$75+ Cheap flights from Dallas to Chesapeake, VA
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — RIC
Oct 21 — Oct 281
Round-trip
1 adult, Economy
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Find cheap flights from Dallas 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.Cheapflights Tip: The best prices from Dallas to Chesapeake are usually found in October or February, booked 58 days in advance, depart on a Tuesday or Wednesday and return on a Thursday
Cheap flight deals from Dallas to Chesapeake
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Cheapest flights from Dallas to ChesapeakeExplore the most affordable flight options available from Dallas to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 21, 2026.
Explore the most affordable flight options available from Dallas to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 11/119:10 pm -
1 stop14h 36m
Tue 11/171:44 pm -
1 stop7h 20m
Deal found 9/17![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/319:10 pm -
1 stop15h 36m
Sat 11/73:50 pm -
1 stop16h 28m
Deal found 9/16![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/319:10 pm -
1 stop15h 36m
Thu 11/51:31 pm -
1 stop18h 47m
Deal found 9/16![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 11/29:10 pm -
1 stop14h 39m
Sat 11/73:50 pm -
1 stop16h 28m
Deal found 9/16![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 11/29:10 pm -
1 stop14h 39m
Thu 11/51:31 pm -
1 stop18h 47m
Deal found 9/16![Frontier logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:38 am -
1 stop5h 17m
Wed 10/217:41 pm -
1 stop13h 35m
Deal found 9/17![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 11/119:10 pm -
1 stop14h 36m
Sun 11/151:31 pm -
1 stop18h 47m
Deal found 9/17![Frontier logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/319:10 pm -
1 stop15h 36m
Sun 11/81:31 pm -
1 stop18h 47m
Deal found 9/16![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/319:10 pm -
1 stop15h 36m
Mon 11/98:03 pm -
2 stops36h 01m
Deal found 9/16![Multiple Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/77:48 pm -
1 stop15h 56m
Tue 10/131:19 pm -
1 stop18h 41m
Deal found 9/16![Frontier logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 11/39:10 pm -
2 stops20h 34m
Sat 11/73:50 pm -
1 stop16h 28m
Deal found 9/16![Frontier logo]()
$194
This Cheapflightsfares deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/209:21 am -
1 stop8h 25m
Thu 10/221:23 pm -
1 stop5h 37m
Deal found 9/20![Frontier logo]()
$196
Best flights from Dallas to ChesapeakeDiscover carefully curated flight deals from Dallas to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 21, 2026.
Discover carefully curated flight deals from Dallas to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 21, 2026.
This Southwest deal was found by Cheapflights users on 9/16. 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 11/77:30 am -
1 stop4h 35m
Tue 11/103:05 pm -
1 stop6h 15m
Deal found 9/16![Southwest logo]()
$236
This Delta deal was found by Cheapflights users on 9/17. 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 12/2111:45 am -
1 stop8h 43m
Mon 12/287:00 am -
1 stop9h 37m
Deal found 9/17![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/175:15 am -
2 stops9h 01m
Sat 10/246:15 am -
2 stops10h 02m
Deal found 9/16![United Airlines logo]()
$459
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:00 pm -
1 stop5h 30m
Fri 11/134:35 pm -
1 stop7h 55m
Deal found 9/17![Southwest logo]()
$283
This Southwest deal was found by Cheapflights users on 9/16. 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 10/171:00 pm -
1 stop5h 15m
Wed 10/2112:30 pm -
2 stops7h 30m
Deal found 9/16![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/195:49 pm -
1 stop4h 46m
Fri 12/256:03 pm -
1 stop6h 01m
Deal found 9/20![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/205:40 am -
1 stop5h 42m
Fri 12/256:03 pm -
1 stop6h 01m
Deal found 9/20![Delta logo]()
$370
This Southwest deal was found by Cheapflights users on 9/17. 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 10/2212:25 pm -
2 stops8h 05m
Mon 10/265:50 pm -
1 stop6h 40m
Deal found 9/17![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 9/17. 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 12/2310:14 am -
1 stop5h 36m
Fri 12/255:58 pm -
1 stop5h 52m
Deal found 9/17![Delta logo]()
$380
This Delta deal was found by Cheapflights users on 9/16. 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 10/306:12 am -
1 stop5h 08m
Sat 11/73:13 pm -
1 stop7h 45m
Deal found 9/16![Delta logo]()
$380
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/512:10 pm -
2 stops10h 34m
Mon 11/96:00 am -
3 stops14h 40m
Deal found 9/16![United Airlines logo]()
$507
This Southwest deal was found by Cheapflights users on 9/18. 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 11/213:10 pm -
2 stops7h 20m
Mon 11/233:25 pm -
2 stops8h 30m
Deal found 9/18![Southwest logo]()
$400
This United Airlines deal was found by Cheapflights users on 9/17. 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 12/242:15 pm -
2 stops8h 15m
Sun 12/276:15 am -
1 stop6h 02m
Deal found 9/17![United Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 9/16. 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 11/15:20 am -
1 stop5h 25m
Fri 11/62:25 pm -
1 stop9h 01m
Deal found 9/16![Delta logo]()
$401
This United Airlines deal was found by Cheapflights users on 9/16. 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 12/2512:07 pm -
2 stops10h 23m
Mon 1/46:15 am -
2 stops11h 00m
Deal found 9/16![United Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 9/19. 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 1/225:30 pm -
1 stop5h 06m
Mon 1/2512:26 pm -
2 stops10h 18m
Deal found 9/19![United Airlines logo]()
$544
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/165:25 pm -
1 stop5h 19m
Sun 10/256:10 am -
2 stops9h 28m
Deal found 9/16![United Airlines logo]()
$615
Last-minute flights from Dallas to ChesapeakeDiscover last-minute flight deals from Dallas to Chesapeake. Data last updated September 21, 2026 and is based on user searches.
Discover last-minute flight deals from Dallas to Chesapeake. Data last updated September 21, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/77:48 pm -
1 stop15h 56m
Tue 10/131:19 pm -
1 stop18h 41m
Deal found 9/16![Frontier logo]()
$193
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:38 am -
1 stop5h 17m
Wed 10/217:41 pm -
1 stop13h 35m
Deal found 9/17![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:10 pm -
1 stop14h 24m
Thu 10/221:23 pm -
1 stop7h 42m
Deal found 9/21![Frontier logo]()
$167
This Cheapflightsfares deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/209:21 am -
1 stop8h 25m
Thu 10/221:23 pm -
1 stop5h 37m
Deal found 9/20![Frontier logo]()
$196
This Southwest deal was found by Cheapflights users on 9/16. 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 10/206:05 am -
1 stop4h 45m
Thu 10/226:05 pm -
1 stop6h 25m
Deal found 9/16![Southwest logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 10/289:10 pm -
1 stop14h 36m
Mon 11/23:44 pm -
1 stop17h 33m
Deal found 9/18![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 10/289:10 pm -
1 stop14h 36m
Mon 11/28:03 pm -
2 stops36h 01m
Deal found 9/18![Multiple Airlines logo]()
$205
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:25 pm -
2 stops6h 30m
Mon 11/25:55 pm -
2 stops6h 30m
Deal found 9/18![Southwest logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/319:10 pm -
1 stop15h 36m
Sat 11/73:50 pm -
1 stop16h 28m
Deal found 9/16![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/319:10 pm -
1 stop15h 36m
Thu 11/51:31 pm -
1 stop18h 47m
Deal found 9/16![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/319:10 pm -
1 stop15h 36m
Sun 11/81:31 pm -
1 stop18h 47m
Deal found 9/16![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/319:10 pm -
1 stop15h 36m
Mon 11/98:03 pm -
2 stops36h 01m
Deal found 9/16![Multiple Airlines logo]()
$189
One-way flights from Dallas to ChesapeakeSearch for one-way flight options from Dallas to Chesapeake. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
Search for one-way flight options from Dallas to Chesapeake. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 11/169:10 pm -
1 stop14h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/219:10 pm -
1 stop14h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 11/139:10 pm -
1 stop16h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$77
This CheapOair deal was found by Cheapflights users on 9/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:38 am -
1 stop5h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 11/189:10 pm -
1 stop14h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 11/194:24 pm -
1 stop25h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$82
This Frontier deal was found by Cheapflights users on 9/17. 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 12/1612:41 pm -
1 stop4h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$87
This Trip.com deal was found by Cheapflights users on 9/16. 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 12/82:46 pm -
1 stop26h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:10 pm -
1 stop14h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/199:10 pm -
1 stop14h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$92
This Southwest deal was found by Cheapflights users on 9/16. 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 12/159:20 am -
1 stop4h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$118
This Southwest deal was found by Cheapflights users on 9/16. 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 10/2411:50 am -
2 stops6h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$123
Find flight deals from Dallas to Chesapeake
Keep the following information in mind while searching for Dallas to Chesapeake flight deals. Data was last updated September 21, 2026.
Round-trip from | $145 (Kiwi.com) |
|---|---|
One-way from | $75 (Kiwi.com) |
Popular in | March |
Cheapest in | October |
Average price | $369 |
Cheapflights Fare Finder
Customize your flight search to find flights from Dallas 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 7,457,451 searches. Data last updated September 21, 2026.
Use the filters below to find and compare flights from Dallas to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DallasNorfolk
DFW Dallas/Fort Worth - ORF Norfolk
DFWORF
Dallas/Fort Worth
Thu 11/19
4:24 pm-6:49 pm
1 stop25h 25m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$82
Quickest round-trip
DallasNorfolk
DAL Dallas Love Field - ORF Norfolk
DALORF
Dallas Love Field
Tue 12/15
9:20 am-2:25 pm
1 stop4h 05m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$118
DallasNorfolk
DAL Dallas Love Field - ORF Norfolk
DALORF
Dallas Love Field
Wed 12/16
7:10 am-2:25 pm
1 stop6h 15m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$118
DallasNorfolk
DAL Dallas Love Field - ORF Norfolk
DALORF
Dallas Love Field
Sat 10/24
11:50 am-7:15 pm
2 stops6h 25m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$123
DallasNorfolk
DFW Dallas/Fort Worth - ORF Norfolk
DFWORF
Dallas/Fort Worth
Sun 11/22
10:22 pm-6:49 pm
1 stop19h 27m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$131
DallasNorfolk
DAL Dallas Love Field - ORF Norfolk
DALORF
Dallas Love Field
Thu 12/17
2:15 pm-11:30 pm
2 stops8h 15m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
DallasNorfolk
DAL Dallas Love Field - ORF Norfolk
DALORF
Dallas Love Field
Tue 10/13
6:12 am-2:08 pm
1 stop6h 56m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$157
DallasNorfolk
DAL Dallas Love Field - ORF Norfolk
DALORF
Dallas Love Field
Wed 10/21
6:12 am-12:20 pm
1 stop5h 08m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$157
DallasNorfolk
DAL Dallas Love Field - ORF Norfolk
DALORF
Dallas Love Field
Wed 12/16
11:00 am-6:11 pm
1 stop6h 11m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$157
DallasNorfolk
DFW Dallas/Fort Worth - ORF Norfolk
DFWORF
Dallas/Fort Worth
Thu 12/17
2:25 pm-10:07 pm
1 stop6h 42m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$157
Showing 1-10 of 34 resultsSorted by cheapest first
Best time to book a flight from Dallas to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Dallas with our price prediction graph.
DFW-ORF
DAL-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 Dallas to Chesapeake
A78-C6E
DFW-ORF
DAL-ORF
What is the cheapest time of day to fly from DFW to C6E?
Find hourly flight availability from Dallas to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 21, 2026.
Unlike in the evening, when flights are generally more expensive, you can save up to 6% on flights from Dallas to Chesapeake by exploring options for tickets in the morning.
Weekly flight availability from Dallas to Chesapeake
Explore weekly flight availability from Dallas to Chesapeake. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 21, 2026.
The most flights from A78 to C6E are scheduled on a Thursday (11 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Dallas to Chesapeake?
Airfare is below average for this route at the moment.
Dallas to Chesapeake flights typically cost between $286 and $470 in November.The cheapest round-trip price found within the last 5 days was $145 on Frontier (Nov 11-Nov 17).
What is the cheapest day to fly from Dallas to Chesapeake?
Use this chart to determine the cheapest time to fly round-trip from Dallas to Chesapeake. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Dallas to Chesapeake flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 September 21, 2026.
Read through reviews of airlines operating flights from Dallas to Chesapeake, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Dallas to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Dallas to Chesapeake
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Chesapeake by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Dallas to Chesapeake by cabin class
Find flights from Dallas to Chesapeake, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Dallas and Chesapeake flights
Browse other Dallas and Chesapeake flight options. Last updated on September 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Dallas to Chesapeake
Discover the top 5 airlines that operate flights from Dallas to Chesapeake. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$129 | Average$277 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$172 | Average$417 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$229 | Average$452 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$250 | Average$408 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$288 | Average$402 | FlexibilityNo cancel fee | On-time69% |