Cheap flights from Orlando (ORL) to Midway (MDW) from $51

This is the cheapest one-way flight price, found on 6/4. Prices may vary by date and flight preferences.
ORL — MDW
Jun 10 — Jun 171
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How to find the cheapest flight from Orlando (ORL) to Midway (MDW)

All the information you need to plan the best ORL to MDW flight in 2023: compare Orlando to Midway flight prices with the expected peak season, weather and rainfall in Midway.

Popular in

June

Cheapest in

January

Round-trip from

$206

One-way from

$53
High demand for flights, 38% potential price rise
Best time to find cheap flights, 43% potential price drop
From Orlando (ORL) to Chicago Midway
One-way flight from Orlando (ORL) to Chicago Midway

ORL - CHI

Price

$206 - $368

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Cheap flights from Orlando to Midway in June, July 2023

The best prices found for ORL to MDW flights for June, July

Orlando to Midway 2023 flight deals

Cheap flights to Midway from Orlando found for this year

Cheap Frontier flights from Orlando to Midway

Non-stop flights to Midway from Orlando

Save time with Orlando to Midway direct flight deals

Last minute flights from Orlando to Midway

Late deals on return flights to Midway from Orlando, departing today and this week

One-way flights to Midway from Orlando

The cheapest one-way flights from Orlando to Midway

Find flights from Orlando to Midway within your budget

Use the slider to find flights from Orlando to Midway that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$100 - $164

Route

Depart

Return

Price

OrlandoChicago Midway

MCO - MDW

MCOMDW

Orlando

Wed 9/6

Nonstop2h 47m

Chicago Midway

Wed 9/13

Nonstop2h 35m

OrlandoChicago Midway

MCO - MDW

MCOMDW

Orlando

Wed 7/19

Nonstop2h 47m

Chicago Midway

Wed 8/2

Nonstop2h 36m

OrlandoChicago Midway

MCO - MDW

MCOMDW

Orlando

Tue 7/11

1 stop18h 59m

Chicago Midway

Tue 7/18

1 stop17h 44m

OrlandoChicago Midway

MCO - MDW

MCOMDW

Orlando

Wed 9/6

Nonstop2h 47m

Chicago Midway

Thu 9/7

Nonstop2h 35m

OrlandoChicago Midway

MCO - MDW

MCOMDW

Orlando

Fri 7/7

Nonstop2h 47m

Chicago Midway

Wed 7/12

Nonstop2h 36m

OrlandoChicago Midway

MCO - MDW

MCOMDW

Orlando

Wed 9/6

1 stop6h 03m

Chicago Midway

Wed 9/13

Nonstop2h 35m

OrlandoChicago Midway

MCO - MDW

MCOMDW

Orlando

Sat 6/17

Nonstop2h 48m

Chicago Midway

Tue 6/20

1 stop14h 20m

OrlandoChicago Midway

MCO - MDW

MCOMDW

Orlando

Tue 7/25

1 stop7h 57m

Chicago Midway

Tue 8/1

1 stop14h 20m

OrlandoChicago Midway

MCO - MDW

MCOMDW

Orlando

Tue 6/20

1 stop7h 54m

Chicago Midway

Wed 7/5

Nonstop2h 36m

Flights are sorted by cheapest first

Deals found on 6/4

Reviews of Airlines Servicing Midway

Frontier
5.9
Fair
678 reviews

Overall

5.9

Boarding

6.1

Comfort

5.6

Crew

6.7

Entertainment

4.6

Food

4.7

Reviews

1 / 10

Most of the staff was doing the best they could, but they delay coming and going and grouchy Behavior on board was a bit frustrating.

Frontier
5.9
Fair
678 reviews
Frontier
5.9
Fair
678 reviews

Overall

5.9

Boarding

6.1

Comfort

5.6

Crew

6.7

Entertainment

4.6

Food

4.7

Reviews

1 / 10

Most of the staff was doing the best they could, but they delay coming and going and grouchy Behavior on board was a bit frustrating.

Related info for your journey

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

Alternative routes for Orlando to Midway

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

Top 2 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
FrontierCheapest$80Average$147FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
DeltaCheapest$226Average$389FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from Orlando to Midway

See what time of day planes typically take off from Orlando to Midway
6%of flight departuresEarly morningMidnight to 6 am
36%of flight departuresMorning6 am to noon
41%of flight departuresAfternoonNoon to 6 pm
17%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
Sunday20daily flights
Monday17daily flights
Tuesday16daily flights
Wednesday16daily flights
Thursday16daily flights
Friday17daily flights
Saturday17daily flights