Nonstop flights from Orlando to Chicago

5 airlines fly from 2 Orlando airports (MCO and SFB) to 3 Chicago airports (ORD, MDW and RFD), with up to 24 flights a day.

MCOORD

Routes

3 airport pairs

MCO to ORDOrlando to Chicago O'Hare15 to 17 a day
MCO to MDWOrlando to Chicago Midway5 to 7 a day
SFB to RFDOrlando Sanford to Chicago Rockford1 a week

When they leave

Orlando time

5:20a8:55pFirst departure 5:20 AM, last 8:55 PM

14 in the morning, 5:20 AM to 11:37 AM, then 11 in the afternoon, 12:27 PM to 4:51 PM, then eight in the evening, 5:17 PM to 8:55 PM.

Every flight

Earliest first

5:20 AM→7:31 AMMCO to ORDFrontier AirlinesAirbus A320neo · 3h 11mMon, Thu, Fri, Sat, Sun
6:12 AM→8:28 AMMCO to ORDAmerican AirlinesAirbus A321 · 3h 16mDaily
6:55 AM→8:45 AMMCO to MDWSouthwest AirlinesBoeing 737Mon, Tue, Wed, Thu, Fri, Sun
7:00 AM→9:08 AMMCO to ORDUnited AirlinesAirbus A321neo · 3h 8mMon, Tue, Wed, Sun
7:05 AM→8:55 AMMCO to MDWSouthwest AirlinesBoeing 737-700Sat
7:15 AM→9:26 AMMCO to ORDUnited AirlinesAirbus A321neo · 3h 11mThu, Fri, Sat
7:45 AM→10:00 AMMCO to ORDAmerican AirlinesBoeing 737 MAX 8 · 3h 15mDaily
8:15 AM→10:00 AMMCO to MDWSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
9:10 AM→11:20 AMMCO to ORDUnited AirlinesAirbus A321neo · 3h 10mDaily
9:22 AM→11:29 AMMCO to ORDUnited AirlinesAirbus A321neo · 3h 7mMon, Tue, Wed, Sun
9:52 AM→11:59 AMMCO to ORDUnited AirlinesBoeing 737 · 3h 7mDaily
10:00 AM→11:45 AMMCO to MDWSouthwest AirlinesBoeing 737-700Mon, Thu, Fri, Sun
10:20 AM→12:05 PMMCO to MDWSouthwest AirlinesBoeing 737Tue, Wed, Sat
11:37 AM→1:50 PMMCO to ORDAmerican AirlinesBoeing 737 · 3h 13mDaily
12:27 PM→2:29 PMMCO to ORDUnited AirlinesBoeing 757 · 3h 2mDaily
1:00 PM→2:45 PMMCO to MDWSouthwest AirlinesBoeing 737 MAX 8Tue, Wed, Sun
1:50 PM→3:35 PMMCO to MDWSouthwest AirlinesBoeing 737-700Mon, Thu, Fri
2:20 PM→4:28 PMMCO to ORDUnited AirlinesAirbus A321neo · 3h 8mDaily
2:48 PM→5:03 PMMCO to ORDFrontier AirlinesAirbus A321neo · 3h 15mMon, Tue, Wed, Thu, Fri, Sun
3:20 PM→5:10 PMMCO to MDWSouthwest AirlinesBoeing 737 MAX 8Mon, Sat
3:40 PM→5:56 PMMCO to ORDAmerican AirlinesAirbus A321 · 3h 16mDaily
3:50 PM→5:40 PMMCO to MDWSouthwest AirlinesBoeing 737-700Tue, Wed
4:10 PM→6:00 PMMCO to MDWSouthwest AirlinesBoeing 737-700Mon, Thu, Fri
4:32 PM→6:49 PMMCO to ORDUnited AirlinesAirbus A321neo · 3h 17mDaily
4:51 PM→7:18 PMMCO to ORDAmerican AirlinesBoeing 737 · 3h 27mDaily
5:17 PM→7:00 PMSFB to RFDAllegiant AirFrom Oct 16Boeing 737 MAX 8Fri
5:25 PM→7:15 PMMCO to MDWSouthwest AirlinesBoeing 737Tue, Wed
6:30 PM→8:40 PMMCO to ORDUnited AirlinesAirbus A321neo · 3h 10mDaily
7:15 PM→9:00 PMMCO to MDWSouthwest AirlinesBoeing 737Tue, Wed, Sat, Sun
7:31 PM→9:55 PMMCO to ORDAmerican AirlinesBoeing 737 · 3h 24mDaily
7:45 PM→9:30 PMMCO to MDWSouthwest AirlinesBoeing 737-700Fri
7:45 PM→9:30 PMMCO to MDWSouthwest AirlinesBoeing 737-700Thu
8:24 PM→10:29 PMMCO to ORDUnited AirlinesBoeing 737 MAX 9 · 3h 5mDaily
8:55 PM→10:45 PMMCO to MDWSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri, Sat, Sun

Schedules last checked Oct 2, 2026. Times are local.

Flying from Orlando to Chicago

United Airlines flies most often, 8 to 9 times a day on the Airbus A321neo, Boeing 737, Boeing 737 MAX 9 and Boeing 757. Southwest Airlines flies 5 to 7 times a day on the Boeing 737-700, Boeing 737 and Boeing 737 MAX 8. American Airlines flies 6 times a day on the Boeing 737, Airbus A321 and Boeing 737 MAX 8. Frontier Airlines flies 1 to 2 times a day on the Airbus A320neo and Airbus A321neo. Allegiant Air flies on Fridays with the Boeing 737 MAX 8.

Flights run every day of the week, from 20 on Saturdays to 24 on Mondays and Fridays. The first arrival in Chicago is at 7:31 AM and the last at 10:45 PM.

MCO to ORD is the busiest airport pair, with 113 flights a week, then MCO to MDW with 43 and SFB to RFD with 1.

On SFB to RFD, Allegiant Air starts on Oct 16.

Flying back, Chicago to Orlando has 144 nonstop flights a week.

Return flights

Chicago to OrlandoView

Find the cheapest day to fly from Orlando to Chicago.

Schedules as of Oct 9, 2026.