Cheap flights Orlando (Executive) to Chicago Midway International Airport

From

To

Depart

Return

Passengers

1 passenger, economy

Nonstop flights from Orlando to Chicago Midway International Airport: Southwest Airlines, Frontier Airlines. Nonstop flights per week: 13. Flight time: 3 hours 1 minute. Distance: 1594 km. Tickets from NZ$116 (departure 3 March).

Prices updated on 11 November at 11:10

See also: Flights from Orlando (Executive)Flights to Chicago Midway International Airport (Chicago)

Cheap flights Orlando to Chicago Midway International Airport

Compare prices, duration and stops

Filters

Stops

Direct only 1 stop 2+ stops

Price

NZ$116 NZ$568 NZ$568

Airlines

Allegiant Air Frontier Airlines Southwest Airlines

F9 3507

12:54

Orlando International Airport (MCO)

Fri, 13 Nov

5h 53min

1 stop

17:47

Chicago Midway International Airport (MDW)

Fri, 13 Nov

NZ$291

F9 3507

20:54

Orlando International Airport (MCO)

Sat, 14 Nov

5h 53min

1 stop

01:47

Chicago Midway International Airport (MDW)

Sun, 15 Nov +1

NZ$237

WN 1376

21:00

Orlando International Airport (MCO)

Sat, 14 Nov

8h

1 stop

04:00

Chicago Midway International Airport (MDW)

Sun, 15 Nov +1

NZ$223

F9 4025

01:03

Orlando International Airport (MCO)

Sun, 15 Nov

7h 44min

1 stop

07:47

Chicago Midway International Airport (MDW)

Sun, 15 Nov

NZ$238

F9 1241

14:07

Orlando International Airport (MCO)

Sun, 15 Nov

12h 40min

1 stop

01:47

Chicago Midway International Airport (MDW)

Mon, 16 Nov +1

NZ$293

G4 3055

19:49

Orlando Sanford International Airport (SFB)

Sun, 15 Nov

20h 52min

1 stop

15:41

Chicago Midway International Airport (MDW)

Mon, 16 Nov +1

NZ$317

F9 3507

12:54

Orlando International Airport (MCO)

Mon, 16 Nov

5h 53min

1 stop

17:47

Chicago Midway International Airport (MDW)

Mon, 16 Nov

NZ$278

F9 3507

12:54

Orlando International Airport (MCO)

Thu, 19 Nov

5h 53min

1 stop

17:47

Chicago Midway International Airport (MDW)

Thu, 19 Nov

NZ$303

F9 1457

17:46

Orlando International Airport (MCO)

Sat, 21 Nov

3h 1min

Direct

19:47

Chicago Midway International Airport (MDW)

Sat, 21 Nov

NZ$199

F9 1457

18:23

Orlando International Airport (MCO)

Tue, 24 Nov

3h 1min

Direct

20:24

Chicago Midway International Airport (MDW)

Tue, 24 Nov

NZ$244

F9 1457

01:46

Orlando International Airport (MCO)

Wed, 25 Nov

3h 1min

Direct

03:47

Chicago Midway International Airport (MDW)

Wed, 25 Nov

NZ$241

WN 2803

10:30

Orlando International Airport (MCO)

Wed, 25 Nov

2h 50min

Direct

12:20

Chicago Midway International Airport (MDW)

Wed, 25 Nov

NZ$349

F9 1457

17:46

Orlando International Airport (MCO)

Wed, 25 Nov

3h 1min

Direct

19:47

Chicago Midway International Airport (MDW)

Wed, 25 Nov

NZ$239

WN 2807

21:20

Orlando International Airport (MCO)

Wed, 25 Nov

2h 55min

Direct

23:15

Chicago Midway International Airport (MDW)

Wed, 25 Nov

NZ$352

WN 2804

11:20

Orlando International Airport (MCO)

Thu, 26 Nov

2h 50min

Direct

13:10

Chicago Midway International Airport (MDW)

Thu, 26 Nov

NZ$352

F9 1457

18:23

Orlando International Airport (MCO)

Fri, 27 Nov

3h 1min

Direct

20:24

Chicago Midway International Airport (MDW)

Fri, 27 Nov

NZ$342

WN 2814

06:15

Orlando International Airport (MCO)

Sun, 29 Nov

9h 30min

1 stop

14:45

Chicago Midway International Airport (MDW)

Sun, 29 Nov

NZ$568

F9 3975

16:12

Orlando International Airport (MCO)

Wed, 2 Dec

24h 55min

1 stop

16:07

Chicago Midway International Airport (MDW)

Thu, 3 Dec +1

NZ$168

F9 1457

01:01

Orlando International Airport (MCO)

Fri, 4 Dec

3h 1min

Direct

03:02

Chicago Midway International Airport (MDW)

Fri, 4 Dec

NZ$176

F9 1563

07:10

Orlando International Airport (MCO)

Thu, 10 Dec

9h 56min

1 stop

16:06

Chicago Midway International Airport (MDW)

Thu, 10 Dec

NZ$148

F9 1563

07:10

Orlando International Airport (MCO)

Tue, 15 Dec

5h 23min

1 stop

11:33

Chicago Midway International Airport (MDW)

Tue, 15 Dec

NZ$136

F9 1457

01:01

Orlando International Airport (MCO)

Thu, 24 Dec

3h 1min

Direct

03:02

Chicago Midway International Airport (MDW)

Thu, 24 Dec

NZ$289

WN 1731

00:10

Orlando International Airport (MCO)

Fri, 25 Dec

2h 55min

Direct

02:05

Chicago Midway International Airport (MDW)

Fri, 25 Dec

NZ$192

WN 2595

03:20

Orlando International Airport (MCO)

Fri, 25 Dec

2h 55min

Direct

05:15

Chicago Midway International Airport (MDW)

Fri, 25 Dec

NZ$219

F9 1457

17:29

Orlando International Airport (MCO)

Sun, 27 Dec

3h 1min

Direct

19:30

Chicago Midway International Airport (MDW)

Sun, 27 Dec

NZ$347

F9 1457

17:29

Orlando International Airport (MCO)

Tue, 29 Dec

3h 1min

Direct

19:30

Chicago Midway International Airport (MDW)

Tue, 29 Dec

NZ$219

F9 4017

06:30

Orlando International Airport (MCO)

Wed, 30 Dec

6h 33min

1 stop

12:03

Chicago Midway International Airport (MDW)

Wed, 30 Dec

NZ$169

WN 1211

16:10

Orlando International Airport (MCO)

Wed, 30 Dec

4h 50min

Direct

20:00

Chicago Midway International Airport (MDW)

Wed, 30 Dec

NZ$274

WN 2859

08:45

Orlando International Airport (MCO)

Wed, 30 Dec

6h 45min

1 stop

14:30

Chicago Midway International Airport (MDW)

Wed, 30 Dec

NZ$217

F9 3507

16:31

Orlando International Airport (MCO)

Wed, 30 Dec

8h 30min

1 stop

00:01

Chicago Midway International Airport (MDW)

Thu, 31 Dec +1

NZ$262

F9 1457

17:01

Orlando International Airport (MCO)

Wed, 30 Dec

3h 1min

Direct

19:02

Chicago Midway International Airport (MDW)

Wed, 30 Dec

NZ$189

F9 1457

17:29

Orlando International Airport (MCO)

Wed, 30 Dec

3h 1min

Direct

19:30

Chicago Midway International Airport (MDW)

Wed, 30 Dec

NZ$205

F9 4025

20:08

Orlando International Airport (MCO)

Wed, 30 Dec

4h 53min

1 stop

00:01

Chicago Midway International Airport (MDW)

Thu, 31 Dec +1

NZ$206

F9 1563

06:00

Orlando International Airport (MCO)

Thu, 31 Dec

11h 15min

1 stop

16:15

Chicago Midway International Airport (MDW)

Thu, 31 Dec

NZ$202

F9 1563

07:08

Orlando International Airport (MCO)

Thu, 31 Dec

6h 2min

1 stop

12:10

Chicago Midway International Airport (MDW)

Thu, 31 Dec

NZ$236

F9 1563

07:12

Orlando International Airport (MCO)

Thu, 31 Dec

5h 58min

1 stop

12:10

Chicago Midway International Airport (MDW)

Thu, 31 Dec

NZ$252

WN 2310

15:40

Orlando International Airport (MCO)

Thu, 31 Dec

9h 25min

1 stop

00:05

Chicago Midway International Airport (MDW)

Fri, 1 Jan +1

NZ$252

F9 1241

17:27

Orlando International Airport (MCO)

Thu, 31 Dec

7h 48min

1 stop

00:15

Chicago Midway International Airport (MDW)

Fri, 1 Jan +1

NZ$254

F9 1457 🔥 Hot deal

17:01

Orlando International Airport (MCO)

Thu, 31 Dec

3h 1min

Direct

19:02

Chicago Midway International Airport (MDW)

Thu, 31 Dec

NZ$120

WN 1346

01:15

Orlando International Airport (MCO)

Fri, 1 Jan

6h 25min

1 stop

06:40

Chicago Midway International Airport (MDW)

Fri, 1 Jan

NZ$286

F9 4025

20:08

Orlando International Airport (MCO)

Thu, 31 Dec

4h 53min

1 stop

00:01

Chicago Midway International Airport (MDW)

Fri, 1 Jan +1

NZ$234

F9 1241

17:27

Orlando International Airport (MCO)

Sun, 3 Jan

7h 48min

1 stop

00:15

Chicago Midway International Airport (MDW)

Mon, 4 Jan +1

NZ$361

F9 3507

13:01

Orlando International Airport (MCO)

Tue, 5 Jan

11h 45min

1 stop

23:46

Chicago Midway International Airport (MDW)

Tue, 5 Jan

NZ$271

F9 3975

16:16

Orlando International Airport (MCO)

Tue, 5 Jan

8h 30min

1 stop

23:46

Chicago Midway International Airport (MDW)

Tue, 5 Jan

NZ$245

F9 1563

07:05

Orlando International Airport (MCO)

Thu, 14 Jan

10h 34min

1 stop

16:39

Chicago Midway International Airport (MDW)

Thu, 14 Jan

NZ$161

F9 3507

13:01

Orlando International Airport (MCO)

Thu, 14 Jan

11h 45min

1 stop

23:46

Chicago Midway International Airport (MDW)

Thu, 14 Jan

NZ$158

F9 3975

16:16

Orlando International Airport (MCO)

Tue, 16 Feb

8h 30min

1 stop

23:46

Chicago Midway International Airport (MDW)

Tue, 16 Feb

NZ$194

F9 4025

19:05

Orlando International Airport (MCO)

Mon, 1 Mar

5h 41min

1 stop

23:46

Chicago Midway International Airport (MDW)

Mon, 1 Mar

NZ$231

F9 3975

16:16

Orlando International Airport (MCO)

Tue, 2 Mar

8h 30min

1 stop

23:46

Chicago Midway International Airport (MDW)

Tue, 2 Mar

NZ$235

F9 4017

06:10

Orlando International Airport (MCO)

Wed, 3 Mar

7h 3min

1 stop

12:13

Chicago Midway International Airport (MDW)

Wed, 3 Mar

NZ$194

Direct flight schedule Orlando — Chicago Midway International Airport

Direct flights: 1

Departure → arrivalFlightAirport DaysDurationPrice

17:29→19:30 Frontier Airlines F9 1457 OrlandoMCO MonTueWedThuFriSatSun 3h 1min

Local time: departure at the departure airport, arrival at the arrival airport. Days and prices are based on tickets found for the coming months.

Low price calendar

From

To

Lowest price of the month Sat, 21 Nov · One way from NZ$199

Prices as of 11 November, 11:12 Moscow time

Cheap flights Orlando to Chicago Midway International Airport

Frontier Airlines

Mon, Tue, Wed, Thu, Fri, Sat, Sun

Price from

NZ$136

Allegiant Air

Sun

Price from

NZ$317

Southwest Airlines

Wed, Thu, Fri, Sat, Sun

Price from

NZ$349

Which airlines offer the cheapest flights from Orlando to Chicago Midway International Airport?

Based on collected data, the cheapest flights are offered by Frontier Airlines with an average ticket price of NZ$226.

Frontier Airlines Average price: NZ$226 · Flights: 7 · Direct: 1
Southwest Airlines Average price: NZ$303 · Flights: 12 · Direct: 7
Allegiant Air Average price: NZ$317 · Flights: 1 · Direct: 0

Which airlines fly most often from Orlando to Chicago Midway International Airport?

The most flight options on this route are offered by Southwest Airlines — options found: 12.

Southwest Airlines Flights: 12 · Direct: 7
Frontier Airlines Flights: 7 · Direct: 1
Allegiant Air Flights: 1 · Direct: 0

Round trip Orlando — Chicago Midway International Airport

Trip	Outbound	Return	Outbound + return	Total
Weekend trip	Fri, 4 Dec	Mon, 7 Dec	NZ$132 + NZ$110
One week	Wed, 2 Dec	Tue, 8 Dec	NZ$120 + NZ$114
Two weeks	Wed, 17 Feb	Wed, 3 Mar	NZ$159 + NZ$127

Two one-way tickets combined, price per adult. Tap a price to search these dates.

Prices as of 11 November, 11:12 Moscow time

How many flights per day operate from Orlando to Chicago Midway International Airport?

Most flights operate on Wed (12), the fewest on Mon (2).

Mon Flights: 2 · Direct: 0
Tue Flights: 4 · Direct: 1
Wed Flights: 12 · Direct: 5
Thu Flights: 7 · Direct: 2
Fri Flights: 5 · Direct: 3
Sat Flights: 3 · Direct: 1
Sun Flights: 5 · Direct: 1

Popular destinations from Orlando

All →

ORL

Orlando — Philadelphia

United States → United States

TTN

from

NZ$49

ORL

Orlando — Houston

United States → United States

IAH

from

NZ$69

ORL

Orlando — Key West

United States → United States

EYW

from

NZ$72

ORL

Orlando — Raleigh

United States → United States

RDU

from

NZ$77

ORL

Orlando — Cincinnati

United States → United States

CVG

from

NZ$79

ORL

Orlando — Greenville

United States → United States

GSP

from

NZ$81

ORL

Orlando — Chicago

United States → United States

CHI

from

NZ$85

Popular destinations to Chicago Midway International Airport

All →

DFW

Dallas — Chicago

United States → United States

MDW

from

NZ$102

ATL

Atlanta — Chicago

United States → United States

MDW

from

NZ$114

FLL

Fort Lauderdale — Chicago

United States → United States

MDW

from

NZ$122

TPA

Tampa — Chicago

United States → United States

MDW

from

NZ$180

NYC

New York — Chicago

United States → United States

MDW

from

NZ$197

LAX

Los Angeles — Chicago

United States → United States

MDW

from

NZ$200

HOU

Houston — Chicago

United States → United States

MDW

from

NZ$206

SEA

Seattle — Chicago

United States → United States

MDW

from

NZ$206

Cheap flights Orlando to Chicago Midway International Airport

Price from: NZ$136
Average price: NZ$236
Flight time: 3 hours 1 minute
Distance: 1 594 km
Рейсов в неделю: 13
Airlines: 3
Most frequent flight: F9 1457

Prices as of 11 November, 11:10 Moscow time

Airports on the Orlando — Chicago Midway International Airport route

From → to	Flights	Direct	Airlines	Price from
Orlando International AirportMCO Chicago Midway International AirportMDW Cheapest	19	8	2
Orlando Sanford International AirportSFB Chicago Midway International AirportMDW	1	0	1

Departure airports · Orlando

Orlando International AirportMCO ≈ 13 km from the centre
Orlando Sanford International AirportSFB ≈ 27 km from the centre

Arrival airports · Chicago Midway International Airport

Chicago Midway International AirportMDW ≈ 14 km from the centre

Трансфер из аэропорта Chicago Midway International Airport

Индивидуальная машина до курорта или отеля

Расстояние и время в пути — ориентировочные

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

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30

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NZ$16

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2 GB

data

15

days

NZ$22

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5 GB

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30

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NZ$25

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3 GB

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30

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NZ$29

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NZ$40

Frequently Asked Questions

Yes. Nonstop flights from Orlando to Chicago Midway International Airport are operated by: Southwest Airlines, Frontier Airlines. A nonstop flight takes 3 hours 1 minute on average. Nonstop tickets start at NZ$116.

The average ticket price Orlando Chicago Midway International Airport is NZ$236. The cheapest ticket costs NZ$116, operated by Frontier Airlines, flight F9 1457, departing Orlando on 3 March at 17:41, arriving Chicago Midway International Airport on 3 March at 19:42. Prices as of 11 November.

A nonstop flight takes 3 hours 1 minute on average. The fastest is WN 2803 Southwest Airlines: 2 hours 50 minutes. With a connection: from 4 hours 53 minutes, usually about 8 hours.

Flights from Orlando to Chicago Midway International Airport depart from these airports: Orlando International Airport (MCO), Orlando Sanford International Airport (SFB). Most flights depart from Orlando International Airport. Arrival: Chicago Midway International Airport (MDW).

Based on prices for the coming months, the cheapest month to fly is December: tickets from NZ$136. The most expensive month is November, with tickets from NZ$199.

Tickets from Orlando to Chicago Midway International Airport are sold by: Southwest Airlines, Frontier Airlines, Allegiant Air. Nonstop: Southwest Airlines, Frontier Airlines.

The distance from Orlando to Chicago Midway International Airport is 1594 km.

Yes, the time difference is 1 hour: Orlando — UTC−5, Chicago Midway International Airport — UTC−6. For example: Orlando 12:00 → Chicago Midway International Airport 11:00.