Cheap flights from Orlando (MCO) to Midway (MDW)

MCO — MDW
Aug 14 — Aug 211

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 2022: compare Orlando to Midway flight prices with the expected peak season, weather and rainfall in Midway.

MCO - MDW

Price

$127 - $358

MDW

Temperature

23 - 73.4 °F

MDW

Rainfall

1.7 - 4.9 inches

Popular inJuneHigh demand for flights, 30% potential price rise
Cheapest inFebruaryBest time to find cheap flights, 49% potential price drop
Round-trip from$127From Orlando to Chicago Midway
One-way from$108One-way flight from Orlando to Chicago Midway

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 51 days in advance to save up to 36% 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 51 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 $216, or $243 for flights within the next 24 hours.

What is the cheapest month to fly from Orlando Airport to Chicago Midway Airport?

Our data shows that October tends to be the cheapest month to fly to Chicago Midway Airport from Orlando Airport. Users have commonly found prices around $188 for the month, but tickets can be as low as $58. Due to multiple factors, prepare for potentially higher prices in June.

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 August, September 2022

The best prices found for MCO to MDW flights for August, September
Sep 3 - Sep 7
MCO

Orlando

MDW

Chicago Midway

1 stop

9h 21m
MDW

Chicago Midway

MCO

Orlando

1 stop

8h 33m
$127

Frontier

Pick Dates

Deal found 8/6/22

Sep 7 - Sep 21
MCO

Orlando

MDW

Chicago Midway

1 stop

8h 56m
MDW

Chicago Midway

MCO

Orlando

1 stop

8h 33m
$130

Frontier

Pick Dates

Deal found 8/7/22

Sep 23 - Sep 27
MCO

Orlando

MDW

Chicago Midway

Nonstop

2h 43m
MDW

Chicago Midway

MCO

Orlando

Nonstop

2h 35m
$134

Frontier

Pick Dates

Deal found 8/6/22

Orlando to Midway 2022 flight deals

Cheap flights to Midway from Orlando found for this year
Sep 3 - Sep 7
MCO

Orlando

MDW

Chicago Midway

1 stop

9h 21m
MDW

Chicago Midway

MCO

Orlando

1 stop

8h 33m
$127

Frontier

Pick Dates

Deal found 8/6/22

Sep 7 - Sep 21
MCO

Orlando

MDW

Chicago Midway

1 stop

8h 56m
MDW

Chicago Midway

MCO

Orlando

1 stop

8h 33m
$130

Frontier

Pick Dates

Deal found 8/7/22

Sep 23 - Sep 27
MCO

Orlando

MDW

Chicago Midway

Nonstop

2h 43m
MDW

Chicago Midway

MCO

Orlando

Nonstop

2h 35m
$134

Frontier

Pick Dates

Deal found 8/6/22

Cheap Frontier flights from Orlando to Midway

Sep 3 - Sep 7
MCO

Orlando

MDW

Chicago Midway

1 stop

9h 21m
MDW

Chicago Midway

MCO

Orlando

1 stop

8h 33m
$127

Frontier

Pick Dates

Deal found 8/6/22

Sep 7 - Sep 21
MCO

Orlando

MDW

Chicago Midway

1 stop

8h 56m
MDW

Chicago Midway

MCO

Orlando

1 stop

8h 33m
$130

Frontier

Pick Dates

Deal found 8/7/22

Sep 21 - Sep 25
MCO

Orlando

MDW

Chicago Midway

Nonstop

2h 43m
MDW

Chicago Midway

MCO

Orlando

Nonstop

2h 35m
$134

Frontier

Pick Dates

Deal found 8/6/22

Cheap Delta flights from Orlando to Midway

Aug 16 - Aug 23
MCO

Orlando

MDW

Chicago Midway

1 stop

7h 43m
MDW

Chicago Midway

MCO

Orlando

1 stop

4h 40m
$237

Delta

Pick Dates

Deal found 8/8/22

Aug 16 - Aug 23
MCO

Orlando

MDW

Chicago Midway

1 stop

5h 14m
MDW

Chicago Midway

MCO

Orlando

1 stop

4h 58m
$287

Delta

Pick Dates

Deal found 8/7/22

Aug 17 - Aug 28
MCO

Orlando

MDW

Chicago Midway

1 stop

6h 22m
MDW

Chicago Midway

MCO

Orlando

1 stop

6h 20m
$338

Delta

Pick Dates

Deal found 8/8/22

Non-stop flights to Midway from Orlando

Save time with Orlando to Midway direct flight deals
Sep 21 - Sep 25
MCO

Orlando

MDW

Chicago Midway

Nonstop

2h 43m
MDW

Chicago Midway

MCO

Orlando

Nonstop

2h 35m
$134

Frontier

Pick Dates

Deal found 8/6/22

Sep 24 - Sep 30
MCO

Orlando

MDW

Chicago Midway

Nonstop

2h 43m
MDW

Chicago Midway

MCO

Orlando

Nonstop

2h 35m
$139

Frontier

Pick Dates

Deal found 8/7/22

Sep 24 - Sep 30
MCO

Orlando

MDW

Chicago Midway

Nonstop

2h 43m
MDW

Chicago Midway

MCO

Orlando

Nonstop

2h 35m
$140

Frontier

Pick Dates

Deal found 8/7/22

Last minute flights from Orlando to Midway

Late deals on return flights to Midway from Orlando, departing today and this week
Aug 15 - Aug 17
MCO

Orlando

MDW

Chicago Midway

1 stop

9h 20m
MDW

Chicago Midway

MCO

Orlando

1 stop

5h 32m
$179

Frontier

Pick Dates

Deal found 8/8/22

Aug 17 - Aug 26
MCO

Orlando

MDW

Chicago Midway

1 stop

7h 40m
MDW

Chicago Midway

MCO

Orlando

1 stop

6h 11m
$180

Multiple Airlines

Pick Dates

Deal found 8/8/22

Aug 17 - Aug 24
MCO

Orlando

MDW

Chicago Midway

2 stops

18h 01m
MDW

Chicago Midway

MCO

Orlando

1 stop

5h 32m
$192

Multiple Airlines

Pick Dates

Deal found 8/8/22

One-way flights to Midway from Orlando

The cheapest one-way flights from Orlando to Midway
Sep 24
MCO

Orlando

MDW

Chicago Midway

Nonstop

2h 43m
$67

Frontier

Pick Dates

Deal found 8/8/22

Sep 6
MCO

Orlando

MDW

Chicago Midway

1 stop

18h 28m
$70

Frontier

Pick Dates

Deal found 8/7/22

Sep 23
MCO

Orlando

MDW

Chicago Midway

Nonstop

2h 43m
$71

Frontier

Pick Dates

Deal found 8/8/22

Related info for your journey

Useful info, stats and facts about Orlando to Midway flights.

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, United Airlines, and Spirit 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 Frontier for just $127, but on average you can expect to pay $145.

Are there nonstop flights from Orlando Airport to Chicago Midway Airport for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Orlando Airport to Chicago Midway Airport under $200. A good price for a nonstop flight from Orlando Airport to Chicago Midway Airport is less than $157.

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 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 $127. Frontier is currently priced 49% below the average price you’ll pay for this route.

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, Alaska Airlines or Delta.

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

Looking at all options, your cheapest flight can be booked for $18. While the most popular route (Orlando - Chicago Midway) can be booked for $141 on average our data indicates $176 when flying from Orlando Airport to Chicago Midway Airport.

Alternative routes for Orlando to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Orlando to 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.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Spirit AirlinesCheapest$75Average$154FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
United AirlinesCheapest$132Average$225FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
FrontierCheapest$163Average$271FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
DeltaCheapest$180Average$454FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
American AirlinesCheapest$187Average$393FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights

Hourly flight availability from Orlando to Midway

See what time of day planes typically take off from Orlando to Midway
10%of flight departuresEarly morningMidnight to 6 am
45%of flight departuresMorning6 am to noon
30%of flight departuresAfternoonNoon to 6 pm
15%of flight departuresEvening6 pm to midnight
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
Sunday10daily flights
Monday10daily flights
Tuesday10daily flights
Wednesday10daily flights
Thursday10daily flights
Friday10daily flights
Saturday18daily flights