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Cheap flights Orlando (Executive) to Chicago Midway International Airport

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 R1 072 (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

Frontier 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
R2 697
Frontier Airlines
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
R2 198
Southwest Airlines
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
R2 069
Frontier Airlines
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
R2 205
Frontier Airlines
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
R2 719
Allegiant Air
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
R2 936
Frontier Airlines
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
R2 574
Frontier Airlines
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
R2 808
Frontier Airlines
F9 1457
17:46
Orlando International Airport (MCO)
Sat, 21 Nov
3h 1min
Direct
19:47
Chicago Midway International Airport (MDW)
Sat, 21 Nov
R1 844
Frontier Airlines
F9 1457
18:23
Orlando International Airport (MCO)
Tue, 24 Nov
3h 1min
Direct
20:24
Chicago Midway International Airport (MDW)
Tue, 24 Nov
R2 259
Frontier Airlines
F9 1457
01:46
Orlando International Airport (MCO)
Wed, 25 Nov
3h 1min
Direct
03:47
Chicago Midway International Airport (MDW)
Wed, 25 Nov
R2 232
Southwest Airlines
WN 2803
10:30
Orlando International Airport (MCO)
Wed, 25 Nov
2h 50min
Direct
12:20
Chicago Midway International Airport (MDW)
Wed, 25 Nov
R3 237
Frontier Airlines
F9 1457
17:46
Orlando International Airport (MCO)
Wed, 25 Nov
3h 1min
Direct
19:47
Chicago Midway International Airport (MDW)
Wed, 25 Nov
R2 216
Southwest Airlines
WN 2807
21:20
Orlando International Airport (MCO)
Wed, 25 Nov
2h 55min
Direct
23:15
Chicago Midway International Airport (MDW)
Wed, 25 Nov
R3 267
Southwest Airlines
WN 2804
11:20
Orlando International Airport (MCO)
Thu, 26 Nov
2h 50min
Direct
13:10
Chicago Midway International Airport (MDW)
Thu, 26 Nov
R3 267
Frontier Airlines
F9 1457
18:23
Orlando International Airport (MCO)
Fri, 27 Nov
3h 1min
Direct
20:24
Chicago Midway International Airport (MDW)
Fri, 27 Nov
R3 173
Southwest Airlines
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
R5 265
Frontier Airlines
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
R1 557
Frontier Airlines
F9 1457
01:01
Orlando International Airport (MCO)
Fri, 4 Dec
3h 1min
Direct
03:02
Chicago Midway International Airport (MDW)
Fri, 4 Dec
R1 635
Frontier Airlines
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
R1 371
Frontier Airlines
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
R1 262
Frontier Airlines
F9 1457
01:01
Orlando International Airport (MCO)
Thu, 24 Dec
3h 1min
Direct
03:02
Chicago Midway International Airport (MDW)
Thu, 24 Dec
R2 677
Southwest Airlines
WN 1731
00:10
Orlando International Airport (MCO)
Fri, 25 Dec
2h 55min
Direct
02:05
Chicago Midway International Airport (MDW)
Fri, 25 Dec
R1 779
Southwest Airlines
WN 2595
03:20
Orlando International Airport (MCO)
Fri, 25 Dec
2h 55min
Direct
05:15
Chicago Midway International Airport (MDW)
Fri, 25 Dec
R2 034
Frontier Airlines
F9 1457
17:29
Orlando International Airport (MCO)
Sun, 27 Dec
3h 1min
Direct
19:30
Chicago Midway International Airport (MDW)
Sun, 27 Dec
R3 220
Frontier Airlines
F9 1457
17:29
Orlando International Airport (MCO)
Tue, 29 Dec
3h 1min
Direct
19:30
Chicago Midway International Airport (MDW)
Tue, 29 Dec
R2 031
Frontier Airlines
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
R1 568
Southwest Airlines
WN 1211
16:10
Orlando International Airport (MCO)
Wed, 30 Dec
4h 50min
Direct
20:00
Chicago Midway International Airport (MDW)
Wed, 30 Dec
R2 545
Southwest Airlines
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
R2 015
Frontier Airlines
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
R2 426
Frontier Airlines
F9 1457
17:01
Orlando International Airport (MCO)
Wed, 30 Dec
3h 1min
Direct
19:02
Chicago Midway International Airport (MDW)
Wed, 30 Dec
R1 750
Frontier Airlines
F9 1457
17:29
Orlando International Airport (MCO)
Wed, 30 Dec
3h 1min
Direct
19:30
Chicago Midway International Airport (MDW)
Wed, 30 Dec
R1 904
Frontier Airlines
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
R1 913
Frontier Airlines
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
R1 878
Frontier Airlines
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
R2 187
Frontier Airlines
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
R2 339
Southwest Airlines
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
R2 340
Frontier Airlines
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
R2 358
Frontier Airlines
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
R1 117
Southwest Airlines
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
R2 653
Frontier Airlines
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
R2 173
Frontier Airlines
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
R3 351
Frontier Airlines
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
R2 513
Frontier Airlines
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
R2 269
Frontier Airlines
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
R1 493
Frontier Airlines
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
R1 466
Frontier Airlines
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
R1 795
Frontier Airlines
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
R2 140
Frontier Airlines
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
R2 176
Frontier Airlines
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
R1 799

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 R1 844

Prices as of 11 November, 11:12 Moscow time

Cheap flights Orlando to Chicago Midway International Airport

Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
R1 262
Allegiant Air
Allegiant Air
Sun
Price from
R2 936
Southwest Airlines
Southwest Airlines
Wed, Thu, Fri, Sat, Sun
Price from
R3 237

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 R2 097.

  • Frontier Airlines Average price: R2 097 · Flights: 7 · Direct: 1
  • Southwest Airlines Average price: R2 809 · Flights: 12 · Direct: 7
  • Allegiant Air Average price: R2 936 · 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

TripOutboundReturnOutbound + returnTotal
Weekend tripFri, 4 DecMon, 7 Dec R1 222 + R1 019
One weekWed, 2 DecTue, 8 Dec R1 116 + R1 057
Two weeksWed, 17 FebWed, 3 Mar R1 471 + R1 177

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

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Popular destinations to Chicago Midway International Airport

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from
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SEA
Seattle — Chicago
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from
R1 908

Cheap flights Orlando to Chicago Midway International Airport

Price from
R1 262
Average price
R2 187
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
1982
Orlando Sanford International AirportSFB Chicago Midway International AirportMDW
101

Departure airports · Orlando

Arrival airports · Chicago Midway International Airport

Трансфер из аэропорта Chicago Midway International Airport

Индивидуальная машина до курорта или отеля

Расстояние и время в пути — ориентировочные

Passenger reviews

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All plans

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3 GB

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30

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R149

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15

days

R207

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5 GB

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30

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R232

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30

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R265

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30

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R372

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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 R1 072.
The average ticket price Orlando Chicago Midway International Airport is R2 187. The cheapest ticket costs R1 072, 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 R1 262. The most expensive month is November, with tickets from R1 844.
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.