$83+ Cheap flights to Chesapeake
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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
Sep 5 — Sep 121
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights 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.Flights to Chesapeake in 2026
Cheapest
Best
Last-minute
One-way
Cheapest flights to ChesapeakeExplore the most affordable flight options available to Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on August 6, 2026.
Explore the most affordable flight options available to Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on August 6, 2026.
This Frontier deal was found by Cheapflights users on 8/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:55 am -
1 stop6h 30m
Sun 9/61:20 pm -
1 stop11h 43m
Deal found 8/2![Frontier logo]()
$170
This Trip.com deal was found by Cheapflights users on 8/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:55 am -
1 stop6h 30m
Sun 9/61:20 pm -
1 stop8h 08m
Deal found 8/3![Frontier logo]()
$171
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:55 am -
1 stop6h 30m
Tue 9/151:18 pm -
1 stop8h 06m
Deal found 8/6![Frontier logo]()
$172
This Frontier deal was found by Cheapflights users on 8/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:55 am -
1 stop6h 30m
Mon 9/71:20 pm -
1 stop11h 43m
Deal found 8/2![Frontier logo]()
$180
This Frontier deal was found by Cheapflights users on 8/3. 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.
Thu 9/175:55 am -
1 stop12h 53m
Thu 9/241:18 pm -
1 stop8h 06m
Deal found 8/3![Frontier logo]()
$182
This Frontier deal was found by Cheapflights users on 8/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:55 am -
1 stop6h 30m
Wed 8/261:20 pm -
1 stop11h 43m
Deal found 8/2![Frontier logo]()
$185
This Frontier deal was found by Cheapflights users on 8/3. 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.
Wed 10/2111:30 am -
1 stop6h 00m
Fri 10/2312:57 pm -
1 stop12h 02m
Deal found 8/3![Frontier logo]()
$197
This Frontier deal was found by Cheapflights users on 8/3. 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 10/185:59 am -
1 stop6h 03m
Thu 10/2212:57 pm -
1 stop12h 02m
Deal found 8/3![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 8/3. 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 11/711:30 am -
1 stop5h 45m
Tue 11/1012:57 pm -
1 stop12h 02m
Deal found 8/3![Frontier logo]()
$205
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.
Fri 8/215:55 am -
1 stop6h 30m
Fri 8/281:20 pm -
1 stop11h 43m
Deal found 8/6![Frontier logo]()
$209
This Priceline deal was found by Cheapflights users on 8/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:25 am -
1 stop5h 37m
Thu 11/1212:57 pm -
1 stop7h 56m
Deal found 8/4![Frontier logo]()
$258
This Priceline deal was found by Cheapflights users on 8/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:25 am -
1 stop5h 37m
Mon 10/2612:57 pm -
1 stop10h 18m
Deal found 8/4![Frontier logo]()
$259
Best flights to ChesapeakeDiscover carefully curated flight deals to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 6, 2026.
Discover carefully curated flight deals to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 6, 2026.
This United Airlines deal was found by Cheapflights users on 8/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:25 pm -
Nonstop1h 37m
Sat 9/126:02 am -
Nonstop1h 23m
Deal found 8/5![United Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/129:50 am -
Nonstop1h 36m
Sat 9/195:35 pm -
Nonstop1h 48m
Deal found 8/5![Delta logo]()
$263
This JetBlue deal was found by Cheapflights users on 8/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:59 pm -
1 stop5h 24m
Sun 9/207:25 am -
1 stop6h 42m
Deal found 8/1![JetBlue logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Sat 9/512:05 pm -
2 stops21h 53m
Sat 9/127:43 pm -
1 stop14h 33m
Deal found 8/3![Multiple Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 8/3. 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.
Sat 9/129:50 am -
Nonstop1h 36m
Sat 10/247:06 am -
Nonstop1h 24m
Deal found 8/3![Delta logo]()
$263
This United Airlines deal was found by Cheapflights users on 8/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am -
1 stop3h 41m
Sat 9/197:59 pm -
1 stop3h 31m
Deal found 8/2![United Airlines logo]()
$273
This JetBlue deal was found by Cheapflights users on 8/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:59 pm -
1 stop5h 24m
Sat 9/197:25 am -
1 stop6h 42m
Deal found 8/4![JetBlue logo]()
$291
This United Airlines deal was found by Cheapflights users on 8/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:29 pm -
1 stop4h 18m
Sat 9/126:15 am -
1 stop3h 24m
Deal found 8/3![United Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 8/1412:17 pm -
2 stops9h 24m
Mon 8/1712:04 pm -
1 stop23h 04m
Deal found 8/5![Breeze Airways logo]()
$618
This Delta deal was found by Cheapflights users on 8/3. 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.
Wed 9/167:50 am -
Nonstop1h 28m
Sun 9/206:20 pm -
Nonstop1h 41m
Deal found 8/3![Delta logo]()
$283
This JetBlue deal was found by Cheapflights users on 8/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/141:20 pm -
1 stop4h 30m
Tue 10/206:00 am -
1 stop8h 05m
Deal found 8/5![JetBlue logo]()
$291
This Delta deal was found by Cheapflights users on 8/3. 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.
Fri 10/234:10 pm -
Nonstop1h 36m
Sat 10/242:25 pm -
Nonstop1h 35m
Deal found 8/3![Delta logo]()
$283
This United Airlines deal was found by Cheapflights users on 8/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:00 pm -
1 stop3h 47m
Sun 8/236:00 am -
Nonstop1h 35m
Deal found 8/3![United Airlines logo]()
$289
This JetBlue deal was found by Cheapflights users on 8/3. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:58 am -
1 stop5h 44m
Thu 9/107:25 am -
1 stop6h 42m
Deal found 8/3![JetBlue logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Thu 9/1710:56 am -
1 stop7h 52m
Sun 9/209:50 pm -
1 stop13h 46m
Deal found 8/2![Multiple Airlines logo]()
$362
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:30 pm -
1 stop5h 53m
Sun 9/277:25 am -
1 stop6h 42m
Deal found 8/6![JetBlue logo]()
$291
This Delta deal was found by Cheapflights users on 8/5. 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.
Fri 9/113:11 pm -
Nonstop1h 44m
Sun 9/1312:15 pm -
Nonstop1h 29m
Deal found 8/5![Delta logo]()
$293
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Thu 8/139:25 pm -
Nonstop1h 37m
Sun 8/166:00 am -
Nonstop1h 35m
Deal found 8/1![United Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Fri 8/2810:56 am -
1 stop10h 45m
Mon 8/315:06 pm -
1 stop18h 02m
Deal found 8/4![Multiple Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 8/1. 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.
Thu 10/13:11 pm -
Nonstop1h 44m
Tue 10/65:25 pm -
Nonstop1h 44m
Deal found 8/1![Delta logo]()
$303
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.
Thu 8/279:25 pm -
Nonstop1h 37m
Mon 8/3110:49 am -
Nonstop1h 37m
Deal found 8/6![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 8/2. 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.
Sat 8/293:59 pm -
Nonstop1h 50m
Sat 9/56:29 pm -
Nonstop1h 43m
Deal found 8/2![Delta logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 9/2410:56 am -
1 stop7h 52m
Sun 9/279:50 pm -
1 stop13h 46m
Deal found 8/4![Multiple Airlines logo]()
$415
This United Airlines deal was found by Cheapflights users on 8/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/129:22 pm -
Nonstop1h 32m
Sat 9/196:02 am -
Nonstop1h 23m
Deal found 8/2![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:10 pm -
Nonstop1h 36m
Mon 10/266:30 pm -
Nonstop1h 36m
Deal found 8/4![Delta logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Fri 9/410:36 am -
1 stop11h 05m
Tue 9/85:06 pm -
2 stops18h 33m
Deal found 8/4![Multiple Airlines logo]()
$420
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:25 pm -
Nonstop1h 37m
Mon 8/316:10 pm -
Nonstop1h 50m
Deal found 8/4![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:15 am -
Nonstop1h 31m
Mon 9/76:02 am -
Nonstop1h 28m
Deal found 8/4![Delta logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Fri 9/410:36 am -
1 stop11h 05m
Sun 9/65:06 pm -
1 stop18h 20m
Deal found 8/4![Multiple Airlines logo]()
$424
This United Airlines deal was found by Cheapflights users on 8/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:25 pm -
Nonstop1h 37m
Sun 8/306:00 am -
Nonstop1h 35m
Deal found 8/3![United Airlines logo]()
$319
Last-minute flights to ChesapeakeDiscover last-minute flight deals to Chesapeake. Data last updated August 6, 2026 and is based on user searches.
Discover last-minute flight deals to Chesapeake. Data last updated August 6, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/1. 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 8/186:18 am -
1 stop6h 07m
Sat 8/291:20 pm -
1 stop9h 54m
Deal found 8/1![Frontier logo]()
$262
This Frontier deal was found by Cheapflights users on 8/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:55 am -
1 stop6h 30m
Wed 8/261:20 pm -
1 stop11h 43m
Deal found 8/2![Frontier logo]()
$185
This Expedia deal was found by Cheapflights users on 8/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:55 am -
1 stop6h 30m
Fri 8/211:20 pm -
1 stop11h 43m
Deal found 8/5![Frontier logo]()
$200
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.
Fri 8/215:55 am -
1 stop6h 30m
Fri 8/281:20 pm -
1 stop11h 43m
Deal found 8/6![Frontier logo]()
$209
This Expedia deal was found by Cheapflights users on 8/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:55 am -
1 stop6h 30m
Mon 8/311:20 pm -
1 stop11h 43m
Deal found 8/3![Frontier logo]()
$210
This Frontier deal was found by Cheapflights users on 8/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:55 am -
1 stop6h 30m
Sun 9/61:20 pm -
1 stop11h 43m
Deal found 8/2![Frontier logo]()
$170
This Frontier deal was found by Cheapflights users on 8/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:55 am -
1 stop6h 30m
Mon 9/71:20 pm -
1 stop11h 43m
Deal found 8/2![Frontier logo]()
$180
This Trip.com deal was found by Cheapflights users on 8/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:55 am -
1 stop6h 30m
Sun 9/61:20 pm -
1 stop8h 08m
Deal found 8/3![Frontier logo]()
$171
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:55 am -
1 stop6h 30m
Tue 9/151:18 pm -
1 stop8h 06m
Deal found 8/6![Frontier logo]()
$172
This Frontier deal was found by Cheapflights users on 8/3. 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.
Wed 9/95:55 am -
1 stop12h 53m
Tue 9/151:18 pm -
1 stop8h 06m
Deal found 8/3![Frontier logo]()
$205
This Frontier deal was found by Cheapflights users on 8/3. 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.
Thu 9/175:55 am -
1 stop12h 53m
Thu 9/241:18 pm -
1 stop8h 06m
Deal found 8/3![Frontier logo]()
$182
This Expedia deal was found by Cheapflights users on 8/2. 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 9/251:29 pm -
1 stop9h 12m
Thu 10/11:18 pm -
1 stop7h 41m
Deal found 8/2![Multiple Airlines logo]()
$260
One-way flights to ChesapeakeSearch for one-way flight options to Chesapeake. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
Search for one-way flight options to Chesapeake. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
This Super.com deal was found by Cheapflights users on 8/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:55 am -
1 stop6h 30m
Deal found 8/2![Frontier logo]()
$83
This Super.com deal was found by Cheapflights users on 8/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:55 am -
1 stop6h 30m
Deal found 8/2![Frontier logo]()
$84
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:13 am -
1 stop6h 12m
Deal found 8/6![Frontier logo]()
$86
This Frontier deal was found by Cheapflights users on 8/3. 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.
Wed 9/25:55 am -
1 stop6h 30m
Deal found 8/3![Frontier logo]()
$87
This Frontier deal was found by Cheapflights users on 8/1. 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 9/296:15 am -
1 stop6h 14m
Deal found 8/1![Frontier logo]()
$87
This Trip.com deal was found by Cheapflights users on 8/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:55 am -
1 stop6h 30m
Deal found 8/2![Frontier logo]()
$88
This Frontier deal was found by Cheapflights users on 8/3. 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.
Wed 9/26:18 am -
1 stop6h 07m
Deal found 8/3![Frontier logo]()
$88
This Super.com deal was found by Cheapflights users on 8/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:55 am -
1 stop12h 53m
Deal found 8/4![Frontier logo]()
$90
This Frontier deal was found by Cheapflights users on 8/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/295:55 am -
1 stop12h 53m
Deal found 8/2![Frontier logo]()
$91
This Super.com deal was found by Cheapflights users on 8/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:15 am -
1 stop9h 35m
Deal found 8/5![Frontier logo]()
$92
This Trip.com deal was found by Cheapflights users on 8/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:55 am -
1 stop12h 53m
Deal found 8/5![Frontier logo]()
$93
This Frontier deal was found by Cheapflights users on 8/1. 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 10/36:15 am -
1 stop9h 35m
Deal found 8/1![Frontier logo]()
$93
Find flight deals to Chesapeake
Find the latest flights to Chesapeake in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on August 6, 2026.
Popular in | July |
|---|---|
Cheapest in | January |
Average price | $275 |
Round-trip from | $170 |
One-way from | $83 |
Cheapflights Fare Finder
Locate flights to Chesapeake that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on August 6, 2026.
Use the filters below to find and compare flights to Chesapeake that are best for you.
Fly from
Route
Depart
Return
Cheapest round-trip
NewarkNorfolk
EWR Newark - ORF Norfolk
EWRORF
Newark
Sun 9/6
9:25 pm-11:02 pm
Nonstop1h 37m
Norfolk
Sat 9/12
6:02 am-7:25 am
Nonstop1h 23m
$249
New YorkNorfolk
JFK New York John F Kennedy Intl - ORF Norfolk
JFKORF
New York John F Kennedy Intl
Sat 9/12
9:50 am-11:26 am
Nonstop1h 36m
Norfolk
Sat 9/19
5:35 pm-7:23 pm
Nonstop1h 48m
$263
New YorkNorfolk
JFK New York John F Kennedy Intl - ORF Norfolk
JFKORF
New York John F Kennedy Intl
Sat 9/12
9:50 am-11:26 am
Nonstop1h 36m
Norfolk
Sat 10/24
7:06 am-8:30 am
Nonstop1h 24m
$263
New YorkNorfolk
LGA New York LaGuardia - ORF Norfolk
LGAORF
New York LaGuardia
Tue 9/15
6:00 am-9:41 am
1 stop3h 41m
Norfolk
Sat 9/19
7:59 pm-11:30 pm
1 stop3h 31m
$273
New YorkNorfolk
LGA New York LaGuardia - ORF Norfolk
LGAORF
New York LaGuardia
Sat 9/5
7:29 pm-11:47 pm
1 stop4h 18m
Norfolk
Sat 9/12
6:15 am-9:39 am
1 stop3h 24m
$273
New YorkNorfolk
JFK New York John F Kennedy Intl - ORF Norfolk
JFKORF
New York John F Kennedy Intl
Sat 9/19
12:59 pm-6:23 pm
1 stop5h 24m
Norfolk
Sun 9/20
7:25 am-2:07 pm
1 stop6h 42m
$281
New YorkNorfolk
LGA New York LaGuardia - ORF Norfolk
LGAORF
New York LaGuardia
Wed 9/16
7:50 am-9:18 am
Nonstop1h 28m
Norfolk
Sun 9/20
6:20 pm-8:01 pm
Nonstop1h 41m
$283
New YorkNorfolk
LGA New York LaGuardia - ORF Norfolk
LGAORF
New York LaGuardia
Fri 10/23
4:10 pm-5:46 pm
Nonstop1h 36m
Norfolk
Sat 10/24
2:25 pm-4:00 pm
Nonstop1h 35m
$283
NewarkNorfolk
EWR Newark - ORF Norfolk
EWRORF
Newark
Sat 8/22
8:00 pm-11:47 pm
1 stop3h 47m
Norfolk
Sun 8/23
6:00 am-7:35 am
Nonstop1h 35m
$289
New YorkNorfolk
JFK New York John F Kennedy Intl - ORF Norfolk
JFKORF
New York John F Kennedy Intl
Sat 9/12
12:59 pm-6:23 pm
1 stop5h 24m
Norfolk
Sat 9/19
7:25 am-2:07 pm
1 stop6h 42m
$291
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake with our price prediction graph.
EWR-ORF
LGA-ORF
JFK-ORF
SWF-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 to Chesapeake
NYC-C6E
EWR-ORF
LGA-ORF
JFK-ORF
SWF-ORF
How long is the flight to Chesapeake?
On average, a flight from New York to Chesapeake takes 3 hours 5 minutes. Flights to Chesapeake from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.
Weekly flight availability to Chesapeake
The most flights from New York to Chesapeake are scheduled on a Tuesday (43 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 on average).
What are the most popular airlines that fly to Chesapeake?
The most popular airlines flying from New York to Chesapeake are United Airlines, American Airlines and Delta.
What are the cheapest airlines that fly to Chesapeake?
The cheapest airlines flying from New York to Chesapeake are American Airlines, Delta and United Airlines.
Rainfall in Chesapeake by month
Plan your trip to Chesapeake by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.
Temperature in Chesapeake by month
Plan your trip to Chesapeake by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chesapeake, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).
When is the cheapest time to fly to Chesapeake?
Use this chart to determine the cheapest time to fly round-trip from New York to Chesapeake. Price data was last updated on August 1, 2026.
Users looking for the lowest fares to Chesapeake should consider flying on Thursday at noon, when prices are typically cheapest. Budget-minded travelers will want to avoid Sunday afternoons, when prices are usually at their highest.
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 6, 2026.
Peruse reviews from past customers who have flown Delta,United Airlines, andAmerican Airlines to the United States to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Boarding
8.1
Overall
7.8
Food
7.2
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Overall
7.8
Food
7.2
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Overall
7.8
Food
7.2
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Overall
7.8
Food
7.2
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Overall
7.8
Food
7.2
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
FAQs about flying to Chesapeake
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Flights by cabin class
Flights from Chesapeake
Flights to Virginia
Complete your trip
Domestic flights
Popular routes
Popular destinations
Popular flights
Popular United States flight routes
Airlines