$102+ Cheap flights from Midway (MDW) to Bay Lake, FL
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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MCO
Oct 8 — Oct 151
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Walt Disney World 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 Chicago Midway to Walt Disney World are usually found in January or February, booked 90 days in advance, depart on a Thursday or Saturday and return on a Friday
Cheap flight deals from Midway to Walt Disney World
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Cheapest flights from Midway to Walt Disney WorldExplore the most affordable flight options available from Midway to Walt Disney World. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 8, 2026.
Explore the most affordable flight options available from Midway to Walt Disney World. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Mon 11/238:42 pm -
Nonstop2h 43m
Tue 11/245:46 pm -
Nonstop3h 01m
Deal found 9/3![Frontier logo]()
$194
This Travelocity deal was found by Cheapflights users on 9/3. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:21 am -
1 stop10h 00m
Sat 10/242:52 pm -
1 stop9h 51m
Deal found 9/3![Frontier logo]()
$195
This Frontier deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:42 pm -
Nonstop2h 43m
Wed 11/255:46 pm -
Nonstop3h 01m
Deal found 9/3![Frontier logo]()
$198
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:25 am -
1 stop9h 44m
Mon 10/59:30 am -
1 stop9h 21m
Deal found 9/3![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Wed 9/96:25 am -
1 stop9h 44m
Sat 9/1212:50 pm -
1 stop6h 01m
Deal found 9/3![Frontier logo]()
$201
This Priceline deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:42 pm -
Nonstop2h 43m
Sun 12/65:01 pm -
Nonstop3h 01m
Deal found 9/7![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Tue 9/296:25 am -
1 stop9h 44m
Thu 10/112:50 pm -
1 stop5h 56m
Deal found 9/4![Frontier logo]()
$203
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:25 am -
1 stop9h 44m
Sat 9/1212:50 pm -
1 stop6h 01m
Deal found 9/3![Frontier logo]()
$204
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:42 pm -
1 stop11h 19m
Wed 11/115:03 pm -
1 stop7h 44m
Deal found 9/3![Frontier logo]()
$205
This Priceline deal was found by Cheapflights users on 9/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/268:42 pm -
Nonstop2h 43m
Fri 12/46:00 am -
1 stop7h 59m
Deal found 9/5![Frontier logo]()
$206
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:25 am -
1 stop9h 44m
Tue 9/2912:50 pm -
1 stop5h 56m
Deal found 9/3![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/261:26 pm -
1 stop4h 51m
Thu 10/297:56 pm -
1 stop18h 40m
Deal found 9/7![Allegiant Air logo]()
$263
Best flights from Midway to Walt Disney WorldDiscover carefully curated flight deals from Midway to Walt Disney World that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
Discover carefully curated flight deals from Midway to Walt Disney World that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/261:26 pm -
1 stop4h 51m
Thu 10/297:56 pm -
1 stop18h 40m
Deal found 9/7![Allegiant Air logo]()
$263
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:05 pm -
Nonstop2h 40m
Sat 10/172:25 pm -
1 stop4h 25m
Deal found 9/7![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 9/3. 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.
Sun 11/221:31 pm -
1 stop5h 04m
Wed 11/256:05 am -
1 stop7h 46m
Deal found 9/3![Delta logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Mon 10/121:26 pm -
1 stop20h 07m
Mon 10/197:35 am -
2 stops32h 00m
Deal found 9/6![Multiple Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:16 pm -
1 stop26h 16m
Mon 11/1611:10 am -
1 stop5h 31m
Deal found 9/5![Allegiant Air logo]()
$289
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:45 am -
Nonstop2h 35m
Fri 10/308:10 am -
Nonstop2h 50m
Deal found 9/5![Southwest logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/302:26 pm -
1 stop22h 07m
Sun 11/16:03 pm -
1 stop19h 33m
Deal found 9/5![Allegiant Air logo]()
$348
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:50 am -
2 stops6h 20m
Tue 11/1712:40 pm -
1 stop5h 10m
Deal found 9/7![Southwest logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Mon 11/21:26 pm -
1 stop4h 51m
Sun 11/87:49 pm -
1 stop20h 52m
Deal found 9/3![Allegiant Air logo]()
$360
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:40 pm -
Nonstop2h 35m
Fri 10/1610:35 pm -
Nonstop2h 50m
Deal found 9/5![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 9/6. 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.
Thu 10/296:40 pm -
Nonstop2h 35m
Sun 11/18:30 am -
Nonstop2h 55m
Deal found 9/6![Southwest logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 10/302:26 pm -
1 stop26h 57m
Fri 11/67:36 pm -
2 stops39h 16m
Deal found 9/6![Allegiant Air logo]()
$407
This Southwest deal was found by Cheapflights users on 9/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:40 pm -
Nonstop2h 40m
Sun 10/410:20 pm -
Nonstop2h 50m
Deal found 9/4![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/22:15 pm -
Nonstop2h 35m
Tue 10/611:05 am -
Nonstop2h 50m
Deal found 9/7![Southwest logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 11/68:09 pm -
1 stop21h 23m
Mon 11/911:10 am -
1 stop5h 31m
Deal found 9/3![Allegiant Air logo]()
$411
This Southwest deal was found by Cheapflights users on 9/3. 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.
Thu 11/125:10 am -
Nonstop2h 35m
Sun 11/159:00 am -
1 stop5h 45m
Deal found 9/3![Southwest logo]()
$373
This Southwest deal was found by Cheapflights users on 9/3. 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.
Sun 11/85:10 am -
Nonstop2h 35m
Fri 11/133:10 pm -
1 stop5h 25m
Deal found 9/3![Southwest logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/912:26 pm -
1 stop10h 13m
Fri 10/166:30 am -
2 stops10h 10m
Deal found 9/5![Allegiant Air logo]()
$459
This Southwest deal was found by Cheapflights users on 9/6. 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.
Fri 10/234:15 pm -
1 stop4h 00m
Thu 11/125:00 pm -
Nonstop2h 55m
Deal found 9/6![Southwest logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 11/1210:12 am -
2 stops23h 17m
Sun 11/157:49 pm -
1 stop20h 52m
Deal found 9/4![Allegiant Air logo]()
$469
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals ”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/303:45 pm -
Nonstop2h 35m
Sun 11/19:10 am -
1 stop4h 15m
Deal found 9/7![Southwest logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/121:26 pm -
1 stop20h 07m
Sat 10/178:00 am -
2 stops27h 48m
Deal found 9/5![Allegiant Air logo]()
$503
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 10/110:38 am -
2 stops11h 23m
Sun 10/47:26 pm -
1 stop17h 40m
Deal found 9/4![Allegiant Air logo]()
$575
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:38 am -
2 stops11h 23m
Thu 10/89:59 pm -
1 stop14h 37m
Deal found 9/6![Allegiant Air logo]()
$628
Last-minute flights from Midway to Walt Disney WorldDiscover last-minute flight deals from Midway to Walt Disney World. Data last updated September 8, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Walt Disney World. Data last updated September 8, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Wed 9/96:25 am -
1 stop9h 44m
Sat 9/1212:50 pm -
1 stop6h 01m
Deal found 9/3![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Wed 9/96:25 am -
1 stop28h 01m
Fri 9/116:50 am -
1 stop17h 54m
Deal found 9/3![Frontier logo]()
$208
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:25 am -
1 stop9h 44m
Sat 9/1212:50 pm -
1 stop6h 01m
Deal found 9/3![Frontier logo]()
$204
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:25 am -
1 stop9h 44m
Tue 9/2912:50 pm -
1 stop5h 56m
Deal found 9/3![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:25 am -
1 stop14h 34m
Tue 10/612:50 pm -
1 stop5h 56m
Deal found 9/3![Frontier logo]()
$212
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:25 am -
1 stop9h 44m
Mon 10/59:30 am -
1 stop9h 21m
Deal found 9/3![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Tue 9/296:25 am -
1 stop9h 44m
Thu 10/112:50 pm -
1 stop5h 56m
Deal found 9/4![Frontier logo]()
$203
This Travelocity deal was found by Cheapflights users on 9/3. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:21 am -
1 stop10h 00m
Sat 10/242:52 pm -
1 stop9h 51m
Deal found 9/3![Frontier logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:21 am -
1 stop10h 00m
Wed 10/289:25 am -
1 stop9h 22m
Deal found 9/6![Frontier logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/261:26 pm -
1 stop4h 51m
Thu 10/297:56 pm -
1 stop18h 40m
Deal found 9/7![Allegiant Air logo]()
$263
This deal was found by Cheapflights users on 9/5. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:53 am -
1 stop6h 31m
Sun 11/112:54 pm -
1 stop5h 53m
Deal found 9/5![Frontier logo]()
$198
This CheapOair deal was found by Cheapflights users on 9/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:16 am -
1 stop10h 08m
Wed 11/412:54 pm -
1 stop5h 53m
Deal found 9/3![Frontier logo]()
$206
One-way flights from Midway to Walt Disney WorldSearch for one-way flight options from Midway to Walt Disney World. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
Search for one-way flight options from Midway to Walt Disney World. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
This Super.com deal was found by Cheapflights users on 9/3. 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.
Wed 10/216:21 am -
1 stop10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$102
This Booking.com deal was found by Cheapflights users on 9/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:21 am -
1 stop10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$103
This CheapOair deal was found by Cheapflights users on 9/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:21 am -
1 stop10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$104
This Trip.com deal was found by Cheapflights users on 9/3. 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.
Wed 9/236:25 am -
1 stop24h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:25 am -
1 stop14h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$112
This Super.com deal was found by Cheapflights users on 9/3. 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.
Thu 9/106:25 am -
1 stop9h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$113
This Trip.com deal was found by Cheapflights users on 9/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:15 am -
1 stop10h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Thu 10/16:46 pm -
1 stop26h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$120
This Trip.com deal was found by Cheapflights users on 9/3. 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.
Fri 9/116:46 pm -
1 stop12h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$121
This Super.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:25 am -
1 stop9h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/239:29 am -
1 stop12h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Allegiant Air logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Mon 11/21:26 pm -
1 stop25h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Allegiant Air logo]()
$140
Find flight deals from Midway to Walt Disney World
Keep the following information in mind while searching for Midway to Walt Disney World flight deals. Data was last updated September 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $194 (Kiwi.com) |
One-way from | $102 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $339 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Walt Disney World 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 8, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Bay Lake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoOrlando
MDW Chicago Midway - SFB Orlando Sanford Intl
MDWSFB
Chicago Midway
Mon 11/2
1:26 pm-7:17 pm
1 stop4h 51m
Orlando Sanford Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Sat 11/14
1:35 pm-5:10 pm
Nonstop2h 35m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
Quickest round-trip
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Sat 10/31
7:05 am-10:35 am
Nonstop2h 30m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Wed 11/4
4:25 pm-8:00 pm
Nonstop2h 35m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Tue 12/1
8:10 am-2:15 pm
1 stop5h 05m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$169
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Mon 9/28
7:50 pm-11:25 pm
Nonstop2h 35m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$179
ChicagoOrlando
MDW Chicago Midway - SFB Orlando Sanford Intl
MDWSFB
Chicago Midway
Fri 10/23
2:26 pm-6:23 pm
1 stop26h 57m
Orlando Sanford Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$183
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Fri 10/9
6:40 pm-10:15 pm
Nonstop2h 35m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$185
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Thu 10/22
3:45 pm-7:20 pm
Nonstop2h 35m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$185
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Fri 10/23
8:40 pm-12:15 am
Nonstop2h 35m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$185
Showing 1-10 of 44 resultsSorted by cheapest first
Best time to book a flight from Midway to Walt Disney World
Have a flexible travel schedule? Discover the best time to fly to Walt Disney World from Midway with our price prediction graph.
MDW-SFB
MDW-MCO
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 Chicago Midway Airport to Bay Lake
MDW-W9D
MDW-SFB
MDW-MCO
What is the cheapest time of day to fly from MDW to W9D?
Find hourly flight availability from Midway to Walt Disney World. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 8, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Walt Disney World in the afternoon. If you’re flexible enough to do this you can expect to save up to 12% on your trip compared to booking a flight at noon.
How much does it cost to fly round-trip from Chicago Midway Airport to Walt Disney World?
Airfare is below average for this route at the moment.
Chicago Midway Airport to Walt Disney World flights typically cost between $290 and $419 in November.The cheapest round-trip price found within the last 5 days was $194 on Frontier (Nov 23-Nov 24).
What is the cheapest day to fly from Chicago Midway Airport to Walt Disney World?
Use this chart to determine the cheapest time to fly round-trip from Midway to Walt Disney World. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Walt Disney World flight should consider departing on Monday at noon when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Walt Disney World
Get insights into the airlines that provide service to Walt Disney World. 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 Walt Disney World. Reviews last updated September 8, 2026.
Read reviews from past customers who have flown Southwest and Frontier from Chicago Midway Airport to Bay Lake. 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
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Midway to Walt Disney World. 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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Alternative routes for Midway to Walt Disney World
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Walt Disney World by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Midway to Walt Disney World by cabin class
Find flights from Midway to Walt Disney World, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Walt Disney World flights
Browse other Midway and Walt Disney World flight options. Last updated on September 8, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on September 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to Walt Disney World flights
Consider these flights traveling from Midway to Walt Disney World.
Top 2 airlines flying from Midway to Walt Disney World
Discover the top 2 airlines that operate flights from Midway to Walt Disney World. 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 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$67 | Average$193 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$197 | Average$394 | FlexibilityNo cancel fee | On-time63% |