Nonstop flights from Milwaukee to Chicago

3 airlines fly from Milwaukee (MKE) to 2 Chicago airports (ORD and MDW), with up to 18 flights a day.

MKEMDW

Routes

2 airport pairs

When they leave

Milwaukee time

5:00a6:48pFirst departure 5:00 AM, last 6:48 PM

11 in the morning, 5:00 AM to 11:32 AM, then nine in the afternoon, 1:17 PM to 4:00 PM, then two in the evening, 5:17 PM to 6:48 PM.

Every flight

Earliest first

5:00 AM→6:10 AMMKE to ORDUnited AirlinesCRJDaily
5:00 AM→6:14 AMMKE to ORDAmerican AirlinesCRJ 700Daily
5:45 AM→6:30 AMMKE to MDWSouthwest AirlinesBoeing 737 MAX 8Thu, Fri, Sat
5:45 AM→6:30 AMMKE to MDWSouthwest AirlinesBoeing 737 MAX 8Sun
6:00 AM→7:21 AMMKE to ORDAmerican AirlinesCRJ 700Daily
6:15 AM→7:26 AMMKE to ORDUnited AirlinesCRJDaily
6:40 AM→7:30 AMMKE to MDWSouthwest AirlinesBoeing 737Tue, Wed, Thu, Fri
7:18 AM→8:29 AMMKE to ORDUnited AirlinesCRJ 700Daily
8:20 AM→9:41 AMMKE to ORDAmerican AirlinesCRJ 700Daily
8:30 AM→9:41 AMMKE to ORDUnited AirlinesCRJDaily
10:19 AM→11:30 AMMKE to ORDUnited AirlinesEmbraer 175Daily
11:18 AM→12:29 PMMKE to ORDUnited AirlinesCRJDaily
11:32 AM→12:43 PMMKE to ORDAmerican AirlinesEmbraer 170Daily
1:17 PM→2:36 PMMKE to ORDAmerican AirlinesCRJ 700Daily
1:19 PM→2:30 PMMKE to ORDUnited AirlinesCRJ 200Daily
1:30 PM→2:20 PMMKE to MDWSouthwest AirlinesBoeing 737 MAX 8Sat
2:42 PM→4:01 PMMKE to ORDAmerican AirlinesCRJ 700Tue, Sat
2:56 PM→4:15 PMMKE to ORDAmerican AirlinesCRJ 700Sun
3:10 PM→4:00 PMMKE to MDWSouthwest AirlinesBoeing 737Tue
3:15 PM→4:26 PMMKE to ORDUnited AirlinesCRJ 700Daily
3:40 PM→4:30 PMMKE to MDWSouthwest AirlinesBoeing 737Wed
4:00 PM→4:50 PMMKE to MDWSouthwest AirlinesBoeing 737-700Sun
5:17 PM→6:30 PMMKE to ORDUnited AirlinesCRJDaily
6:48 PM→8:21 PMMKE to ORDAmerican AirlinesCRJ 700Daily

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

Flying from Milwaukee to Chicago

United Airlines flies most often, 9 times a day on the CRJ, CRJ 700, CRJ 200 and Embraer 175. American Airlines flies 6 to 7 times a day on the CRJ 700 and Embraer 170. Southwest Airlines flies 12 times a week on the Boeing 737, Boeing 737 MAX 8 and Boeing 737-700.

Flights run every day of the week, from 15 on Mondays to 18 on Tuesdays, Saturdays and Sundays. The first arrival in Chicago is at 6:10 AM and the last at 8:21 PM.

MKE to ORD is the busiest airport pair, with 108 flights a week, then MKE to MDW with 12.

Flying back, Chicago to Milwaukee has 118 nonstop flights a week.

Return flights

Chicago to MilwaukeeView

Find the cheapest day to fly from Milwaukee to Chicago.

Schedules as of Oct 9, 2026.