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Cheap flights Orlando (Executive) to Chicago

1 passenger, economy

Nonstop flights from Orlando to Chicago: Allegiant Air, Frontier Airlines, United Airlines and 2 more. Nonstop flights per week: 28. Flight time: 3 hours 11 minutes. Distance: 1619 km. Tickets from A$79 (departure 6 November).

Prices updated on 22 October at 11:05

See also: Chicago — Orlando (Executive)Flights from Orlando (Executive)Flights to Chicago

Cheap flights Orlando to Chicago

Compare prices, duration and stops

Frontier Airlines
F9 3043
05:20
Orlando International Airport (MCO)
Thu, 22 Oct
3h 11min
Direct
07:31
O'Hare International Airport (ORD)
Thu, 22 Oct
A$183
Frontier Airlines
F9 3507
12:52
Orlando International Airport (MCO)
Thu, 22 Oct
5h 53min
1 stop
17:45
Chicago Midway International Airport (MDW)
Thu, 22 Oct
A$172
Frontier Airlines
F9 2791
15:38
Orlando International Airport (MCO)
Thu, 22 Oct
3h 15min
Direct
17:53
O'Hare International Airport (ORD)
Thu, 22 Oct
A$182
Frontier Airlines
F9 3043
05:20
Orlando International Airport (MCO)
Fri, 23 Oct
3h 11min
Direct
07:31
O'Hare International Airport (ORD)
Fri, 23 Oct
A$189
Allegiant Air
G4 1319 🔥 Hot deal
06:10
Orlando Sanford International Airport (SFB)
Fri, 23 Oct
2h 44min
Direct
07:54
Chicago Rockford International Airport (RFD)
Fri, 23 Oct
A$188
Frontier Airlines
F9 4025
16:53
Orlando International Airport (MCO)
Mon, 26 Oct
20h 58min
1 stop
12:51
O'Hare International Airport (ORD)
Tue, 27 Oct +1
A$142
Frontier Airlines
F9 4017
06:00
Orlando International Airport (MCO)
Tue, 27 Oct
6h 22min
1 stop
11:22
Chicago Midway International Airport (MDW)
Tue, 27 Oct
A$210
Frontier Airlines
F9 1563
07:04
Orlando International Airport (MCO)
Tue, 27 Oct
6h 47min
1 stop
12:51
O'Hare International Airport (ORD)
Tue, 27 Oct
A$103
Allegiant Air
G4 1344 🔥 Hot deal
07:00
Orlando Sanford International Airport (SFB)
Wed, 28 Oct
2h 44min
Direct
08:44
Chicago Rockford International Airport (RFD)
Wed, 28 Oct
A$84
Frontier Airlines
F9 1241
09:25
Orlando International Airport (MCO)
Wed, 28 Oct
9h 51min
1 stop
18:16
O'Hare International Airport (ORD)
Wed, 28 Oct
A$88
Frontier Airlines
F9 3043
06:30
Orlando International Airport (MCO)
Thu, 29 Oct
3h 16min
Direct
08:46
O'Hare International Airport (ORD)
Thu, 29 Oct
A$198
Frontier Airlines
F9 1285
07:40
Orlando International Airport (MCO)
Thu, 29 Oct
5h 42min
1 stop
12:22
Chicago Rockford International Airport (RFD)
Thu, 29 Oct
A$189
Allegiant Air
G4 1319
06:10
Orlando Sanford International Airport (SFB)
Fri, 30 Oct
2h 44min
Direct
07:54
Chicago Rockford International Airport (RFD)
Fri, 30 Oct
A$107
Frontier Airlines
F9 1349
21:42
Orlando International Airport (MCO)
Sat, 31 Oct
3h 8min
Direct
23:50
O'Hare International Airport (ORD)
Sat, 31 Oct
A$121
Frontier Airlines
F9 3043
06:30
Orlando International Airport (MCO)
Sun, 1 Nov
3h 16min
Direct
08:46
O'Hare International Airport (ORD)
Sun, 1 Nov
A$196
Frontier Airlines
F9 1563
07:04
Orlando International Airport (MCO)
Tue, 3 Nov
6h 47min
1 stop
12:51
O'Hare International Airport (ORD)
Tue, 3 Nov
A$81
Frontier Airlines
F9 3507
12:54
Orlando International Airport (MCO)
Tue, 3 Nov
5h 53min
1 stop
17:47
Chicago Midway International Airport (MDW)
Tue, 3 Nov
A$89
Allegiant Air
G4 2935 🔥 Hot deal
12:56
Orlando Sanford International Airport (SFB)
Wed, 4 Nov
2h 48min
Direct
14:44
Chicago Rockford International Airport (RFD)
Wed, 4 Nov
A$198
Frontier Airlines
F9 1349
05:42
Orlando International Airport (MCO)
Thu, 5 Nov
3h 8min
Direct
07:50
O'Hare International Airport (ORD)
Thu, 5 Nov
A$106
Frontier Airlines
F9 1915
14:25
Orlando International Airport (MCO)
Thu, 5 Nov
15h 5min
1 stop
04:30
Chicago Midway International Airport (MDW)
Fri, 6 Nov +1
A$157
Frontier Airlines
F9 1285
07:40
Orlando International Airport (MCO)
Thu, 5 Nov
5h 38min
1 stop
12:18
Chicago Rockford International Airport (RFD)
Thu, 5 Nov
A$186
Frontier Airlines
F9 1349
05:42
Orlando International Airport (MCO)
Fri, 6 Nov
3h 8min
Direct
07:50
O'Hare International Airport (ORD)
Fri, 6 Nov
A$106
Allegiant Air
G4 1344 🔥 Hot deal Best price
14:50
Orlando Sanford International Airport (SFB)
Fri, 6 Nov
2h 48min
Direct
16:38
Chicago Rockford International Airport (RFD)
Fri, 6 Nov
A$79
Frontier Airlines
F9 2791
14:30
Orlando International Airport (MCO)
Sat, 14 Nov
3h 16min
Direct
16:46
O'Hare International Airport (ORD)
Sat, 14 Nov
A$122
Frontier Airlines
F9 1563
15:04
Orlando International Airport (MCO)
Sat, 14 Nov
6h 47min
1 stop
20:51
O'Hare International Airport (ORD)
Sat, 14 Nov
A$170
Frontier Airlines
F9 3043
14:30
Orlando International Airport (MCO)
Sun, 15 Nov
3h 16min
Direct
16:46
O'Hare International Airport (ORD)
Sun, 15 Nov
A$220
Frontier Airlines
F9 3043
14:30
Orlando International Airport (MCO)
Thu, 19 Nov
3h 16min
Direct
16:46
O'Hare International Airport (ORD)
Thu, 19 Nov
A$125
Frontier Airlines
F9 3506
14:04
Orlando International Airport (MCO)
Tue, 24 Nov
17h 29min
1 stop
06:33
O'Hare International Airport (ORD)
Wed, 25 Nov +1
A$191
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
A$196
Allegiant Air
G4 2877
06:15
Orlando Sanford International Airport (SFB)
Wed, 25 Nov
2h 51min
Direct
08:06
Chicago Rockford International Airport (RFD)
Wed, 25 Nov
A$163
Allegiant Air
G4 2923
23:23
Orlando Sanford International Airport (SFB)
Fri, 27 Nov
2h 51min
Direct
01:14
Chicago Rockford International Airport (RFD)
Sat, 28 Nov +1
A$250
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
A$458
Frontier Airlines
F9 1241
09:15
Orlando International Airport (MCO)
Wed, 2 Dec
5h 37min
1 stop
13:52
O'Hare International Airport (ORD)
Wed, 2 Dec
A$99
Frontier Airlines
F9 1349
06:58
Orlando International Airport (MCO)
Fri, 4 Dec
3h 11min
Direct
09:09
O'Hare International Airport (ORD)
Fri, 4 Dec
A$106
United Airlines
UA 638
15:15
Orlando International Airport (MCO)
Wed, 23 Dec
3h 18min
Direct
17:33
O'Hare International Airport (ORD)
Wed, 23 Dec
A$140
United Airlines
UA 2466
19:02
Orlando International Airport (MCO)
Thu, 24 Dec
3h 13min
Direct
21:15
O'Hare International Airport (ORD)
Thu, 24 Dec
A$172
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
A$155
United Airlines
UA 638
15:00
Orlando International Airport (MCO)
Wed, 30 Dec
3h 18min
Direct
17:18
O'Hare International Airport (ORD)
Wed, 30 Dec
A$164
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
A$175
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
A$184
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
A$130
United Airlines
UA 2411
04:56
Orlando International Airport (MCO)
Thu, 31 Dec
3h 20min
Direct
07:16
O'Hare International Airport (ORD)
Thu, 31 Dec
A$196
Frontier Airlines
F9 1349
22:58
Orlando International Airport (MCO)
Wed, 30 Dec
3h 11min
Direct
01:09
O'Hare International Airport (ORD)
Thu, 31 Dec +1
A$102
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
A$163
United Airlines
UA 638
15:00
Orlando International Airport (MCO)
Thu, 31 Dec
3h 18min
Direct
17:18
O'Hare International Airport (ORD)
Thu, 31 Dec
A$188
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
A$134
United Airlines
UA 2315
16:00
Orlando International Airport (MCO)
Thu, 31 Dec
3h 18min
Direct
18:18
O'Hare International Airport (ORD)
Thu, 31 Dec
A$175
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
A$205
Frontier Airlines
F9 1457
17:01
Orlando International Airport (MCO)
Thu, 31 Dec
3h 1min
Direct
19:02
Chicago Midway International Airport (MDW)
Thu, 31 Dec
A$97
United Airlines
UA 2411
04:56
Orlando International Airport (MCO)
Fri, 1 Jan
3h 20min
Direct
07:16
O'Hare International Airport (ORD)
Fri, 1 Jan
A$187

Direct flight schedule Orlando — Chicago

Direct flights: 8 · Airlines: 3 · First departure: 04:56 · Last departure: 17:01

Departure → arrivalFlightAirport DaysDurationPrice
04:56→07:16 United Airlines UA 2411 OrlandoMCO MonTueWedThuFriSatSun 3h 20min
05:42→07:53 Frontier Airlines F9 1349 OrlandoMCO MonTueWedThuFriSatSun 3h 11min
06:10→07:54 Allegiant Air G4 1319 Orlando SanfordSFB MonTueWedThuFriSatSun 2h 44min
06:30→08:46 Frontier Airlines F9 3043 OrlandoMCO MonTueWedThuFriSatSun 3h 16min
07:00→08:44 Allegiant Air G4 1344 Orlando SanfordSFB MonTueWedThuFriSatSun 2h 44min
14:30→16:44 Frontier Airlines F9 2791 OrlandoMCO MonTueWedThuFriSatSun 3h 14min
15:00→17:18 United Airlines UA 638 OrlandoMCO MonTueWedThuFriSatSun 3h 18min
17:01→19:02 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 Wed, 28 Oct · One way from A$84

Prices as of 22 October, 11:06 Moscow time

Cheap flights Orlando to Chicago

Allegiant Air
Allegiant Air
Wed, Fri
Price from
A$84
Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
A$92
Southwest Airlines
Southwest Airlines
Wed, Fri, Sun
Price from
A$175
American Airlines
American Airlines
Fri
Price from
A$382

Which airlines offer the cheapest flights from Orlando to Chicago?

Based on collected data, the cheapest flights are offered by Allegiant Air with an average ticket price of A$153.

  • Allegiant Air Average price: A$153 · Flights: 5 · Direct: 5
  • Frontier Airlines Average price: A$155 · Flights: 12 · Direct: 4
  • United Airlines Average price: A$175 · Flights: 4 · Direct: 4
  • Southwest Airlines Average price: A$263 · Flights: 3 · Direct: 1
  • American Airlines Average price: A$382 · Flights: 1 · Direct: 1

Which airlines fly most often from Orlando to Chicago?

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

  • Frontier Airlines Flights: 12 · Direct: 4
  • Allegiant Air Flights: 5 · Direct: 5
  • United Airlines Flights: 4 · Direct: 4
  • Southwest Airlines Flights: 3 · Direct: 1
  • American Airlines Flights: 1 · Direct: 1

Round trip Orlando — Chicago

TripOutboundReturnOutbound + returnTotal
Weekend tripFri, 4 DecMon, 7 Dec A$106 + A$89
One weekWed, 2 DecTue, 8 Dec A$99 + A$81
Two weeksTue, 3 NovMon, 16 Nov A$89 + A$100

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

Prices as of 22 October, 11:06 Moscow time

How many flights per day operate from Orlando to Chicago?

Most flights operate on Thu (13), the fewest on Mon (2).

  • Mon Flights: 2 · Direct: 0
  • Tue Flights: 6 · Direct: 2
  • Wed Flights: 11 · Direct: 7
  • Thu Flights: 13 · Direct: 8
  • Fri Flights: 8 · Direct: 8
  • Sat Flights: 3 · Direct: 2
  • Sun Flights: 3 · Direct: 1

Popular destinations from Orlando

All →
ORL
Orlando — Atlanta
United States → United States
ATL
from
A$27
ORL
Orlando — Cleveland
United States → United States
CLE
from
A$34
ORL
Orlando — Charlotte
United States → United States
CLT
from
A$35
ORL
Orlando — Washington
United States → United States
WAS
from
A$40
ORL
Orlando — Dallas
United States → United States
DFW
from
A$41
ORL
Orlando — Baltimore
United States → United States
BWI
from
A$59
ORL
Orlando — Asheville
United States → United States
AVL
from
A$62
ORL
Orlando — Omaha
United States → United States
OMA
from
A$64

Popular destinations to Chicago

All →
BNA
Nashville — Chicago
United States → United States
CHI
from
A$45
FLL
Fort Lauderdale — Chicago
United States → United States
CHI
from
A$46
ATL
Atlanta — Chicago
United States → United States
CHI
from
A$63
PHL
Philadelphia — Chicago
United States → United States
CHI
from
A$64
DEN
Denver — Chicago
United States → United States
CHI
from
A$73
DFW
Dallas — Chicago
United States → United States
CHI
from
A$75
TPA
Tampa — Chicago
United States → United States
CHI
from
A$76
LAS
Las Vegas — Chicago
United States → United States
CHI
from
A$97
LAX
Los Angeles — Chicago
United States → United States
CHI
from
A$115

Flights from Orlando to cities near Chicago

Cheaper than Chicago right now: Indianapolis — from A$66, A$13 less. The cities are 265 km apart.

City Distance Direct Flights Airlines Price from
ChicagoCHI — 15255
South BendSBN 110 km 232
IndianapolisIND 265 km 373 A$13 cheaper direct from A$135

Distance is a straight line between the cities. Prices are the lowest one-way fares.

Cheap flights Orlando to Chicago

Price from
A$79
Average price
A$166
Flight time
3 hours 11 minutes
Distance
1 619 km
Рейсов в неделю
28
Airlines
5
Most frequent flight
F9 1349

Prices as of 22 October, 11:05 Moscow time

Airports on the Orlando — Chicago route

From → to Flights Direct Airlines Price from
Orlando Sanford International AirportSFB Chicago Rockford International AirportRFD Cheapest
551
Orlando International AirportMCO O'Hare International AirportORD
1283
Orlando International AirportMCO Chicago Midway International AirportMDW
1022
Orlando International AirportMCO Chicago Rockford International AirportRFD
101

Departure airports · Orlando

Arrival airports · Chicago

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

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15

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A$18

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30

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A$20

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30

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A$23

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Frequently Asked Questions

Yes. Nonstop flights from Orlando to Chicago are operated by: Allegiant Air, Frontier Airlines, United Airlines, American Airlines, Southwest Airlines. A nonstop flight takes 3 hours 11 minutes on average. Nonstop tickets start at A$79.
The average ticket price Orlando Chicago is A$166. The cheapest ticket costs A$79, operated by Allegiant Air, flight G4 1344, departing Orlando on 6 November at 14:50, arriving Chicago on 6 November at 16:38. Prices as of 22 October.
A nonstop flight takes 3 hours 11 minutes on average. The fastest is G4 1344 Allegiant Air: 2 hours 44 minutes. With a connection: from 4 hours 53 minutes, usually about 7 hours.
Flights from Orlando to Chicago depart from these airports: Orlando International Airport (MCO), Orlando Sanford International Airport (SFB). Most flights depart from Orlando International Airport. Arrival: O'Hare International Airport (ORD), Chicago Midway International Airport (MDW), Chicago Rockford International Airport (RFD).
Based on prices for the coming months, the cheapest month to fly is November: tickets from A$79.
Tickets from Orlando to Chicago are sold by: Frontier Airlines, Allegiant Air, United Airlines, Southwest Airlines, American Airlines. All of them fly nonstop.
The distance from Orlando to Chicago is 1619 km.
Tickets from Chicago to Orlando start at A$81. The average price is A$177. Nonstop flights are operated by: Allegiant Air, Southwest Airlines, Frontier Airlines, United Airlines, American Airlines. All tickets Chicago — Orlando