$101+ Cheap flights from Bay Lake, FL to Boston (BOS)
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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Sep 6 — Sep 131
Round-trip
1 adult, Economy
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Find cheap flights from Walt Disney World 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 Walt Disney World to Boston Logan Intl are usually found in January or February, booked 38 days in advance, depart on a Friday or Thursday and return on a Thursday
Cheap flight deals from Walt Disney World to Boston
Cheapest
Best
Last-minute
One-way
Cheapest flights from Walt Disney World to BostonExplore the most affordable flight options available from Walt Disney World to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2026.
Explore the most affordable flight options available from Walt Disney World to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2026.
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 11/56:00 am -
Nonstop3h 16m
Mon 11/910:11 am -
Nonstop3h 26m
Deal found 8/2![Frontier logo]()
$187
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:16 am -
Nonstop3h 06m
Mon 9/1411:36 am -
Nonstop3h 16m
Deal found 8/4![Frontier logo]()
$188
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:16 am -
Nonstop3h 06m
Sat 9/1211:36 am -
Nonstop3h 16m
Deal found 8/4![Frontier logo]()
$189
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.
Fri 10/95:15 am -
Nonstop3h 05m
Mon 10/129:15 am -
Nonstop3h 22m
Deal found 8/2![Frontier logo]()
$190
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.
Fri 11/136:00 am -
Nonstop3h 16m
Sun 11/1510:11 am -
Nonstop3h 26m
Deal found 8/2![Frontier logo]()
$191
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 10/165:15 am -
Nonstop3h 05m
Thu 10/229:15 am -
Nonstop3h 22m
Deal found 8/2![Frontier logo]()
$192
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.
Fri 8/286:00 am -
Nonstop3h 09m
Mon 8/3112:45 pm -
1 stop7h 15m
Deal found 8/6![Frontier logo]()
$193
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:25 am -
1 stop5h 25m
Sun 8/3010:04 am -
Nonstop3h 36m
Deal found 8/6![Frontier logo]()
$194
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:00 am -
Nonstop3h 09m
Thu 10/159:15 am -
Nonstop3h 22m
Deal found 8/4![Frontier logo]()
$195
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.
Sat 9/127:45 am -
Nonstop3h 06m
Sat 9/1912:54 pm -
1 stop9h 05m
Deal found 8/2![Frontier logo]()
$196
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:16 am -
Nonstop3h 06m
Mon 10/511:36 am -
Nonstop3h 16m
Deal found 8/4![Frontier logo]()
$197
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.
Fri 8/286:00 am -
Nonstop3h 09m
Thu 9/312:45 pm -
1 stop11h 14m
Deal found 8/6![Frontier logo]()
$198
Best flights from Walt Disney World to BostonDiscover carefully curated flight deals from Walt Disney World to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 7, 2026.
Discover carefully curated flight deals from Walt Disney World to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 7, 2026.
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.
Wed 10/77:59 pm -
Nonstop3h 08m
Mon 10/127:10 am -
Nonstop3h 18m
Deal found 8/2![Delta logo]()
$240
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.
Sat 9/57:16 pm -
1 stop4h 43m
Mon 9/76:00 am -
1 stop6h 30m
Deal found 8/6![United Airlines logo]()
$270
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/22:30 pm -
1 stop4h 30m
Sat 12/123:05 pm -
1 stop5h 25m
Deal found 8/3![Southwest logo]()
$296
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/212:25 pm -
Nonstop3h 35m
Wed 9/2310:30 am -
Nonstop3h 14m
Deal found 8/3![JetBlue logo]()
$339
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 11/42:40 pm -
1 stop6h 28m
Sat 11/73:15 pm -
1 stop5h 46m
Deal found 8/3![Delta logo]()
$259
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.
Fri 9/47:16 pm -
1 stop4h 43m
Tue 9/87:30 am -
1 stop7h 15m
Deal found 8/5![United Airlines logo]()
$270
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.
Sat 11/76:40 pm -
1 stop6h 40m
Sat 11/146:25 pm -
1 stop6h 15m
Deal found 8/4![Delta logo]()
$269
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/302:50 pm -
1 stop7h 25m
Sun 10/47:40 am -
2 stops7h 05m
Deal found 8/6![Southwest logo]()
$318
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.
Mon 9/287:50 pm -
1 stop5h 27m
Tue 10/65:39 am -
1 stop5h 44m
Deal found 8/4![Delta logo]()
$270
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.
Mon 11/236:00 am -
Nonstop3h 00m
Thu 12/38:00 am -
1 stop5h 54m
Deal found 8/3![Delta logo]()
$291
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.
Sat 8/2911:16 am -
Nonstop3h 06m
Tue 9/18:20 pm -
Nonstop3h 14m
Deal found 8/4![Delta 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 8/297:00 am -
Nonstop3h 10m
Sun 9/63:27 pm -
Nonstop3h 27m
Deal found 8/3![Delta logo]()
$339
Last-minute flights from Walt Disney World to BostonDiscover last-minute flight deals from Walt Disney World to Boston. Data last updated August 7, 2026 and is based on user searches.
Discover last-minute flight deals from Walt Disney World to Boston. Data last updated August 7, 2026 and is based on user searches.
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:25 am -
1 stop5h 25m
Sun 8/3010:04 am -
Nonstop3h 36m
Deal found 8/6![Frontier logo]()
$194
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.
Fri 8/286:00 am -
Nonstop3h 09m
Mon 8/3112:45 pm -
1 stop7h 15m
Deal found 8/6![Frontier logo]()
$193
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.
Fri 8/286:00 am -
Nonstop3h 09m
Thu 9/312:45 pm -
1 stop11h 14m
Deal found 8/6![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:25 am -
1 stop5h 25m
Sun 8/3010:04 am -
Nonstop3h 36m
Deal found 8/6![Frontier logo]()
$200
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 9/27:59 pm -
Nonstop3h 21m
Wed 9/97:05 am -
Nonstop3h 13m
Deal found 8/3![Delta logo]()
$199
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 9/36:00 am -
Nonstop3h 09m
Mon 9/710:04 am -
Nonstop3h 36m
Deal found 8/2![Frontier logo]()
$192
This Justfly.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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:00 am -
Nonstop3h 09m
Sun 9/610:04 am -
Nonstop3h 36m
Deal found 8/5![Frontier logo]()
$195
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:16 am -
Nonstop3h 06m
Mon 9/1411:36 am -
Nonstop3h 16m
Deal found 8/4![Frontier logo]()
$188
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:16 am -
Nonstop3h 06m
Sat 9/1211:36 am -
Nonstop3h 16m
Deal found 8/4![Frontier logo]()
$189
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.
Thu 9/107:16 am -
Nonstop3h 06m
Thu 9/1711:17 am -
Nonstop3h 16m
Deal found 8/3![Frontier logo]()
$190
This Jetabroad 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:16 am -
Nonstop3h 06m
Sun 9/1311:53 am -
Nonstop3h 16m
Deal found 8/6![Frontier logo]()
$197
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.
Sat 9/127:45 am -
Nonstop3h 06m
Sat 9/1912:54 pm -
1 stop9h 05m
Deal found 8/2![Frontier logo]()
$196
One-way flights from Walt Disney World to BostonSearch for one-way flight options from Walt Disney World to Boston. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
Search for one-way flight options from Walt Disney World to Boston. Find affordable one-way fares based on user searches. Data last updated August 7, 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.
Sun 9/66:00 am -
Nonstop3h 09m
Deal found 8/2![Frontier logo]()
$101
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 12/107:50 am -
Nonstop3h 12m
Deal found 8/4![Frontier logo]()
$103
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:00 am -
Nonstop3h 09m
Deal found 8/3![Frontier logo]()
$104
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.
Tue 9/297:40 am -
1 stop6h 26m
Deal found 8/4![JetBlue logo]()
$105
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.
Sun 12/137:50 am -
Nonstop3h 12m
Deal found 8/2![Frontier logo]()
$106
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.
Mon 10/57:45 am -
Nonstop3h 06m
Deal found 8/4![Frontier logo]()
$107
This Jetabroad 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:45 pm -
1 stop7h 31m
Deal found 8/4![JetBlue logo]()
$109
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.
Wed 9/239:53 am -
1 stop9h 26m
Deal found 8/4![United Airlines logo]()
$110
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.
Fri 10/235:15 am -
Nonstop3h 05m
Deal found 8/3![Frontier logo]()
$111
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.
Wed 8/126:00 am -
Nonstop3h 09m
Deal found 8/2![Frontier logo]()
$113
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 9/267:45 am -
Nonstop3h 06m
Deal found 8/5![Frontier logo]()
$114
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:00 am -
1 stop6h 10m
Deal found 8/6![Southwest logo]()
$115
Find flight deals from Walt Disney World to Boston
Keep the following information in mind while searching for Walt Disney World to Boston flight deals. Data was last updated August 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $187 (Kiwi.com) |
One-way from | $101 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $231 |
Cheapflights Fare Finder
Customize your flight search to find flights from Walt Disney World 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 2,558,603 searches. Data last updated August 7, 2026.
Use the filters below to find and compare flights from Bay Lake to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 10/7
7:59 pm-11:07 pm
Nonstop3h 08m
Boston Logan Intl
Mon 10/12
7:10 am-10:28 am
Nonstop3h 18m
$240
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 11/4
2:40 pm-9:08 pm
1 stop6h 28m
Boston Logan Intl
Sat 11/7
3:15 pm-9:01 pm
1 stop5h 46m
$259
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Sat 11/7
6:40 pm-1:20 am
1 stop6h 40m
Boston Logan Intl
Sat 11/14
6:25 pm-12:40 am
1 stop6h 15m
$269
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Sat 9/5
7:16 pm-11:59 pm
1 stop4h 43m
Boston Logan Intl
Mon 9/7
6:00 am-12:30 pm
1 stop6h 30m
$270
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Fri 9/4
7:16 pm-11:59 pm
1 stop4h 43m
Boston Logan Intl
Tue 9/8
7:30 am-2:45 pm
1 stop7h 15m
$270
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Mon 9/28
7:50 pm-1:17 am
1 stop5h 27m
Boston Logan Intl
Tue 10/6
5:39 am-11:23 am
1 stop5h 44m
$270
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Mon 11/23
6:00 am-9:00 am
Nonstop3h 00m
Boston Logan Intl
Thu 12/3
8:00 am-1:54 pm
1 stop5h 54m
$291
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 12/2
2:30 pm-7:00 pm
1 stop4h 30m
Boston Logan Intl
Sat 12/12
3:05 pm-8:30 pm
1 stop5h 25m
$296
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 9/30
2:50 pm-10:15 pm
1 stop7h 25m
Boston Logan Intl
Sun 10/4
7:40 am-2:45 pm
2 stops7h 05m
$318
Quickest round-trip
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Sat 8/29
11:16 am-2:22 pm
Nonstop3h 06m
Boston Logan Intl
Tue 9/1
8:20 pm-11:34 pm
Nonstop3h 14m
$320
Showing 1-10 of 23 resultsSorted by cheapest first
Best time to book a flight from Walt Disney World to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Walt Disney World with our price prediction graph.
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 Bay Lake to Boston
W9D-BOS
MCO-BOS
What is the cheapest time of day to fly from W9D to BOS?
Find hourly flight availability from Walt Disney World 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 August 7, 2026.
It’s typically best to fly out from Walt Disney World to Boston in the evening. Doing so could potentially save you 58% on the flight price compared to flying in the afternoon, which is usually more expensive.
Weekly flight availability from Walt Disney World to Boston
Explore weekly flight availability from Walt Disney World 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 August 7, 2026.
The most flights from W9D to BOS are scheduled on a Thursday (46 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).
How much does it cost to fly round-trip from Walt Disney World to Boston?
Airfare is typical for this route at the moment.
Walt Disney World to Boston flights typically cost between $153 and $302 in November.The cheapest round-trip price found within the last 5 days was $187 on Frontier (Nov 5-Nov 9).
What is the cheapest day to fly from Walt Disney World to Boston?
Use this chart to determine the cheapest time to fly round-trip from Walt Disney World to Boston. Price data was last updated on August 1, 2026.
Travelers seeking maximum savings on their Walt Disney World to Boston flight should consider departing on Wednesday 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.
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 August 7, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andAmerican Airlines from Bay Lake to Boston 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.
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Walt Disney World 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
Cambridge
Concord
Brockton
Seekonk
Cranston
Dedham
Warwick
Peabody
Hampton Beach
Auburn
York Beach
Chelsea
Londonderry
Swansea
Fitchburg
North Falmouth
Braintree
Revere
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Top 7 airlines flying from Walt Disney World to Boston
Discover the top 7 airlines that operate flights from Walt Disney World 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 2,558,603 searches. Data last updated August 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$45 | Average$187 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$67 | Average$176 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$116 | Average$282 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$295 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$347 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$184 | Average$374 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$192 | Average$311 | FlexibilityNo cancel fee | On-time71% |