Cheap flights from Bay Lake, FL to Midway (MDW) from $39
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 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MCO — MDW
Apr 30 — May 71
From?
To?
1 adult, Economy
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The best prices from Walt Disney World to Chicago Midway are usually found in April or January, booked 70 days in advance, depart on a Thursday or Friday and return on a Tuesday
Cheap flight deals from Walt Disney World to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Walt Disney World (W9D) to Midway (MDW). 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 April 25, 2024.
Popular in | July |
|---|---|
Cheapest in | April |
Round-trip from | $222 |
One-way from | $39 |
How far in advance should I book a flight from Walt Disney World to Chicago Midway Airport?
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 51 days in advance, which can save you up to 50% on flights from Walt Disney World to Chicago Midway Airport compared to booking the week you need them. Waiting 51 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $118. For sooner than that we have options available in the next 3 days from $210.
What is the cheapest month to fly from Walt Disney World to Chicago Midway Airport?
The best pricing can be found in the month of February. Prices to Chicago Midway Airport from Walt Disney World average $153. You can even find prices in February for less than $153, as users have found deals to Chicago Midway Airport from as low as $65. The month of June appears to be one of the more expensive times to travel to Chicago Midway Airport from Walt Disney World. Flying in the targeted month can save you up to 35%.
When is the cheapest time to fly from Walt Disney World to Chicago Midway Airport (W9D - MDW)?
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Walt Disney World to Chicago Midway Airport as you normally would.
Cheap Frontier flights from Walt Disney World to Midway
Explore cheap flight options specifically provided by Frontier for the route between Walt Disney World and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 25, 2024.
Consider these cheap Frontier flights we've found departing from Walt Disney World to Chicago. Make sure to check back often as deals are often changing.
Wed 5/225:01 amMCO - MDW
Nonstop2h 53mFrontier
Wed 5/297:49 amMDW - MCO
Nonstop2h 48mFrontier
Deal found 4/24$73
Thu 8/1512:11 pmMCO - MDW
Nonstop2h 48mFrontier
Sat 8/2410:08 amMDW - MCO
Nonstop2h 41mFrontier
Deal found 4/24$78
Wed 5/85:30 amMCO - MDW
1 stop10h 09mFrontier
Wed 5/84:56 pmMDW - MCO
1 stop6h 48mFrontier
Deal found 4/24$80
Sat 5/189:00 amMCO - MDW
1 stop13h 38mFrontier
Wed 5/223:04 pmMDW - MCO
1 stop9h 32mFrontier
Deal found 4/23$88
Sat 5/189:00 amMCO - MDW
1 stop13h 38mFrontier
Wed 5/223:04 pmMDW - MCO
1 stop9h 32mFrontier
Deal found 4/23$89
Tue 5/79:23 amMCO - MDW
1 stop5h 30mFrontier
Tue 5/147:00 amMDW - MCO
1 stop10h 21mFrontier
Deal found 4/24$96
Sat 5/189:00 amMCO - MDW
1 stop13h 38mFrontier
Wed 5/227:49 amMDW - MCO
Nonstop2h 48mFrontier
Deal found 4/23$97
Thu 5/1610:17 amMCO - MDW
1 stop8h 00mFrontier
Sat 5/187:53 amMDW - MCO
1 stop9h 37mFrontier
Deal found 4/24$98
Sat 5/47:00 amMCO - MDW
1 stop9h 48mFrontier
Mon 5/64:56 pmMDW - MCO
1 stop6h 48mFrontier
Deal found 4/24$99
Cheap Delta flights from Walt Disney World to Midway
Explore cheap flight options specifically provided by Delta for the route between Walt Disney World and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 25, 2024.
Some of the best deals we've found on Delta flights traveling from Walt Disney World to Chicago. Check back soon if you're not seeing flights that suit your needs.
Thu 5/236:30 amMCO - MDW
1 stop7h 10mDelta
Tue 5/289:32 amMDW - MCO
1 stop5h 02mDelta
Deal found 4/24$247
Wed 5/16:30 pmMCO - MDW
1 stop4h 44mDelta
Tue 5/78:45 amMDW - MCO
1 stop4h 20mDelta
Deal found 4/23$303
Thu 5/25:30 amMCO - MDW
1 stop4h 40mDelta
Wed 5/89:32 amMDW - MCO
1 stop5h 02mDelta
Deal found 4/23$503
Cheap Walt Disney World to Midway flights in April & May 2024
Find cheap flight options from Walt Disney World to Midway specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,073,952 searches. Prices were last updated on April 25, 2024.
Listed are some of the best fares we've found on flights departing from Walt Disney World to Chicago in 2024. Check back in a little while for more flight options.
Wed 5/85:30 amMCO - MDW
1 stop10h 09mFrontier
Wed 5/84:56 pmMDW - MCO
1 stop6h 48mFrontier
Deal found 4/24$80
Sat 5/189:00 amMCO - MDW
1 stop13h 38mFrontier
Wed 5/223:04 pmMDW - MCO
1 stop9h 32mFrontier
Deal found 4/23$88
Sat 5/189:00 amMCO - MDW
1 stop13h 38mFrontier
Wed 5/223:04 pmMDW - MCO
1 stop9h 32mFrontier
Deal found 4/23$89
Tue 5/79:23 amMCO - MDW
1 stop5h 30mFrontier
Tue 5/147:00 amMDW - MCO
1 stop10h 21mFrontier
Deal found 4/24$96
Sat 5/189:00 amMCO - MDW
1 stop13h 38mFrontier
Wed 5/227:49 amMDW - MCO
Nonstop2h 48mFrontier
Deal found 4/23$97
Thu 5/1610:17 amMCO - MDW
1 stop8h 00mFrontier
Sat 5/187:53 amMDW - MCO
1 stop9h 37mFrontier
Deal found 4/24$98
Sat 5/47:00 amMCO - MDW
1 stop9h 48mFrontier
Mon 5/64:56 pmMDW - MCO
1 stop6h 48mFrontier
Deal found 4/24$99
Wed 5/15:30 amMCO - MDW
1 stop10h 09mFrontier
Fri 5/34:51 pmMDW - MCO
1 stop6h 53mFrontier
Deal found 4/23$102
Tue 5/79:23 amMCO - MDW
1 stop5h 30mFrontier
Wed 5/157:00 amMDW - MCO
1 stop7h 43mFrontier
Deal found 4/24$103
Walt Disney World to Midway 2024 flight deals
Discover exclusive flight deals for travel between Walt Disney World and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 25, 2024.
Listed are some of the best fares we've found on flights departing from Walt Disney World to Chicago in 2024. Check back in a little while for more flight options.
Thu 8/1512:11 pmMCO - MDW
Nonstop2h 48mFrontier
Sat 8/2410:08 amMDW - MCO
Nonstop2h 41mFrontier
Deal found 4/24$78
Wed 5/85:30 amMCO - MDW
1 stop10h 09mFrontier
Wed 5/84:56 pmMDW - MCO
1 stop6h 48mFrontier
Deal found 4/24$80
Sat 5/189:00 amMCO - MDW
1 stop13h 38mFrontier
Wed 5/223:04 pmMDW - MCO
1 stop9h 32mFrontier
Deal found 4/23$88
Sat 5/189:00 amMCO - MDW
1 stop13h 38mFrontier
Wed 5/223:04 pmMDW - MCO
1 stop9h 32mFrontier
Deal found 4/23$89
Tue 5/79:23 amMCO - MDW
1 stop5h 30mFrontier
Tue 5/147:00 amMDW - MCO
1 stop10h 21mFrontier
Deal found 4/24$96
Sat 5/189:00 amMCO - MDW
1 stop13h 38mFrontier
Wed 5/227:49 amMDW - MCO
Nonstop2h 48mFrontier
Deal found 4/23$97
Thu 5/1610:17 amMCO - MDW
1 stop8h 00mFrontier
Sat 5/187:53 amMDW - MCO
1 stop9h 37mFrontier
Deal found 4/24$98
Sat 5/47:00 amMCO - MDW
1 stop9h 48mFrontier
Mon 5/64:56 pmMDW - MCO
1 stop6h 48mFrontier
Deal found 4/24$99
Wed 5/15:30 amMCO - MDW
1 stop10h 09mFrontier
Fri 5/34:51 pmMDW - MCO
1 stop6h 53mFrontier
Deal found 4/23$102
Non-stop flights to Midway from Walt Disney World
Discover non-stop flight options from Walt Disney World to Midway. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 25, 2024.
If you're seeking options on non-stop flights from Walt Disney World to Chicago, check out these fares. Users seeking other options on flights from Walt Disney World to Chicago should update the search form at the top of the page.
Wed 5/225:01 amMCO - MDW
Nonstop2h 53mFrontier
Wed 5/297:49 amMDW - MCO
Nonstop2h 48mFrontier
Deal found 4/24$73
Thu 8/1512:11 pmMCO - MDW
Nonstop2h 48mFrontier
Sat 8/2410:08 amMDW - MCO
Nonstop2h 41mFrontier
Deal found 4/24$78
Wed 5/225:01 amMCO - MDW
Nonstop2h 53mFrontier
Sun 5/267:49 amMDW - MCO
Nonstop2h 48mFrontier
Deal found 4/24$116
Thu 5/235:01 amMCO - MDW
Nonstop2h 53mFrontier
Wed 5/297:49 amMDW - MCO
Nonstop2h 48mFrontier
Deal found 4/24$121
Wed 5/225:01 amMCO - MDW
Nonstop2h 53mFrontier
Wed 5/297:49 amMDW - MCO
Nonstop2h 48mFrontier
Deal found 4/23$122
Thu 5/305:01 amMCO - MDW
Nonstop2h 53mFrontier
Mon 6/38:56 pmMDW - MCO
Nonstop2h 51mFrontier
Deal found 4/24$134
Thu 8/1512:11 pmMCO - MDW
Nonstop2h 48mFrontier
Sun 8/182:54 pmMDW - MCO
Nonstop2h 41mFrontier
Deal found 4/24$135
Thu 7/1812:11 pmMCO - MDW
Nonstop2h 48mFrontier
Sun 7/212:54 pmMDW - MCO
Nonstop2h 41mFrontier
Deal found 4/23$137
Sat 5/186:15 pmMCO - MDW
Nonstop2h 58mFrontier
Wed 5/227:49 amMDW - MCO
Nonstop2h 48mFrontier
Deal found 4/23$139
Walt Disney World to Midway flights leaving soon
Find last-minute flight options from Walt Disney World to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 25, 2024.
Users seeking a last-minute flight from Walt Disney World to Chicago should consider booking one of these fares. It's wise to confirm all flight details are correct before booking.
Sat 5/47:00 amMCO - MDW
1 stop9h 48mFrontier
Mon 5/64:56 pmMDW - MCO
1 stop6h 48mFrontier
Deal found 4/24$99
Wed 5/15:30 amMCO - MDW
1 stop10h 09mFrontier
Fri 5/34:51 pmMDW - MCO
1 stop6h 53mFrontier
Deal found 4/23$102
Wed 5/12:59 pmMCO - MDW
1 stop7h 44mFrontier
Sat 5/45:45 amMDW - MCO
1 stop7h 35mFrontier
Deal found 4/24$104
Sat 5/47:00 amMCO - MDW
1 stop9h 48mFrontier
Tue 5/79:51 amMDW - MCO
1 stop6h 31mFrontier
Deal found 4/24$109
Thu 5/23:34 pmMCO - MDW
1 stop6h 53mFrontier
Tue 5/79:51 amMDW - MCO
1 stop6h 31mFrontier
Deal found 4/24$121
Wed 5/12:59 pmMCO - MDW
1 stop7h 44mFrontier
Sat 5/48:17 pmMDW - MCO
Nonstop3h 00mFrontier
Deal found 4/24$122
Thu 5/29:23 amMCO - MDW
1 stop5h 30mFrontier
Sat 5/45:45 amMDW - MCO
1 stop7h 35mFrontier
Deal found 4/24$129
Sat 5/47:00 amMCO - MDW
1 stop9h 48mFrontier
Sun 5/510:27 pmMDW - MCO
1 stop12h 51mFrontier
Deal found 4/24$139
Sat 5/45:30 pmMCO - MDW
Nonstop2h 57mFrontier
Mon 5/64:56 pmMDW - MCO
1 stop6h 48mFrontier
Deal found 4/24$141
One-way flights to Midway from Walt Disney World
Search for one-way flight options from Walt Disney World to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 25, 2024.
If you're seeking multiple options on one-way flights from Walt Disney World to Chicago, be sure to check out these deals, which are updated often. Users needing a return flight from Walt Disney World to Chicago should utilize the search form above.
Wed 5/295:01 amMCO - MDW
Nonstop2h 53mFrontier
Deal found 4/24$39
Wed 5/12:59 pmMCO - MDW
1 stop7h 44mFrontier
Deal found 4/24$40
Wed 5/295:01 amMCO - MDW
Nonstop2h 53mFrontier
Deal found 4/23$41
Wed 5/82:59 pmMCO - MDW
1 stop7h 44mFrontier
Deal found 4/24$42
Sat 5/47:00 amMCO - MDW
1 stop9h 48mFrontier
Deal found 4/24$46
Sat 5/47:00 amMCO - MDW
1 stop9h 48mFrontier
Deal found 4/24$47
Thu 5/99:23 amMCO - MDW
1 stop5h 30mFrontier
Deal found 4/24$49
Thu 5/99:23 amMCO - MDW
1 stop5h 30mFrontier
Deal found 4/24$50
Tue 5/712:36 pmMCO - MDW
1 stop7h 39mFrontier
Deal found 4/24$51
Find flights from Walt Disney World to Midway within your budget
Customize your flight search to find flights from Walt Disney World to Midway 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 3,073,952 searches. Data last updated April 25, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$73 - $247
Route
Depart
Return
Price
OrlandoChicago Midway
MCO - MDW
MCOMDW
Orlando
Wed 5/22
Nonstop2h 53m
Chicago Midway
Wed 5/29
Nonstop2h 48m
$73
OrlandoChicago Midway
MCO - MDW
MCOMDW
Orlando
Thu 8/15
Nonstop2h 48m
Chicago Midway
Sat 8/24
Nonstop2h 41m
$78
OrlandoChicago Midway
MCO - MDW
MCOMDW
Orlando
Wed 5/8
1 stop10h 09m
Chicago Midway
Wed 5/8
1 stop6h 48m
$80
OrlandoChicago Midway
MCO - MDW
MCOMDW
Orlando
Sat 5/18
1 stop13h 38m
Chicago Midway
Wed 5/22
1 stop9h 32m
$88
OrlandoChicago Midway
MCO - MDW
MCOMDW
Orlando
Sat 5/18
1 stop13h 38m
Chicago Midway
Wed 5/22
1 stop9h 32m
$89
OrlandoChicago Midway
MCO - MDW
MCOMDW
Orlando
Tue 5/7
1 stop5h 30m
Chicago Midway
Tue 5/14
1 stop10h 21m
$96
OrlandoChicago Midway
MCO - MDW
MCOMDW
Orlando
Sat 5/18
1 stop13h 38m
Chicago Midway
Wed 5/22
Nonstop2h 48m
$97
OrlandoChicago Midway
MCO - MDW
MCOMDW
Orlando
Thu 5/16
1 stop8h 00m
Chicago Midway
Sat 5/18
1 stop9h 37m
$98
OrlandoChicago Midway
MCO - MDW
MCOMDW
Orlando
Thu 5/23
1 stop7h 10m
Chicago Midway
Tue 5/28
1 stop5h 02m
$247
When is the best time to book a flight from Walt Disney World to Chicago Midway Airport?
Use this chart to determine the optimal time to book a round-trip flight from Walt Disney World to Midway. Price data was last updated on January 28, 2024.
The price you pay for your flight from Walt Disney World to Chicago Midway Airport may vary depending on when you book. For the best chance of a lower fare, look to book 70 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
When is the cheapest time to fly from Walt Disney World to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Walt Disney World to Midway. Price data was last updated on April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Walt Disney World to Chicago Midway Airport flight should consider departing on Friday at noon when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Average price of flights to Midway by month
Plan your trip from Walt Disney World to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from Walt Disney World to Midway is currently $45 while a round-trip flight costs $105. Price data was last updated on April 21, 2024.
Currently, December is the cheapest month in which you can book a flight from Walt Disney World to Chicago Midway Airport (average of $140). Flying from Walt Disney World to Chicago Midway Airport in July is currently the most expensive (average of $254). 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.
January
$194
February
$190
March
$219
April
$159
May
$185
June
$235
July
$254
August
$196
September
$157
October
$143
November
$165
December
$140
Temperature and rainfall in Midway by month
Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.
CHI Temperature | 23 - 73.4 °F |
|---|
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated April 25, 2024.
Peruse reviews from past customers who have flown with Frontier and Delta from Walt Disney World to Chicago to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
11,004 reviews
Boarding
8.2
Entertainment
8.0
Overall
8.1
Crew
8.6
Food
7.5
Comfort
7.9
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
11,004 reviews
11,004 reviews
Boarding
8.2
Entertainment
8.0
Overall
8.1
Crew
8.6
Food
7.5
Comfort
7.9
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
2,991 reviews
11,004 reviews
Boarding
8.2
Entertainment
8.0
Overall
8.1
Crew
8.6
Food
7.5
Comfort
7.9
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
438 reviews
11,004 reviews
Boarding
8.2
Entertainment
8.0
Overall
8.1
Crew
8.6
Food
7.5
Comfort
7.9
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
1,543 reviews
11,004 reviews
Boarding
8.2
Entertainment
8.0
Overall
8.1
Crew
8.6
Food
7.5
Comfort
7.9
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
Related info for your journey
Find useful and relevant information for your journey from Walt Disney World to Midway. 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 Walt Disney World to MidwaySee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Walt Disney World to Midway
Discover the top 3 airlines that operate flights from Walt Disney World to Midway. 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 3,073,952 searches. Data last updated April 25, 2024.
Search flights from Walt Disney World to Midway by cabin class
Find flights from Walt Disney World to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from Walt Disney World to Midway
Find hourly flight availability from Walt Disney World to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 25, 2024.
| 9%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 39%of flight departures | Morning6 am to noon |
| 32%of flight departures | AfternoonNoon to 6 pm |
| 20%of flight departures | Evening6 pm to midnight |
Midnight
6 AM
Noon
6 PM
Weekly flight availability from Walt Disney World to Midway
Explore weekly flight availability from Walt Disney World to Midway. 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 April 25, 2024.
| Sunday | 20daily flights |
|---|---|
| Monday | 17daily flights |
| Tuesday | 16daily flights |
| Wednesday | 16daily flights |
| Thursday | 16daily flights |
| Friday | 17daily flights |
| Saturday | 17daily flights |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Walt Disney World to Midway?
Cheapflights helps you search for flights from Walt Disney World to Midway via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Why should you use Cheapflights to find cheap flight tickets from Walt Disney World to Midway?
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Walt Disney World.
Can Cheapflights find flights from Walt Disney World to Midway with no change fees?
Certainly. Search results for flights to Midway from Walt Disney World shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Can Cheapflights notify me if prices for flights from Walt Disney World to Midway become cheaper?
Yes, Cheapflights offers price alerts on Walt Disney World to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.