Cheap flights from Orlando to Midway (MCO - MDW)

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How to find the cheapest flight from
Orlando (MCO) to Midway (MDW)

All the information you need to plan the best MCO to MDW flight in 2021: compare Orlando to Midway flight prices with the expected peak season, weather and rainfall in Midway.
MCO - MDW
Price
$166 - $279
MDW
Temperature
23 - 73.4 °F
MDW
Precipitation
1.7 - 4.9 inches

Popular in

April

High demand for flights, 24% potential price rise

Cheapest in

July

Best time to find cheap flights, 21% potential price drop

Round-trip from

$166

From Orlando to Chicago Midway

One-way from

$76

One-way flight from Orlando to Chicago Midway

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest month to fly from Orlando Airport to Chicago Midway Airport?

Our data shows that August tends to be the cheapest month to fly to Chicago Midway Airport from Orlando Airport. Users have commonly found prices around $127 for the month, but tickets can be as low as $33. Due to multiple factors, prepare for potentially higher prices in October.

How far in advance should I book a flight from Orlando Airport to Chicago Midway Airport?

Travelers have found it’s best to book a flight 14 days in advance to save up to 16% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 14 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Orlando Airport to Chicago Midway Airport 1-2 weeks in advance for as low as $120, or $153 for flights within the next 24 hours.

When is the cheapest time to fly from Orlando Airport to Chicago Midway Airport (MCO - MDW)?

When flying from Orlando Airport to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Orlando to Midway in November, December 2021

The best prices found for MCO to MDW flights for November, December
4 Dec - 7 Dec
$175pp
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
4 Dec - 6 Dec
$183pp
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
4 Dec - 7 Dec
$193pp
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando

Orlando to Midway 2022 flight deals

Cheap flights to Midway from Orlando found for next year
4 Dec - 7 Dec
$175pp
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
4 Dec - 6 Dec
$183pp
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
4 Dec - 7 Dec
$193pp
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando

Last minute flights from Orlando to Midway

Late deals on round-trip flights to Midway from Orlando, departing today and this week
4 Dec - 7 Dec
$175pp
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
4 Dec - 6 Dec
$183pp
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
4 Dec - 7 Dec
$193pp
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando

One-way flights to Midway from Orlando

The cheapest one-way flights from Orlando to Midway
1:20 am - 7:59 am
Delta
1 Stop
7h 39m
MCO - MDW
Delta
$76
Delta
1:10 am - 8:03 am
Delta
1 Stop
7h 53m
MCO - MDW
Delta
$88
Delta
1:20 am - 7:59 am
Delta
1 Stop
7h 39m
MCO - MDW
Delta
$93
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Orlando</span> to <span class="emphasized">Midway</span> flights.

Flight FAQs

From Orlando to Midway

Which airlines flying from Orlando to Chicago Midway have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like Delta, Frontier, and United Airlines flying from Orlando to Chicago Midway have implemented new flexible cancellation policies.

Can I find flights from Orlando Airport to Chicago Midway Airport for under $200 on Cheapflights?

Yes, there are multiple flights from Orlando Airport to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Delta for just $151, but on average you can expect to pay $208.

Are there last-minute flights available from Orlando Airport to Chicago Midway Airport for under $200?

There are currently 20+ open flights from Orlando Airport to Chicago Midway Airport within the next 7 days for less than $200.

What days are nonstop flights available from Orlando Airport to Chicago Midway Airport?

You can find nonstop flights on the following days: Monday.

How many flights depart from Orlando Airport to Chicago Midway Airport on average per day?

8 flight departures from Orlando Airport to Chicago Midway Airport per day on average.
Early Morning (Midnight to 6am) - 13% of flight departures
Morning (6am - Noon) - 38% of flight departures
Afternoon (Noon - 6pm) - 25% of flight departures
Evening (6pm - Midnight) - 25% of flight departures

How long is the flight from Orlando Airport to Chicago Midway Airport?

A quick flight from Orlando Airport to Chicago Midway Airport can take about 4h 10m. Delta provides one of the quickest options available for as low as $151. Airlines will cover a distance of 996 mi.

What is the cheapest airline to fly from Orlando Airport to Chicago Midway Airport round-trip?

Cheapflights users have booked flights from Orlando Airport to Chicago Midway Airport round-trip from $151. Delta is currently priced 28% below the average price you’ll pay for this route.

What are the cheapest flights from Orlando Airport to Chicago Midway Airport?

Looking at all options, your cheapest flight can be booked for $106. While the most popular route (Orlando - Chicago Midway) can be booked for $151 on average our data indicates $150 when flying from Orlando Airport to Chicago Midway Airport.

What are the most popular airlines that fly from Orlando Airport to Chicago Midway Airport?

Before booking your flight from Orlando Airport to Chicago Midway Airport check out the most popular airlines for this route: American Airlines, Delta or Frontier.

COVID Restrictions

View COVID Travel Restrictions for Midway (MDW)

Do I need a COVID test to fly to Midway from Orlando?

Information is based on travel restrictions for travel to Chicago Midway within the United States

Most visitors from Orlando need to provide a negative COVID-19 test result and/or quarantine to enter Chicago Midway.

COVID-19 testing requirements
Visitors from Orlando must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago Midway.

Quarantine requirements
Visitors from Orlando are not required to quarantine after entering Chicago Midway.

Do I need a test to fly back to Orlando from Midway?

Returning to Orlando from Chicago Midway

COVID-19 testing requirements
Visitors from Chicago Midway must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Orlando.

Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering Orlando.

Hide COVID Travel Restrictions for Midway (MDW)

Destination information for Midway

Things to know before you go - useful duration and weather info for your trip from Orlando to Midway.
Average temperature for November in Midway
51.8 °F
Avg rainfall for November in Midway
2.4 ″

Airports servicing Orlando

Airports servicing Chicago

Top 4 airlines flying from Orlando to Chicago Midway

The chart below displays the airlines Cheapflights users traveling from Orlando to Midway choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$77 $146 No cancel fee 62%
United Airlines
$109 $274 No cancel fee 69%
Spirit Airlines
$160 $211 No cancel fee 65%
Delta
$184 $335 No cancel fee N/A

Hourly flight availability from Orlando to Midway

See what time of day planes typically take off from Orlando towards Midway.
Morning 6 AM to noon 44% of MCO to MDW departures
Afternoon Noon to 6 PM 33% of MCO to MDW departures
Early morning Midnight to 6 AM 16% of MCO to MDW departures
Evening 6 PM to midnight 7% of MCO to MDW departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Orlando to Midway
See how many times per day planes take to the skies headed from Orlando to Midway.
Sunday
12 daily flights
Monday
12 daily flights
Tuesday
3 daily flights
Wednesday
20 daily flights
Thursday
8 daily flights
Friday
8 daily flights
Saturday
0 flights