10 am -
1 stop6h 01m
Fri 9/186:00 am -
1 stop3h 26m
Deal found 8/10![Delta logo]()
$264
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/106:00 am -
1 stop3h 35m
Thu 1/146:00 am -
1 stop4h 58m
Deal found 8/10![United Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 8/10. 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.
Sun 12/137:35 pm -
1 stop4h 58m
Thu 12/1711:00 am -
1 stop5h 07m
Deal found 8/10![Delta logo]()
$295
This United Airlines deal was found by Cheapflights users on 8/6. 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 9/115:20 pm -
2 stops6h 23m
Wed 9/166:02 am -
1 stop4h 37m
Deal found 8/6![United Airlines logo]()
$296
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:55 pm -
2 stops7h 05m
Thu 10/17:45 am -
2 stops9h 25m
Deal found 8/10![Southwest logo]()
$305
This Delta deal was found by Cheapflights users on 8/10. 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 9/126:00 am -
1 stop4h 42m
Sat 9/123:16 pm -
1 stop5h 53m
Deal found 8/10![Delta logo]()
$295
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:10 am -
2 stops9h 00m
Thu 10/227:45 am -
2 stops9h 25m
Deal found 8/7![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 8/6. 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.
Mon 9/141:15 pm -
2 stops8h 25m
Wed 9/1612:40 pm -
2 stops7h 45m
Deal found 8/6![Southwest logo]()
$350
This Delta deal was found by Cheapflights users on 8/8. 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.
Mon 9/147:05 am -
1 stop7h 01m
Mon 9/147:19 pm -
1 stop5h 20m
Deal found 8/8![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 8/8. 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 9/117:20 am -
2 stops10h 35m
Wed 9/1612:40 pm -
2 stops8h 25m
Deal found 8/8![Southwest logo]()
$358
Last-minute flights from Cleveland to ChesapeakeDiscover last-minute flight deals from Cleveland to Chesapeake. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Chesapeake. Data last updated August 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/276:45 am -
1 stop5h 40m
Sat 8/291:20 pm -
1 stop9h 11m
Deal found 8/7![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/285:15 pm -
1 stop19h 10m
Tue 9/11:20 pm -
1 stop9h 11m
Deal found 8/7![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/286:45 am -
1 stop5h 40m
Sat 8/291:20 pm -
1 stop9h 11m
Deal found 8/7![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Sat 8/295:15 pm -
1 stop19h 10m
Mon 8/311:20 pm -
1 stop9h 11m
Deal found 8/6![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sat 8/295:15 pm -
1 stop19h 10m
Wed 9/21:20 pm -
1 stop9h 11m
Deal found 8/7![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/305:15 pm -
1 stop19h 10m
Wed 9/21:20 pm -
1 stop9h 11m
Deal found 8/7![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Sat 9/56:45 am -
1 stop5h 40m
Sat 9/124:45 pm -
1 stop19h 19m
Deal found 8/8![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/86:45 am -
1 stop5h 40m
Tue 9/151:18 pm -
1 stop7h 34m
Deal found 8/6![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/86:45 am -
1 stop5h 40m
Sun 9/131:18 pm -
1 stop7h 34m
Deal found 8/6![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sat 9/127:00 am -
1 stop8h 50m
Thu 9/171:18 pm -
1 stop22h 46m
Deal found 8/10![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sat 9/127:00 am -
1 stop8h 50m
Sun 9/131:18 pm -
1 stop7h 34m
Deal found 8/10![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/137:00 am -
1 stop5h 29m
Tue 9/151:18 pm -
1 stop7h 34m
Deal found 8/10![Frontier logo]()
$151
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 August 11, 2026.
Search for one-way flight options from Cleveland to Chesapeake. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Trip.com deal was found by Cheapflights users on 8/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:15 pm -
1 stop19h 10m
Deal found 8/6![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 8/9. 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.
Sun 10/113:40 pm -
1 stop20h 22m
Deal found 8/9![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/177:00 am -
1 stop5h 29m
Deal found 8/10![Frontier logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 8/9. 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.
Wed 9/26:45 am -
1 stop5h 40m
Deal found 8/9![Frontier logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:45 am -
1 stop5h 40m
Deal found 8/8![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Mon 8/316:45 am -
1 stop5h 40m
Deal found 8/10![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/46:45 am -
1 stop29h 40m
Deal found 8/6![Frontier logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 8/306:32 pm -
2 stops17h 53m
Deal found 8/8![Frontier logo]()
$105
This Expedia deal was found by Cheapflights users on 8/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 am -
1 stop10h 11m
Deal found 8/6![Frontier logo]()
$106
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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $138 (Kiwi.com) |
One-way from | $70 (Trip.com) |
Popular in | March |
Cheapest in | December |
Average price | $416 |
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 August 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 Cleveland Hopkins Intl - ORF Norfolk
CLEORF
Cleveland Hopkins Intl
Thu 9/10
7:00 am-12:29 pm
1 stop5h 29m
Norfolk
Wed 9/30
7:43 pm-9:07 am
1 stop13h 24m
$164
ClevelandNorfolk
CLE Cleveland Hopkins Intl - ORF Norfolk
CLEORF
Cleveland Hopkins Intl
Sat 9/26
1:55 pm-9:00 pm
2 stops7h 05m
Norfolk
Wed 9/30
6:15 am-2:45 pm
2 stops8h 30m
$243
ClevelandNorfolk
CLE Cleveland Hopkins Intl - ORF Norfolk
CLEORF
Cleveland Hopkins Intl
Wed 9/9
8:10 am-2:11 pm
1 stop6h 01m
Norfolk
Fri 9/18
6:00 am-9:26 am
1 stop3h 26m
$264
Quickest round-trip
ClevelandNorfolk
CLE Cleveland Hopkins Intl - ORF Norfolk
CLEORF
Cleveland Hopkins Intl
Sun 1/10
6:00 am-9:35 am
1 stop3h 35m
Norfolk
Thu 1/14
6:00 am-10:58 am
1 stop4h 58m
$295
ClevelandNorfolk
CLE Cleveland Hopkins Intl - ORF Norfolk
CLEORF
Cleveland Hopkins Intl
Sun 12/13
7:35 pm-12:33 am
1 stop4h 58m
Norfolk
Thu 12/17
11:00 am-4:07 pm
1 stop5h 07m
$295
ClevelandNorfolk
CLE Cleveland Hopkins Intl - ORF Norfolk
CLEORF
Cleveland Hopkins Intl
Sat 9/12
6:00 am-10:42 am
1 stop4h 42m
Norfolk
Sat 9/12
3:16 pm-9:09 pm
1 stop5h 53m
$295
ClevelandNorfolk
CLE Cleveland Hopkins Intl - ORF Norfolk
CLEORF
Cleveland Hopkins Intl
Fri 9/11
5:20 pm-11:43 pm
2 stops6h 23m
Norfolk
Wed 9/16
6:02 am-10:39 am
1 stop4h 37m
$296
ClevelandNorfolk
CLE Cleveland Hopkins Intl - ORF Norfolk
CLEORF
Cleveland Hopkins Intl
Sat 9/26
1:55 pm-9:00 pm
2 stops7h 05m
Norfolk
Thu 10/1
7:45 am-5:10 pm
2 stops9h 25m
$305
ClevelandNorfolk
CLE Cleveland Hopkins Intl - ORF Norfolk
CLEORF
Cleveland Hopkins Intl
Tue 10/20
7:10 am-4:10 pm
2 stops9h 00m
Norfolk
Thu 10/22
7:45 am-5:10 pm
2 stops9h 25m
$327
ClevelandNorfolk
CLE Cleveland Hopkins Intl - ORF Norfolk
CLEORF
Cleveland Hopkins Intl
Mon 9/14
1:15 pm-9:40 pm
2 stops8h 25m
Norfolk
Wed 9/16
12:40 pm-8:25 pm
2 stops7h 45m
$350
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?
Airfare is below average for this route at the moment.
Cleveland to Chesapeake flights typically cost between $326 and $431 in August.The cheapest round-trip price found within the last 5 days was $138 on Frontier (Aug 29-Aug 31).
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 August 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.
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
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Cleveland and Chesapeake flights
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Top 5 airlines flying from Cleveland to Chesapeake
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$141 | Average$320 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$153 | Average$328 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$236 | Average$356 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$239 | Average$380 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$251 | Average$411 | FlexibilityNo cancel fee | On-time71% |