Nonstop flights from Cleveland to Chicago

3 airlines fly from Cleveland (CLE) to 2 Chicago airports (ORD and MDW), with up to 19 flights a day.

CLEORD

Routes

2 airport pairs

When they leave

Cleveland time

5:15a8:44pFirst departure 5:15 AM, last 8:44 PM

Seven in the morning, 5:15 AM to 10:52 AM, then 10 in the afternoon, 12:19 PM to 4:27 PM, then six in the evening, 5:25 PM to 8:44 PM.

Every flight

Earliest first

5:15 AM→5:46 AMCLE to ORDAmerican AirlinesEmbraer 175Daily
5:30 AM→6:07 AMCLE to ORDUnited AirlinesBoeing 737Daily
7:00 AM→7:37 AMCLE to ORDUnited AirlinesBoeing 737 MAX 9Daily
8:23 AM→9:00 AMCLE to ORDUnited AirlinesBoeing 737Daily
8:50 AM→9:00 AMCLE to MDWSouthwest AirlinesBoeing 737-700Daily
9:43 AM→10:31 AMCLE to ORDAmerican AirlinesCRJ 700Daily
10:52 AM→11:29 AMCLE to ORDUnited AirlinesBoeing 737Daily
12:19 PM→12:59 PMCLE to ORDUnited AirlinesAirbus A320Daily
12:50 PM→1:05 PMCLE to MDWSouthwest AirlinesBoeing 737 MAX 8Tue, Wed
12:51 PM→1:35 PMCLE to ORDAmerican AirlinesEmbraer 175Daily
1:45 PM→2:00 PMCLE to MDWSouthwest AirlinesBoeing 737 MAX 8Sun
1:50 PM→2:05 PMCLE to MDWSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
2:15 PM→2:55 PMCLE to ORDUnited AirlinesBoeing 737Daily
2:51 PM→3:39 PMCLE to ORDAmerican AirlinesCRJ 700Daily
4:00 PM→4:15 PMCLE to MDWSouthwest AirlinesBoeing 737 MAX 8Sat, Sun
4:16 PM→5:00 PMCLE to ORDUnited AirlinesEmbraer 175Mon, Tue, Thu, Fri, Sat
4:16 PM→5:00 PMCLE to ORDUnited AirlinesEmbraer 175Wed, Sun
4:27 PM→5:14 PMCLE to ORDAmerican AirlinesEmbraer 170Daily
5:25 PM→5:40 PMCLE to MDWSouthwest AirlinesBoeing 737Tue, Wed, Thu, Fri
5:25 PM→5:40 PMCLE to MDWSouthwest AirlinesBoeing 737Mon
6:17 PM→6:57 PMCLE to ORDUnited AirlinesBoeing 737 MAX 9Daily
7:15 PM→7:30 PMCLE to MDWSouthwest AirlinesBoeing 737 MAX 8Mon, Tue, Wed, Thu, Fri
7:20 PM→7:35 PMCLE to MDWSouthwest AirlinesBoeing 737Sun
7:49 PM→8:29 PMCLE to ORDUnited AirlinesAirbus A319Daily
8:44 PM→9:30 PMCLE to ORDAmerican AirlinesEmbraer 175Daily

Schedules last checked Sep 21, 2026. Times are local.

Flying from Cleveland to Chicago

United Airlines flies most often, 9 times a day on the Boeing 737, Boeing 737 MAX 9, Embraer 175, Airbus A319 and Airbus A320. American Airlines flies 6 times a day on the Embraer 175, CRJ 700 and Embraer 170. Southwest Airlines flies 2 to 4 times a day on the Boeing 737 MAX 8, Boeing 737 and Boeing 737-700.

Flights run every day of the week, from 17 on Saturdays to 19 on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays and Sundays. The first arrival in Chicago is at 5:46 AM and the last at 9:30 PM.

CLE to ORD is the busiest airport pair, with 105 flights a week, then CLE to MDW with 26.

Flying back, Chicago to Cleveland has 131 nonstop flights a week.

Return flights

Chicago to ClevelandView

Find the cheapest day to fly from Cleveland to Chicago.

Schedules as of Oct 9, 2026.