Nonstop flights from Chicago to Milwaukee

3 airlines fly from 2 Chicago airports (ORD and MDW) to Milwaukee (MKE), with up to 17 flights a day.

ORD

Routes

2 airport pairs

When they leave

Chicago time

5:59a9:20pFirst departure 5:59 AM, last 9:20 PM

12 in the morning, 5:59 AM to 11:50 AM, then three in the afternoon, 1:30 PM to 3:36 PM, then 11 in the evening, 5:15 PM to 9:20 PM.

Every flight

Earliest first

5:59 AM→7:00 AMORD to MKEUnited AirlinesCRJDaily
6:50 AM→7:49 AMORD to MKEAmerican AirlinesCRJ 700Wed, Thu, Fri
6:59 AM→8:02 AMORD to MKEAmerican AirlinesCRJ 700Mon, Tue, Sat, Sun
8:45 AM→9:53 AMORD to MKEUnited AirlinesCRJ 700Daily
10:05 AM→11:02 AMORD to MKEAmerican AirlinesEmbraer 170Wed, Thu, Fri
10:10 AM→11:00 AMMDW to MKESouthwest AirlinesBoeing 737-700Mon, Thu, Fri
10:15 AM→11:05 AMMDW to MKESouthwest AirlinesBoeing 737-700Sat
10:15 AM→11:05 AMMDW to MKESouthwest AirlinesBoeing 737 MAX 8Tue, Wed
10:25 AM→11:10 AMMDW to MKESouthwest AirlinesBoeing 737-700Sun
11:42 AM→12:44 PMORD to MKEAmerican AirlinesEmbraer 175Sun
11:46 AM→12:45 PMORD to MKEAmerican AirlinesCRJ 700Mon, Tue, Sat
11:47 AM→12:48 PMORD to MKEUnited AirlinesCRJ 700Daily
11:50 AM→12:47 PMORD to MKEAmerican AirlinesCRJ 700Wed, Thu, Fri
1:30 PM→2:36 PMORD to MKEUnited AirlinesCRJ 700Daily
2:30 PM→3:36 PMORD to MKEUnited AirlinesCRJSat
3:36 PM→4:42 PMORD to MKEUnited AirlinesCRJ 700Mon, Tue, Wed, Thu, Sat, Sun
5:15 PM→6:18 PMORD to MKEAmerican AirlinesCRJ 700Wed, Thu, Fri
5:21 PM→6:23 PMORD to MKEAmerican AirlinesCRJ 700Mon, Tue, Sat, Sun
5:45 PM→6:48 PMORD to MKEUnited AirlinesCRJDaily
6:15 PM→7:05 PMMDW to MKESouthwest AirlinesBoeing 737-700Sun
6:15 PM→7:26 PMORD to MKEUnited AirlinesCRJMon, Tue, Wed, Thu, Fri, Sun
6:55 PM→7:56 PMORD to MKEAmerican AirlinesCRJ 700Mon, Tue, Sat, Sun
6:56 PM→7:59 PMORD to MKEAmerican AirlinesCRJ 700Daily
7:45 PM→8:56 PMORD to MKEUnited AirlinesCRJ 700Daily
7:58 PM→9:00 PMORD to MKEAmerican AirlinesCRJ 700Wed, Thu, Fri
7:59 PM→9:01 PMORD to MKEAmerican AirlinesCRJ 700Mon, Tue, Sat, Sun
8:40 PM→9:25 PMMDW to MKESouthwest AirlinesBoeing 737Mon, Tue, Wed, Thu, Fri, Sat
9:20 PM→10:29 PMORD to MKEUnited AirlinesEmbraer 175Daily

Schedules last checked Sep 19, 2026. Times are local.

Flying from Chicago to Milwaukee

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

There are 16 or 17 flights every day of the week. The first arrival in Milwaukee is at 7:00 AM and the last at 10:29 PM.

ORD to MKE is the busiest airport pair, with 104 flights a week, then MDW to MKE with 14.

Flying back, Milwaukee to Chicago has 120 nonstop flights a week.

Return flights

Milwaukee to ChicagoView

Find the cheapest day to fly from Chicago to Milwaukee.

Schedules as of Oct 9, 2026.