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Cheap flights from Orlando to Chicago

25 nonstop flights a week, 2 of them today. Operated by 5 airlines, about 3h 8m in the air, 986 mi (1,587 km). Tickets from $48.

Flights from Orlando to Chicago

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Prices by day: Orlando to Chicago

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

Filters

Best fares from Orlando to Chicago

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $48 14 January 2027, nonstop Cheapest nonstop $48 14 January 2027, Allegiant Air Cheapest in the next 7 days $151 15 November, Sun Cheapest weekend departure $111 Sat, 21 November 2026
Cheapest day of the week Thursday $108 on average over the next 120 days
Cheapest month January 2027 tickets from $48

Orlando to Chicago at a glance

flight time, from 2h 48m to 12h 55m
3h 8m
straight-line distance
986 mi (1,587 km)
flights a week
25
flights today
2
first and last departure
06:04 - 07:12
lowest price, nonstop, 14 January
$48
average across months
$79
airlines
5

Orlando to Chicago ticket prices by month

Lowest one-way fare found by recent searches

Cheapest month: January 2027, tickets from $48. Prices come from searches over the last few days; check the search for your exact date.

The most expensive month is March 2027: from $104. The average across months is $79.

Orlando to Chicago flight schedule

25 flights a week, 2 today, 50 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
AA 874
American Airlines
06:04 Orlando International, terminal B
08:28 , terminal 3
3h 24m
Mon, Thu, Fri, Sun
Airbus A321
AA 874
American Airlines
06:06 Orlando International, terminal B
08:30 , terminal 3
3h 24m
Sat
Airbus A321
AA 874
American Airlines
06:09 Orlando International, terminal B
08:30 , terminal 3
3h 21m
Mon, Tue, Wed, Thu, Fri, Sun
Airbus A321
AA 874
American Airlines
06:18 Orlando International, terminal B
08:39 , terminal 3
3h 21m
Sat
Airbus A321
F9 2791
Frontier Airlines
06:30 Orlando International
08:46 , terminal 5
3h 16m
Sat
Airbus A320 NEO
F9 3043
Frontier Airlines
06:30 Orlando International
08:46 , terminal 5
3h 16m
Mon, Thu, Fri, Sun
Airbus A320
G4 1344
Allegiant Air
06:50 Orlando Sanford International
08:38 Chicago Rockford International
2h 48m
Fri
Boeing 737
UA 454
United Airlines
07:00 Orlando International, terminal B
09:08 , terminal 1
3h 8m
Daily
Boeing 737
WN 2802
Southwest Airlines
07:05 Orlando International, terminal A
09:05 Chicago Midway International
3h
Sat
Boeing 737
AA 1585
American Airlines
07:12 Orlando International, terminal B
09:34 , terminal 3
3h 22m
Mon, Thu, Fri, Sun
Boeing 737

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 25 November.

FlightDepartsArrivesDurationDaysAircraft
G4 2877
Allegiant Air
06:15 Orlando Sanford International
08:06 Chicago Rockford International
2h 51m
Selected dates
Boeing 737
WN 2802
Southwest Airlines
07:10 Orlando International, terminal A
09:05 Chicago Midway International
2h 55m
Seasonal
Boeing 737
G4 1326
Allegiant Air
06:10 Orlando Sanford International
08:01 Chicago Rockford International
2h 51m
Seasonal
Boeing 737
WN 2802
Southwest Airlines
07:00 Orlando International, terminal A
09:00 Chicago Midway International
3h
Seasonal
Boeing 737-800
UA 2070
United Airlines
07:00 Orlando International, terminal B
09:08 , terminal 1
3h 8m
Seasonal
Airbus A320
AA 1585
American Airlines
06:15 Orlando International, terminal B
08:30 , terminal 3
3h 15m
Seasonal
Airbus A321
F9 2791
Frontier Airlines
07:00 Orlando International
09:18 , terminal 5
3h 18m
Seasonal
Airbus A321
AA 1585
American Airlines
06:19 Orlando International, terminal B
08:39 , terminal 3
3h 20m
Seasonal
Airbus A321
F9 3043
Frontier Airlines
07:00 Orlando International
09:18 , terminal 5
3h 18m
Seasonal
Airbus A320
AA 1585
American Airlines
06:10 Orlando International, terminal B
08:25 , terminal 3
3h 15m
Seasonal
Boeing 737
AA 3076
American Airlines
07:00 Orlando International, terminal B
09:22 , terminal 3
3h 22m
Seasonal
Boeing 737
UA 638
United Airlines
07:00 Orlando International, terminal B
09:18 , terminal 1
3h 18m
Seasonal
Boeing 737
G4 1233
Allegiant Air
07:05 Orlando Sanford International
09:00 Chicago Rockford International
2h 55m
Seasonal
Airbus A319
AA 3076
American Airlines
07:10 Orlando International, terminal B
09:30 , terminal 3
3h 20m
Seasonal
Airbus A321
G4 1323
Allegiant Air
07:05 Orlando Sanford International
09:00 Chicago Rockford International
2h 55m
Selected dates
Airbus A319
G4 2952
Allegiant Air
06:30 Orlando Sanford International
08:25 Chicago Rockford International
2h 55m
Selected dates
Airbus A319
AA 1585
American Airlines
06:03 Orlando International, terminal B
08:20 , terminal 3
3h 17m
Seasonal
Boeing 737
AA 1585
American Airlines
06:17 Orlando International, terminal B
08:30 , terminal 3
3h 13m
Seasonal
Airbus A321
WN 2543
Southwest Airlines
07:00 Orlando International, terminal A
08:55 Chicago Midway International
2h 55m
Seasonal
Boeing 737
AA 3051
American Airlines
07:15 Orlando International, terminal B
09:30 , terminal 3
3h 15m
Seasonal
Airbus A321
WN 2543
Southwest Airlines
07:10 Orlando International, terminal A
09:05 Chicago Midway International
2h 55m
Seasonal
Boeing 737
AA 3031
American Airlines
06:08 Orlando International, terminal B
08:21 , terminal 3
3h 13m
Seasonal
Airbus A321
WN 2532
Southwest Airlines
06:10 Orlando International, terminal A
18:05 Chicago Midway International
12h 55m
Seasonal
Boeing 737
WN 2543
Southwest Airlines
06:45 Orlando International, terminal A
08:40 Chicago Midway International
2h 55m
Seasonal
Boeing 737
UA 638
United Airlines
07:15 Orlando International, terminal B
09:32 , terminal 1
3h 17m
Seasonal
Airbus A320
G4 2880
Allegiant Air
07:00 Orlando Sanford International
09:02 Chicago Rockford International
3h 2m
Selected dates
Airbus A320
G4 1335
Allegiant Air
07:00 Orlando Sanford International
09:02 Chicago Rockford International
3h 2m
Seasonal
Airbus A319
AA 1606
American Airlines
06:08 Orlando International, terminal B
08:21 , terminal 3
3h 13m
Seasonal
Airbus A321
UA 2827
United Airlines
06:20 Orlando International, terminal B
17:04 , terminal 1
11h 44m
Seasonal
Boeing 737
G4 2830
Allegiant Air
07:00 Orlando Sanford International
08:57 Chicago Rockford International
2h 57m
Seasonal
Airbus A320
WN 3378
Southwest Airlines
07:00 Orlando International, terminal A
10:25 Chicago Midway International
4h 25m
Seasonal
WN 4021
Southwest Airlines
07:10 Orlando International, terminal A
09:10 Chicago Midway International
3h
Seasonal
Boeing 737
WN 4021
Southwest Airlines
06:55 Orlando International, terminal A
08:55 Chicago Midway International
3h
Seasonal
Boeing 737
G4 1248
Allegiant Air
07:05 Orlando Sanford International
09:02 Chicago Rockford International
2h 57m
Selected dates
Airbus A320
WN 4021
Southwest Airlines
07:00 Orlando International, terminal A
09:00 Chicago Midway International
3h
Seasonal
Boeing 737-800
G4 1322
Allegiant Air
06:30 Orlando Sanford International
08:27 Chicago Rockford International
2h 57m
Seasonal
Airbus A319
UA 638
United Airlines
07:10 Orlando International, terminal B
09:10 , terminal 1
3h
Seasonal
Boeing 737-900
AA 943
American Airlines
06:09 Orlando International, terminal B
08:25 , terminal 3
3h 16m
Seasonal
Airbus A321
AA 938
American Airlines
06:39 Orlando International, terminal B
08:57 , terminal 3
3h 18m
Seasonal
Boeing 737-800
WN 2718
Southwest Airlines
07:10 Orlando International, terminal A
09:05 Chicago Midway International
2h 55m
Seasonal
WN 1119
Southwest Airlines
06:10 Orlando International, terminal A
12:05 Chicago Midway International
6h 55m
Seasonal
G4 1218
Allegiant Air
07:00 Orlando Sanford International
08:53 Chicago Rockford International
2h 53m
Seasonal
Airbus A319
WN 2718
Southwest Airlines
07:05 Orlando International, terminal A
09:00 Chicago Midway International
2h 55m
Seasonal
Boeing 737-800
AA 943
American Airlines
06:30 Orlando International, terminal B
08:37 , terminal 3
3h 7m
Seasonal
Airbus A321
G4 2970
Allegiant Air
07:00 Orlando Sanford International
08:54 Chicago Rockford International
2h 54m
Selected dates
Airbus A319
AA 1611
American Airlines
06:30 Orlando International, terminal B
08:39 , terminal 3
3h 9m
Seasonal
Boeing 737-800
WN 2505
Southwest Airlines
06:05 Orlando International, terminal A
07:55 Chicago Midway International
2h 50m
Seasonal
WN 2505
Southwest Airlines
06:50 Orlando International, terminal A
08:40 Chicago Midway International
2h 50m
Seasonal
WN 2505
Southwest Airlines
06:55 Orlando International, terminal A
08:45 Chicago Midway International
2h 50m
Seasonal
Boeing 737
WN 2505
Southwest Airlines
06:45 Orlando International, terminal A
08:35 Chicago Midway International
2h 50m
Seasonal
Boeing 737

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Chicago is 1 hour behind Orlando. The search shows seat availability and the price for your date.

Airlines flying Orlando to Chicago

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

American Airlines11 a week United Airlines7 a week Frontier Airlines5 a week Allegiant Air1 a week Southwest Airlines1 a week

Airports

Where flights from Orlando to Chicago depart and land

Departure from Orlando

Orlando International closest to the centreMCO

24 flights a week, terminals A, B, 9 mi (14 km) from the city centre

About the airport
Orlando Sanford International SFB

1 flight a week, 19 mi (30 km) from the city centre

About the airport

Arrival in Chicago

Chicago Rockford International RFD

1 flight a week, 87 mi (140 km) from the city centre

About the airport
Chicago Midway International closest to the centreMDW

1 flight a week, 9 mi (14 km) from the city centre

About the airport

When to visit Chicago

Weather by month

Best time to visit: May, June, July, August, September and October, +18° to +27° by day. In November it is +10° by day and +2° at night, with 7 rainy days.

Jan
0° −7° 10 days
Feb
+2° −6° 7 days
Mar
+9° 0° 12 days
Apr
+14° +5° 13 days
May
+19° +10° 11 days
Jun
+27° +17° 9 days
Jul
+27° +19° 12 days
Aug
+27° +19° 10 days
Sep
+24° +16° 7 days
Oct
+18° +10° 11 days
Nov
+10° +2° 7 days
Dec
+4° −3° 10 days

Daytime and night temperatures in °C, rainy days. Months with the most comfortable weather are in green. Long-term averages.

Frequently asked questions

How long is the flight from Orlando to Chicago?
A nonstop flight takes 3 hours 8 minutes on average, from 2h 48m to 12h 55m depending on the flight.
How far is Chicago from Orlando?
986 mi (1,587 km) in a straight line between the cities.
Which airlines fly nonstop from Orlando to Chicago?
American Airlines (11 a week), United Airlines (7 a week), Frontier Airlines (5 a week), Allegiant Air (1 a week) and Southwest Airlines (1 a week).
How many flights a day are there from Orlando to Chicago?
2 flights today and 25 a week, about 3.6 a day on average.
When are the first and last flights from Orlando to Chicago?
The first departure is at 06:04 (AA874), the last at 07:12 (AA1585). Local time.
What is the cheapest month to fly from Orlando to Chicago?
January 2027: tickets from $48. The most expensive is March 2027, from $104.
What is the cheapest upcoming date to fly from Orlando to Chicago?
14 January 2027 (Thursday): from $48 one way, nonstop, by recent searches. The search shows the price for your dates.
Which airline is the cheapest from Orlando to Chicago?
Allegiant Air: nonstop tickets from $48 on 14 January by recent searches. Prices change daily, so compare the sellers in the search.
What is the time difference between Orlando and Chicago?
Chicago is 1 hour behind Orlando. Schedule times on this page are local to each airport.
Which Orlando airport do flights to Chicago leave from?
Orlando International (24 a week) and Orlando Sanford International (1 a week).
Which Chicago airport is closest to the city centre?
Chicago Midway International (MDW), 9 mi (14 km) from the city centre. Others: Chicago Rockford International 87 mi (140 km).