$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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — RIC
May 7 — May 141
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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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Best
Last-minute
One-way
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 7, 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 7, 2026.
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.
Sun 5/108:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Wed 5/1312:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/6![Frontier logo]()
$124
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/259:05 pm
CLE
- ORF
1 stop12h 00m
Frontier
Sat 5/211:27 am
ORF
- CLE
1 stop6h 28m
Frontier
Deal found 4/3![Frontier logo]()
$140
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.
Sun 6/78:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Mon 6/1512:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 4/6![Frontier logo]()
$153
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.
Sat 5/307:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Tue 6/212:06 pm
ORF
- CLE
1 stop7h 13m
Frontier
Deal found 4/6![Frontier logo]()
$154
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.
Sun 6/76:01 pm
CLE
- ORF
1 stop17h 10m
Frontier
Thu 6/119:56 pm
ORF
- CLE
1 stop9h 42m
Frontier
Deal found 4/6![Frontier logo]()
$162
This Expedia deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:57 pm
CLE
- ORF
1 stop20h 32m
Frontier
Fri 5/229:12 pm
ORF
- CLE
1 stop23h 40m
Frontier
Deal found 4/2![Frontier logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:01 pm
CLE
- ORF
1 stop17h 10m
Multiple Airlines
Tue 5/128:20 am
ORF
- CLE
1 stop5h 55m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:01 pm
CLE
- ORF
1 stop17h 10m
Frontier
Tue 5/1212:06 pm
ORF
- CLE
2 stops23h 36m
Frontier
Deal found 4/3![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 5/93:49 pm
CLE
- ORF
1 stop19h 22m
Frontier
Tue 5/1212:06 pm
ORF
- CLE
2 stops12h 33m
Frontier
Deal found 4/4![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/33:42 pm
CLE
- ORF
1 stop19h 54m
Multiple Airlines
Sun 5/107:40 am
ORF
- CLE
1 stop16h 58m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$180
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.
Thu 6/48:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Fri 6/1212:21 pm
ORF
- CLE
1 stop23h 31m
Frontier
Deal found 4/6![Frontier logo]()
$184
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 7, 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 7, 2026.
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/259:05 pm
CLE
- ORF
1 stop12h 00m
Frontier
Sat 5/211:27 am
ORF
- CLE
1 stop6h 28m
Frontier
Deal found 4/3![Frontier logo]()
$140
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 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.
Sat 5/234:01 pm
CLE
- ORF
1 stop6h 41m
Multiple Airlines
Mon 5/259:12 pm
ORF
- CLE
1 stop10h 36m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$244
This Southwest deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:50 am
CLE
- ORF
2 stops10h 00m
Southwest
Tue 5/126:50 am
ORF
- CLE
2 stops8h 10m
Southwest
Deal found 4/5![Southwest logo]()
$297
This Expedia deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:57 pm
CLE
- ORF
1 stop20h 32m
Frontier
Fri 5/229:12 pm
ORF
- CLE
1 stop23h 40m
Frontier
Deal found 4/2![Frontier logo]()
$165
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:00 am
CLE
- ORF
1 stop10h 46m
Frontier
Mon 5/46:02 pm
ORF
- CLE
1 stop5h 57m
Frontier
Deal found 4/6![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/179:57 pm
CLE
- ORF
2 stops37h 14m
Frontier
Sun 5/249:12 pm
ORF
- CLE
1 stop10h 36m
Frontier
Deal found 4/2![Frontier logo]()
$212
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:05 am
CLE
- ORF
1 stop4h 15m
Delta
Tue 6/26:00 am
ORF
- CLE
1 stop3h 20m
Delta
Deal found 4/2![Delta logo]()
$287
This Delta deal was found by Cheapflights users on 4/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:30 pm
CLE
- ORF
1 stop3h 25m
Delta
Tue 5/54:58 pm
ORF
- CLE
1 stop6h 57m
Delta
Deal found 4/5![Delta logo]()
$287
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:15 am
CLE
- ORF
1 stop4h 14m
Delta
Tue 5/56:00 am
ORF
- CLE
1 stop4h 00m
Delta
Deal found 4/3![Delta logo]()
$299
Last-minute flights from Cleveland to ChesapeakeDiscover last-minute flight deals from Cleveland to Chesapeake. Data last updated April 7, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Chesapeake. Data last updated April 7, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/259:05 pm
CLE
- ORF
1 stop12h 00m
Frontier
Sat 5/211:27 am
ORF
- CLE
1 stop6h 28m
Frontier
Deal found 4/3![Frontier logo]()
$140
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 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/33:42 pm
CLE
- ORF
1 stop19h 54m
Multiple Airlines
Sun 5/107:40 am
ORF
- CLE
1 stop16h 58m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:01 pm
CLE
- ORF
1 stop17h 10m
Multiple Airlines
Tue 5/128:20 am
ORF
- CLE
1 stop5h 55m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:01 pm
CLE
- ORF
1 stop17h 10m
Frontier
Tue 5/1212:06 pm
ORF
- CLE
2 stops23h 36m
Frontier
Deal found 4/3![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 5/93:49 pm
CLE
- ORF
1 stop19h 22m
Frontier
Tue 5/1212:06 pm
ORF
- CLE
2 stops12h 33m
Frontier
Deal found 4/4![Frontier logo]()
$172
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.
Sun 5/108:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Wed 5/1312:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/6![Frontier logo]()
$124
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.
Sat 5/307:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Tue 6/212:06 pm
ORF
- CLE
1 stop7h 13m
Frontier
Deal found 4/6![Frontier logo]()
$154
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 7, 2026.
Search for one-way flight options from Cleveland to Chesapeake. Find affordable one-way fares based on user searches. Data last updated April 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Tue 5/56:01 pm
CLE
- ORF
1 stop17h 10m
Frontier
Deal found 4/5![Frontier logo]()
$62
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.
Thu 5/148:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Deal found 4/6![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.
Sun 5/108:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Deal found 4/6![Frontier logo]()
$64
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 Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:57 pm
CLE
- ORF
1 stop20h 32m
Frontier
Deal found 4/6![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:46 am
CLE
- ORF
1 stop22h 46m
Frontier
Deal found 4/2![Frontier logo]()
$88
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.
Thu 5/78:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Deal found 4/6![Frontier logo]()
$100
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:30 am
CLE
- ORF
1 stop5h 06m
Frontier
Deal found 4/3![Frontier logo]()
$111
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 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $124 (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 7, 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 4/25
9:05 pm-9:05 am
1 stop12h 00m
Norfolk
Sat 5/2
11:27 am-5:55 pm
1 stop6h 28m
$140
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 5/15
9:57 pm-6:29 pm
1 stop20h 32m
Norfolk
Fri 5/22
9:12 pm-8:52 pm
1 stop23h 40m
$165
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Thu 4/30
9:00 am-7:46 pm
1 stop10h 46m
Norfolk
Mon 5/4
6:02 pm-11:59 pm
1 stop5h 57m
$205
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sun 5/17
9:57 pm-11:11 am
2 stops37h 14m
Norfolk
Sun 5/24
9:12 pm-7:48 am
1 stop10h 36m
$212
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
Sat 5/23
4:01 pm-10:42 pm
1 stop6h 41m
Norfolk
Mon 5/25
9:12 pm-7:48 am
1 stop10h 36m
$244
Quickest round-trip
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 5/20
7:05 am-11:20 am
1 stop4h 15m
Norfolk
Tue 6/2
6:00 am-9:20 am
1 stop3h 20m
$287
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Tue 4/28
7:30 pm-10:55 pm
1 stop3h 25m
Norfolk
Tue 5/5
4:58 pm-11:55 pm
1 stop6h 57m
$287
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Tue 5/5
5:50 am-3:50 pm
2 stops10h 00m
Norfolk
Tue 5/12
6:50 am-3:00 pm
2 stops8h 10m
$297
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Mon 4/27
6:15 am-10:29 am
1 stop4h 14m
Norfolk
Tue 5/5
6:00 am-10:00 am
1 stop4h 00m
$299
Showing 1-10 of 17 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 3, 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 7, 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.
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
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$404 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$198 | Average$330 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$239 | Average$364 | FlexibilityNo cancel fee | On-time69% |