$111+ Cheap flights from Orlando (ORL) to Boston (BOS)
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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Oct 24 — Oct 311
Round-trip
1 adult, Economy
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Find cheap flights from Orlando to Boston 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 Orlando to Boston Logan Intl are usually found in January or February, booked 29 days in advance, depart on a Friday or Thursday and return on a Tuesday
Cheap flight deals from Orlando to Boston
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Cheapest flights from Orlando to BostonExplore the most affordable flight options available from Orlando to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
Explore the most affordable flight options available from Orlando to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
This CheapOair deal was found by Cheapflights users on 9/23. 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.
Thu 10/157:45 am -
Nonstop3h 17m
Tue 10/208:38 pm -
Nonstop3h 20m
Deal found 9/23![Multiple Airlines logo]()
$204
This Priceline deal was found by Cheapflights users on 9/23. 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.
Thu 10/157:45 am -
Nonstop3h 17m
Sat 10/177:38 pm -
Nonstop3h 21m
Deal found 9/23![Multiple Airlines logo]()
$205
This Cheapflightsfares deal was found by Cheapflights users on 9/23. 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.
Fri 12/117:01 am -
Nonstop3h 12m
Mon 12/1411:08 am -
Nonstop3h 44m
Deal found 9/23![Frontier logo]()
$206
This KAYAK deal was found by Cheapflights users on 9/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:50 pm -
Nonstop3h 30m
Sun 11/18:35 pm -
Nonstop3h 24m
Deal found 9/22![JetBlue logo]()
$207
This Delta deal was found by Cheapflights users on 9/23. 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 10/147:59 pm -
Nonstop3h 08m
Sat 10/176:00 am -
1 stop7h 00m
Deal found 9/23![Delta logo]()
$208
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.
Wed 11/47:59 pm -
Nonstop3h 08m
Sun 11/88:35 pm -
Nonstop3h 15m
Deal found 9/20![Delta logo]()
$209
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:00 am -
Nonstop3h 00m
Sun 11/18:35 pm -
Nonstop3h 24m
Deal found 9/21![JetBlue logo]()
$210
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:45 am -
Nonstop3h 17m
Sat 10/1711:47 am -
Nonstop3h 23m
Deal found 9/21![Frontier logo]()
$211
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:01 am -
Nonstop3h 10m
Sun 12/611:08 am -
Nonstop3h 44m
Deal found 9/19![Frontier logo]()
$212
This Flightnetwork 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:45 am -
Nonstop3h 17m
Sat 10/1711:47 am -
Nonstop3h 23m
Deal found 9/19![Frontier logo]()
$213
This JetBlue deal was found by Cheapflights users on 9/23. 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 11/78:30 pm -
Nonstop3h 07m
Mon 11/94:09 pm -
1 stop7h 29m
Deal found 9/23![JetBlue logo]()
$214
This JetBlue deal was found by Cheapflights users on 9/23. 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 10/177:00 am -
Nonstop3h 00m
Mon 10/265:30 am -
1 stop6h 27m
Deal found 9/23![JetBlue logo]()
$215
Best flights from Orlando to BostonDiscover carefully curated flight deals from Orlando to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
Discover carefully curated flight deals from Orlando to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
This Delta deal was found by Cheapflights users on 9/23. 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 10/147:59 pm -
Nonstop3h 08m
Sat 10/176:00 am -
1 stop7h 00m
Deal found 9/23![Delta logo]()
$208
This JetBlue deal was found by Cheapflights users on 9/22. 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 10/2410:00 am -
Nonstop3h 00m
Sun 10/255:30 am -
1 stop6h 27m
Deal found 9/22![JetBlue logo]()
$215
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:22 am -
1 stop5h 21m
Tue 10/276:00 am -
1 stop5h 57m
Deal found 9/21![United Airlines logo]()
$249
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:45 pm -
1 stop4h 35m
Mon 10/265:50 am -
2 stops7h 35m
Deal found 9/19![Southwest logo]()
$269
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.
Fri 11/138:58 pm -
1 stop11h 21m
Sun 11/1510:39 am -
1 stop8h 57m
Deal found 9/19![Allegiant Air logo]()
$347
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 11/111:31 pm -
2 stops22h 13m
Sat 11/149:09 am -
1 stop9h 23m
Deal found 9/19![Multiple Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 9/23. 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 11/710:00 am -
1 stop5h 15m
Mon 11/912:00 pm -
1 stop6h 46m
Deal found 9/23![Delta logo]()
$229
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 11/136:00 am -
1 stop4h 51m
Sun 11/156:05 pm -
1 stop5h 39m
Deal found 9/19![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 9/23. 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 11/173:43 pm -
Nonstop3h 01m
Thu 12/33:45 pm -
Nonstop3h 31m
Deal found 9/23![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 9/22. 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 11/136:18 pm -
1 stop4h 59m
Mon 11/163:00 pm -
1 stop5h 44m
Deal found 9/22![Delta logo]()
$279
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:50 pm -
2 stops7h 25m
Mon 10/265:50 am -
2 stops7h 35m
Deal found 9/20![Southwest logo]()
$367
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/137:00 am -
Nonstop3h 02m
Sat 2/2010:52 am -
Nonstop3h 06m
Deal found 9/19![Allegiant Air logo]()
$374
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/43:51 pm -
1 stop7h 14m
Sat 11/71:05 pm -
1 stop7h 49m
Deal found 9/21![Delta logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 11/78:30 am -
1 stop25h 19m
Mon 11/910:31 am -
1 stop26h 02m
Deal found 9/22![Allegiant Air logo]()
$411
This Delta deal was found by Cheapflights users on 9/22. 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 10/222:25 pm -
1 stop7h 45m
Thu 10/295:39 am -
1 stop5h 46m
Deal found 9/22![Delta logo]()
$335
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.
Sat 12/128:30 am -
1 stop26h 15m
Fri 12/189:28 am -
1 stop10h 50m
Deal found 9/21![Allegiant Air logo]()
$415
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:07 pm -
1 stop5h 13m
Wed 10/149:10 am -
1 stop5h 32m
Deal found 9/19![Delta logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:04 pm -
1 stop12h 08m
Sun 11/110:32 am -
1 stop6h 41m
Deal found 9/23![Allegiant Air logo]()
$436
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 12/249:09 pm -
1 stop14h 02m
Thu 12/3112:31 pm -
1 stop6h 19m
Deal found 9/23![Allegiant Air logo]()
$453
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.
Thu 12/106:15 pm -
1 stop15h 54m
Fri 12/189:28 am -
1 stop10h 50m
Deal found 9/21![Allegiant Air logo]()
$476
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.
Wed 12/91:15 pm -
1 stop21h 30m
Sat 12/1911:01 am -
1 stop12h 01m
Deal found 9/21![Allegiant Air logo]()
$493
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.
Thu 10/298:43 pm -
1 stop12h 28m
Sat 10/319:02 am -
1 stop9h 21m
Deal found 9/20![Allegiant Air logo]()
$502
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 12/239:33 pm -
1 stop13h 06m
Tue 12/299:16 am -
1 stop5h 14m
Deal found 9/18![Allegiant Air logo]()
$508
Last-minute flights from Orlando to BostonDiscover last-minute flight deals from Orlando to Boston. Data last updated September 24, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Boston. Data last updated September 24, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 9/22. 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.
Mon 9/287:45 am -
Nonstop3h 06m
Sat 10/1711:47 am -
Nonstop3h 23m
Deal found 9/22![Frontier logo]()
$342
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3011:20 am -
1 stop4h 40m
Wed 10/146:45 am -
1 stop7h 30m
Deal found 9/21![Southwest logo]()
$314
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:16 am -
Nonstop3h 06m
Sat 10/1711:47 am -
Nonstop3h 23m
Deal found 9/20![Frontier logo]()
$284
This CheapOair deal was found by Cheapflights users on 9/22. 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.
Thu 10/17:16 am -
Nonstop3h 06m
Tue 10/138:38 pm -
Nonstop3h 20m
Deal found 9/22![Multiple Airlines logo]()
$288
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:00 am -
1 stop5h 47m
Sat 10/174:35 pm -
Nonstop3h 19m
Deal found 9/20![American Airlines logo]()
$328
This Frontier deal was found by Cheapflights users on 9/22. 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 10/37:35 am -
Nonstop3h 06m
Sat 10/1711:47 am -
Nonstop3h 23m
Deal found 9/22![Frontier logo]()
$281
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:35 am -
Nonstop3h 06m
Thu 10/1511:47 am -
Nonstop3h 23m
Deal found 9/19![Frontier logo]()
$309
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:26 pm -
Nonstop3h 27m
Wed 10/146:15 am -
Nonstop3h 18m
Deal found 9/19![JetBlue logo]()
$330
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:53 pm -
Nonstop3h 06m
Tue 10/136:00 am -
1 stop6h 44m
Deal found 9/19![Delta logo]()
$333
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:35 am -
Nonstop3h 06m
Fri 10/1611:47 am -
Nonstop3h 23m
Deal found 9/19![Frontier logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:04 pm -
1 stop12h 08m
Sun 11/110:32 am -
1 stop6h 41m
Deal found 9/23![Allegiant Air logo]()
$436
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.
Sat 10/317:13 pm -
1 stop15h 29m
Sat 11/79:09 am -
1 stop9h 23m
Deal found 9/20![Allegiant Air logo]()
$329
One-way flights from Orlando to BostonSearch for one-way flight options from Orlando to Boston. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
Search for one-way flight options from Orlando to Boston. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
This eDestinos deal was found by Cheapflights users on 9/23. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:45 am -
Nonstop3h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$111
This Super.com deal was found by Cheapflights users on 9/23. 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.
Fri 10/237:45 am -
Nonstop3h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 9/23. 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.
Thu 10/227:45 am -
Nonstop3h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$113
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:01 am -
Nonstop3h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 11/1811:49 am -
2 stops23h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$117
This Southwest deal was found by Cheapflights users on 9/23. 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 12/56:15 am -
1 stop6h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Southwest logo]()
$120
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.
Tue 10/136:00 am -
2 stops29h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Frontier logo]()
$121
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:48 pm -
1 stop5h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![JetBlue logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/317:13 pm -
1 stop15h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Allegiant Air logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:04 pm -
1 stop12h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Allegiant Air logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 11/28:07 pm -
1 stop14h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Allegiant Air logo]()
$137
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.
Mon 10/268:07 pm -
1 stop14h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Allegiant Air logo]()
$148
Find flight deals from Orlando to Boston
Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $204 (CheapOair) |
One-way from | $111 (eDestinos) |
Popular in | June |
Cheapest in | January |
Average price | $294 |
Good round-trip deal | $289 or less |
Good one-way deal | $193 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Orlando to Boston 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 24, 2026.
Use the filters below to find and compare flights from Orlando to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OrlandoBoston
SFB Orlando Sanford Intl - BOS Boston Logan Intl
SFBBOS
Orlando Sanford Intl
Sat 12/5
8:30 am-10:45 am
1 stop26h 15m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Fri 10/23
6:45 pm-12:10 am
1 stop5h 25m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 11/11
7:00 am-5:27 pm
2 stops10h 27m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Sat 11/14
7:00 am-5:45 pm
2 stops10h 45m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
OrlandoBoston
SFB Orlando Sanford Intl - BOS Boston Logan Intl
SFBBOS
Orlando Sanford Intl
Fri 1/22
12:28 pm-11:59 am
2 stops23h 31m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$166
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Mon 11/9
9:22 am-5:24 pm
1 stop8h 02m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$175
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Sat 10/17
10:30 am-6:20 pm
2 stops7h 50m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$191
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Fri 12/4
10:50 am-9:59 pm
2 stops11h 09m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$200
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Sat 10/10
12:35 pm-10:45 pm
2 stops10h 10m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$205
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 10/14
7:59 pm-11:07 pm
Nonstop3h 08m
Boston Logan Intl
Sat 10/17
6:00 am-1:00 pm
1 stop7h 00m
$208
Showing 1-10 of 44 resultsSorted by cheapest first
Compare providers for flights from Orlando to Boston
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Orlando to Boston in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Orlando-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Orlando-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Orlando-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Orlando-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Orlando to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Orlando with our price prediction graph.
ORL-BOS
SFB-BOS
MCO-BOS
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 Orlando to Boston
ORL-BOS
SFB-BOS
MCO-BOS
What is the cheapest month to book a flight from Orlando to Boston?
Currently, January is the cheapest month in which you can book a flight from Orlando to Boston (average of $127). Flying from Orlando to Boston in June is currently the most expensive (average of $322). 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.
What is the cheapest time of day to fly from ORL to BOS?
Find hourly flight availability from Orlando to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 24, 2026.
When flying from Orlando to Boston, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 63% versus a flight in the afternoon.
Weekly flight availability from Orlando to Boston
Explore weekly flight availability from Orlando to Boston. 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 24, 2026.
The most flights from ORL to BOS are scheduled on a Monday (42 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 on average).
How much does it cost to fly round-trip from Orlando to Boston?
Airfare is typical for this route at the moment.
Orlando to Boston flights typically cost between $203 and $354 in October.The cheapest round-trip price found within the last 5 days was $204 on Multiple Airlines (Oct 15-Oct 27).
How often are flights from Orlando to Boston delayed?
About 23% of weekly flights between Orlando and Boston have experienced delays in the past year, with the average delay time being 162 minutes.
What is the most punctual flight time for Orlando to Boston flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Wednesday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Orlando to Boston flights?
Over the last year, Delta have had the lowest number of delays on this route, with just 17% of flights being delayed.
How far ahead should I book a flight from Orlando to Boston?
The price you pay for your flight from Orlando to Boston may vary depending on when you book. For the best chance of a lower fare, look to book 43 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Orlando to Boston?
Use this chart to determine the cheapest time to fly round-trip from Orlando to Boston. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Orlando to Boston flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Orlando to Boston flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Orlando to Boston trip
Our travel experts
Reviews of airlines servicing Boston
Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated September 24, 2026.
Read reviews from past customers who have flown Southwest,Delta, andJetBlue from Orlando to Boston. 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.
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Orlando to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
Concord
Cambridge
Brockton
Dedham
Cranston
Revere
Warwick
Pawtucket
Peabody
Auburn
Londonderry
York Beach
Fitchburg
North Falmouth
Swansea
Chelsea
Braintree
Sandwich
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.
Alternative routes
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Other flights to Boston
Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 24, 2026.
Complete your trip
Complete your trip to Boston by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Orlando to Boston by cabin class
Find flights from Orlando to Boston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Orlando and Boston flights
Browse other Orlando and Boston flight options. Last updated on September 24, 2026.
Other flights from Orlando
Browse through other flights departing from Orlando. Flights are based on user searches made on Cheapflights and were last updated on September 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Orlando to Boston
Discover the top 6 airlines that operate flights from Orlando to Boston. 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 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$54 | Average$217 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$127 | Average$286 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$133 | Average$309 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$209 | Average$370 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$266 | Average$410 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$330 | Average$474 | FlexibilityNo cancel fee | On-time69% |