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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: 27. Flight time: 3 hours 11 minutes. Distance: 1619 km. Tickets from S$74 (departure 3 November).

Prices updated on 25 October at 11:06

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 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
S$129
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
S$192
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
S$94
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
S$79
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
S$80
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
S$181
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
S$172
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
S$104
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
S$110
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
S$178
Frontier Airlines
F9 1563 Best price
07:04
Orlando International Airport (MCO)
Tue, 3 Nov
6h 47min
1 stop
12:51
O'Hare International Airport (ORD)
Tue, 3 Nov
S$74
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
S$81
Frontier Airlines
F9 2791
14:52
Orlando International Airport (MCO)
Tue, 3 Nov
3h 15min
Direct
17:07
O'Hare International Airport (ORD)
Tue, 3 Nov
S$157
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
S$180
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
S$97
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
S$143
Frontier Airlines
F9 3043
06:30
Orlando International Airport (MCO)
Thu, 5 Nov
3h 16min
Direct
08:46
O'Hare International Airport (ORD)
Thu, 5 Nov
S$185
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
S$169
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
S$97
Allegiant Air
G4 1344 🔥 Hot deal
06:50
Orlando Sanford International Airport (SFB)
Fri, 6 Nov
2h 48min
Direct
08:38
Chicago Rockford International Airport (RFD)
Fri, 6 Nov
S$96
Frontier Airlines
F9 3311
17:38
Orlando International Airport (MCO)
Sat, 7 Nov
7h 43min
1 stop
00:21
O'Hare International Airport (ORD)
Sun, 8 Nov +1
S$147
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
S$111
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
S$155
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
S$200
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
S$114
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
S$174
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
S$179
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
S$148
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
S$228
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
S$417
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
S$88
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
S$97
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
S$128
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
S$157
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
S$141
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
S$124
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
S$149
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
S$160
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
S$168
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
S$119
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
S$178
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
S$93
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
S$149
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
S$171
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
S$122
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
S$160
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
S$187
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
S$89
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
S$171
Frontier Airlines
F9 1349 🔥 Hot deal
22:45
Orlando International Airport (MCO)
Thu, 31 Dec
3h 11min
Direct
00:56
O'Hare International Airport (ORD)
Fri, 1 Jan +1
S$95

Direct flight schedule Orlando — Chicago

Direct flights: 7 · 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
06:30→08:46 Frontier Airlines F9 3043 OrlandoMCO MonTueWedThuFriSatSun 3h 16min
06:50→08:34 Allegiant Air G4 1344 Orlando SanfordSFB MonTueWedThuFriSatSun 2h 44min
13:42→15:56 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 S$79

Prices as of 25 October, 11:07 Moscow time

Cheap flights Orlando to Chicago

Allegiant Air
Allegiant Air
Wed, Fri
Price from
S$79
Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
S$84
American Airlines
American Airlines
Fri
Price from
S$348

Which airlines offer the cheapest flights from Orlando to Chicago?

Based on collected data, the cheapest flights are offered by Frontier Airlines with an average ticket price of S$139.

  • Frontier Airlines Average price: S$139 · Flights: 13 · Direct: 4
  • Allegiant Air Average price: S$139 · Flights: 5 · Direct: 5
  • United Airlines Average price: S$159 · Flights: 4 · Direct: 4
  • Southwest Airlines Average price: S$239 · Flights: 3 · Direct: 1
  • American Airlines Average price: S$348 · 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: 13.

  • Frontier Airlines Flights: 13 · 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 S$97 + S$81
One weekWed, 2 DecTue, 8 Dec S$88 + S$73
Two weeksTue, 3 NovMon, 16 Nov S$81 + S$91

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

Prices as of 25 October, 11:07 Moscow time

How many flights per day operate from Orlando to Chicago?

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

  • Mon Flights: 2 · Direct: 0
  • Tue Flights: 7 · Direct: 3
  • Wed Flights: 12 · Direct: 7
  • Thu Flights: 11 · Direct: 7
  • Fri Flights: 7 · Direct: 7
  • Sat Flights: 4 · Direct: 2
  • Sun Flights: 3 · Direct: 1

Popular destinations from Orlando

All →
ORL
Orlando — Atlanta
United States → United States
ATL
from
S$23
ORL
Orlando — Cleveland
United States → United States
CLE
from
S$31
ORL
Orlando — Charlotte
United States → United States
CLT
from
S$32
ORL
Orlando — Dallas
United States → United States
DFW
from
S$41
ORL
Orlando — Washington
United States → United States
WAS
from
S$50
ORL
Orlando — Key West
United States → United States
EYW
from
S$56
ORL
Orlando — Omaha
United States → United States
OMA
from
S$59
ORL
Orlando — Asheville
United States → United States
AVL
from
S$59

Popular destinations to Chicago

All →
PHL
Philadelphia — Chicago
United States → United States
CHI
from
S$25
BNA
Nashville — Chicago
United States → United States
CHI
from
S$41
FLL
Fort Lauderdale — Chicago
United States → United States
CHI
from
S$42
DEN
Denver — Chicago
United States → United States
CHI
from
S$48
ATL
Atlanta — Chicago
United States → United States
CHI
from
S$57
DFW
Dallas — Chicago
United States → United States
CHI
from
S$68
TPA
Tampa — Chicago
United States → United States
CHI
from
S$69
LAS
Las Vegas — Chicago
United States → United States
CHI
from
S$81
LAX
Los Angeles — Chicago
United States → United States
CHI
from
S$109

Flights from Orlando to cities near Chicago

Cheaper than Chicago right now: Indianapolis — from S$60, S$14 less. The cities are 265 km apart.

City Distance Direct Flights Airlines Price from
ChicagoCHI — 15265 direct from S$79
South BendSBN 110 km 232
IndianapolisIND 265 km 373 S$14 cheaper direct from S$135

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

Cheap flights Orlando to Chicago

Price from
S$79
Average price
S$148
Flight time
3 hours 11 minutes
Distance
1 619 km
Рейсов в неделю
27
Airlines
5
Most frequent flight
F9 1349

Prices as of 25 October, 11:06 Moscow time

Airports on the Orlando — Chicago route

From → to Flights Direct Airlines Price from
Orlando International AirportMCO O'Hare International AirportORD Cheapest
1383
Orlando Sanford International AirportSFB Chicago Rockford International AirportRFD
551
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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S$16

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30

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S$18

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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 S$79.
The average ticket price Orlando Chicago is S$148. The cheapest ticket costs S$74, operated by Frontier Airlines, flight F9 1563, departing Orlando on 3 November at 07:04, arriving Chicago on 3 November at 12:51. Prices as of 25 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).
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 S$73. The average price is S$161. Nonstop flights are operated by: Allegiant Air, Southwest Airlines, Frontier Airlines, United Airlines, American Airlines. All tickets Chicago — Orlando
The first nonstop flight departs at 04:56 (UA 2411, United Airlines, Orlando International Airport), the last one at 17:01 (F9 1457, Frontier Airlines, Orlando International Airport). Local time.