Nonstop flights from Grand Rapids to Chicago

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

GRRMDW

Routes

2 airport pairs

When they leave

Grand Rapids time

5:00a6:57pFirst departure 5:00 AM, last 6:57 PM

Eight in the morning, 5:00 AM to 10:43 AM, then nine in the afternoon, 12:05 PM to 4:55 PM, then two in the evening, 5:24 PM to 6:57 PM.

Every flight

Earliest first

5:00 AM→5:19 AMGRR to ORDUnited AirlinesEmbraer 175Mon, Tue, Thu, Fri, Sat, Sun
5:00 AM→5:19 AMGRR to ORDUnited AirlinesEmbraer 175Wed
6:00 AM→6:17 AMGRR to ORDUnited AirlinesCRJ 700Mon, Tue, Wed, Thu, Fri, Sat
6:00 AM→6:19 AMGRR to ORDUnited AirlinesEmbraer 175Sun
6:34 AM→6:50 AMGRR to ORDAmerican AirlinesEmbraer 175Daily
6:50 AM→7:10 AMGRR to MDWSouthwest AirlinesBoeing 737-700Daily
7:15 AM→7:34 AMGRR to ORDUnited AirlinesAirbus A320Daily
7:33 AM→8:11 AMGRR to ORDAmerican AirlinesCRJ 700Mon, Tue, Wed, Thu, Fri, Sat
9:43 AM→10:10 AMGRR to ORDAmerican AirlinesCRJ 700Daily
10:43 AM→11:00 AMGRR to ORDUnited AirlinesCRJ 700Daily
12:05 PM→12:29 PMGRR to ORDUnited AirlinesCRJ 700Mon, Wed, Thu, Fri, Sun
12:05 PM→12:29 PMGRR to ORDUnited AirlinesCRJ 700Tue, Sat
12:55 PM→1:00 PMGRR to MDWSouthwest AirlinesBoeing 737Mon, Thu, Fri, Sat
1:45 PM→1:50 PMGRR to MDWSouthwest AirlinesBoeing 737 MAX 8Sun
1:45 PM→1:50 PMGRR to MDWSouthwest AirlinesBoeing 737Tue, Wed
2:05 PM→2:25 PMGRR to ORDUnited AirlinesAirbus A319Daily
2:37 PM→3:00 PMGRR to ORDAmerican AirlinesEmbraer 175Daily
3:52 PM→4:09 PMGRR to ORDUnited AirlinesBoeing 737Daily
4:20 PM→4:25 PMGRR to MDWSouthwest AirlinesBoeing 737Tue, Wed
4:48 PM→5:22 PMGRR to ORDAmerican AirlinesCRJ 700Daily
4:55 PM→5:05 PMGRR to MDWSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri, Sun
5:24 PM→5:45 PMGRR to ORDUnited AirlinesCRJ 700Daily
6:57 PM→7:29 PMGRR to ORDAmerican AirlinesEmbraer 175Daily

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

Flying from Grand Rapids to Chicago

United Airlines flies most often, 8 times a day on the CRJ 700, Embraer 175, Airbus A319, Airbus A320 and Boeing 737. American Airlines flies 5 to 6 times a day on the CRJ 700 and Embraer 175. Southwest Airlines flies 2 to 3 times a day on the Boeing 737, Boeing 737 MAX 8 and Boeing 737-700.

There are 16 or 17 flights every day of the week. The first arrival in Chicago is at 5:19 AM and the last at 7:29 PM.

GRR to ORD is the busiest airport pair, with 97 flights a week, then GRR to MDW with 20.

Flying back, Chicago to Grand Rapids has 117 nonstop flights a week.

Return flights

Chicago to Grand RapidsView

Find the cheapest day to fly from Grand Rapids to Chicago.

Schedules as of Oct 9, 2026.