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DelayAtlas

Route reliability record

MCO→MDW

Orlando to Chicago

Flights
2,723
Period
September 2025 to August 2026
Distance
990 mi
Carriers
2
CGRADE

This route sits in the middle of the pack with a C. About seven flights in ten arrive on time by the DOT's definition, 7 points worse than the national rate of 77.3%. The late ones land about an hour behind schedule. That rests on 2,723 MCO to MDW flights, with a median arrival 2 minutes late.

Best time to fly MCO to MDW: a 5am–8am departure, ideally on a Wednesday. Flights in that window arrived on time 91.7% of the time and Wednesday flights 80.0%, against 70.0% for the route overall.

The national on-time rate over the same period is 77.3%, so this route runs 7 points behind the country as a whole. Across a thousand flights that is about 73 extra late arrivals.

Key figures

On time

70.0%

Arrivals under 15 minutes late, of 2,655 completed flights

Avg delay

60 min

Across delayed arrivals only, not all flights

Cancelled

1.76%

National rate is 1.89%

Best carrier

Southwest

69.6% on time across 2,532 flights

These figures cover 2,723 flights between September 2025 and August 2026. Beyond the headline rate, 9.0% of arrivals land a full hour or more behind schedule, against 8.3% nationally.

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Carrier by carrier

Which airline is most reliable on MCO to MDW

Only one carrier clears this site's 365-flight floor here, so there is no comparison to draw. The table below is the full picture.

On-time performance by carrier on MCO to MDW
AirlineFlightsOn timeAvg delayCancelledGrade
Frontier Airlinesthin sample19175.1%86 min1.05%B
Southwest Airlines2,53269.6%58 min1.82%C

Timetable by Aviasales, a Travelpayouts partner. Booking through it may earn this site a commission at no cost to you; it changes no figure here.

Best ways to make this trip

The most reliable ways to fly Orlando to Chicago

Every airline on this route and on the routes between nearby airports, ranked by how often a scheduled flight actually operated and arrived on time. 4 of the top 5 use a different airport at one end.

Most reliable ways to fly from MCO to MDW
OptionAirlineSuccessOn timeCancelledBest departureMost punctual flight
1. MCO → ORDOrlando to ChicagoUnited Airlines73.6%74.3%0.95%5am–8am, WedUA 2475 12:34
2. MCO → ORDOrlando to ChicagoAmerican Airlines69.7%71.2%2.08%5am–8am, Wed—
3. MCO → MDWOrlando to ChicagoSouthwest Airlines68.3%69.6%1.82%5am–8am, Wed—
4. MCO → ORDOrlando to ChicagoFrontier Airlines67.4%69.2%2.56%5am–8am, Tue—
5. MCO → ORDOrlando to ChicagoSouthwest Airlines66.7%67.6%1.34%5am–8am, Wed—

Success is the share of scheduled flights that operated and arrived less than 15 minutes late, so a cancelled flight counts against it. “(route)” means the best time comes from every carrier on the route rather than this airline alone.

Plan this trip by month, day and time

Departure window

The best time of day to leave

Departure time matters more here than the choice of carrier. The gap between the best and worst window is 38 points, against half a point between the best and worst carrier.

  • 5am–8am418 flights91.7%
  • 8am–11am461 flights81.8%
  • 11am–2pm386 flights76.4%
  • 2pm–5pm506 flights65.3%
  • 5pm–8pm616 flights54.6%
  • 8pm–5am336 flights54.2%

Scale runs 45% to 95%.

The 8pm–5am window is where this operation falls apart: 54.2% on time, against 91.7% for the 5am–8am slot. By evening the aircraft flying these rotations have absorbed a full day of small delays and there is no slack left to recover in. The 5pm–8pm window is the busiest, with 616 flights scheduled in it.

Explore

Filter MCO to MDW by airline, time, month and day

Pick a breakdown and a carrier. The dashed mark on each row is the same slice for every US flight.

On MCO to MDW, the best departure window is 5am–8am at 91.7% on time and the worst is 8pm–5am at 54.2%, a wide gap of 37.5 points. All US flights leaving 5am–8am ran 89.3%.

  • 5–8am91.7%
  • 8–11am81.8%
  • 11am–2pm76.4%
  • 2–5pm65.3%
  • 5–8pm54.6%
  • 8pm–5am54.2%

best all US flightsScale 45% to 95%.

Across the year

When delays peak on this route

This route's year swings by 22 points from best month to worst, which is wide. An annual average tells you very little about the week you are actually flying, so read the strip rather than the headline if your dates are fixed.

On-time rate by calendar month73J67F64M75A75M64J68J60A82S69O80N65D
Darker means more delays. Figures are on-time percentages.September best, August worst

August is the worst month at 60.0% on time, 22 points below September, the best at 82.3%. Summer afternoon convection and peak-season schedules land on the same weeks every year, so this is a pattern you can book around rather than a run of bad luck. March was the busiest month here, with 286 flights.

Across the week, Wednesday is the strongest day at 80.0% on time and Sunday the weakest at 59.4%, a spread of 21 points.

On-time rate by day of the week65.7Mon73.9Tue80.0Wed71.0Thu73.0Fri68.2Sat59.4Sun
Monday: 65.7 percent on time. Tuesday: 73.9 percent on time. Wednesday: 80.0 percent on time. Thursday: 71.0 percent on time. Friday: 73.0 percent on time. Saturday: 68.2 percent on time. Sunday: 59.4 percent on time

Delay causes

Why this route gets delayed

Carriers report a reason for every delay minute they cause, in five DOT categories. The split below is by minutes, not by number of flights, so a handful of very long weather delays weighs as much as many short ones. It covers 48,000 reported delay minutes.

  • Late-arriving aircraft
    41%
  • Carrier
    33%
  • National Airspace System
    18%
  • Extreme weather
    7%
  • Security
    1%

41% of delay minutes trace back to a late-arriving aircraft, meaning the plane was already behind before it got here. Across 48,000 reported delay minutes here, that single category outweighs weather by 5 to one. The split is drawn from 47,564 reported delay minutes.

The practical consequence: the 5am–8am departure is the one that starts clean. Its aircraft has no earlier leg to be late from, which is exactly why that window shows 91.7% on time here.

Cancellations sit at 1.76% against a national 1.89%, which is ordinary. Diversions add another 0.73%.

Connections and stage length

What a delay here actually costs

9.0% of arrivals land a full hour or more behind schedule, against 8.3% nationally. Ninety minutes is the honest minimum for a connection here, and two hours if the onward flight is on a separate ticket.

The 990 miles between these two airports put this in the middle of the US network, around two and a half to three hours of block time. That is enough cruise to absorb a ten-minute late pushback and not enough to absorb thirty.

The return leg is a different operation and performs like one: it runs 75.2% on time across 2,707 flights, 5 points above this direction. Departure banks, aircraft rotations and the congestion at each end all differ, so scoring the two directions together would average away a real 5 points of difference.

The sample behind these figures is 2,723 flights, enough that the headline rate is stable to within roughly a point. The hour-block and month splits divide that further, so read the thinner bars with more caution than the headline.

Work out the risk of missing a connection in MDW after this flight

What to do with this

Booking this route

Put together: the calendar is the biggest lever here, not the carrier or the hour. September runs 82.3% on time and August 60.0%, a swing of 22 points. If the dates move at all, move them out of August before you think about anything else. 2,655 completed flights over 12 months sit behind that.

Common questions

MCO to MDW questions

How often is MCO to MDW delayed?

Roughly one flight in three arrives at least 15 minutes late, which is the Department of Transportation's definition of a delayed arrival. That works out to 30.0% of the 2,723 flights in this analysis, against 22.7% nationally. Delayed flights are late by about an hour on average.

How reliable is MCO to MDW compared with the rest of the country?

70.0% of flights arrive on time here against a national 77.3%, a difference of 7 points against it. That is worth a C on this site's grading scale.

What time of day has the fewest delays on MCO to MDW?

The 5am–8am departure window is the strongest at 91.7% on time. The 8pm–5am window is the weakest at 54.2%, 38 points behind. Later departures inherit delays from earlier flights the same aircraft has already flown, which is why the curve slopes the way it does.

How bad are August delays on MCO to MDW?

August is the weakest month at 60.0% on time, compared with 82.3% in September. Across the year that is 22 points between the best and worst months. Moving flexible dates out of that month is one of the few things that reliably helps.

Related

Where to go next

Direction matters. MCO to MDW and MDW to MCO are scored separately because they are separate operations, with different departure banks and different aircraft. Compare the return leg.

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Source: US DOT Bureau of Transportation Statistics, on-time performance data, September 2025 to August 2026. Last updated ; recomputed monthly. How this data is collected.