Nonstop flights from Jacksonville to Chicago

3 airlines fly from Jacksonville (JAX) to 2 Chicago airports (ORD and MDW), with up to 8 flights a day.

JAXORD

Routes

2 airport pairs

When they leave

Jacksonville time

7:00a6:16pFirst departure 7:00 AM, last 6:16 PM

Four in the morning, 7:00 AM to 9:19 AM, then three in the afternoon, 12:37 PM to 4:45 PM, then four in the evening, 5:25 PM to 6:16 PM.

Every flight

Earliest first

7:00 AM→8:25 AMJAX to MDWSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
7:09 AM→8:59 AMJAX to ORDAmerican AirlinesAirbus A319Daily
7:30 AM→9:18 AMJAX to ORDUnited AirlinesBoeing 737Daily
7:30 AM→8:50 AMJAX to MDWSouthwest AirlinesBoeing 737-700Sat
9:19 AM→11:12 AMJAX to ORDUnited AirlinesEmbraer 175Daily
12:37 PM→2:30 PMJAX to ORDUnited AirlinesEmbraer 175Mon, Tue, Wed, Fri, Sun
12:37 PM→2:30 PMJAX to ORDUnited AirlinesEmbraer 175Thu, Sat
1:46 PM→3:40 PMJAX to ORDAmerican AirlinesEmbraer 175Mon, Tue, Wed, Thu, Fri, Sun
4:45 PM→6:34 PMJAX to ORDUnited AirlinesAirbus A320Daily
5:25 PM→6:50 PMJAX to MDWSouthwest AirlinesBoeing 737 MAX 8Tue, Wed
5:35 PM→7:00 PMJAX to MDWSouthwest AirlinesBoeing 737Sun
6:14 PM→8:08 PMJAX to ORDAmerican AirlinesAirbus A319Sat
6:16 PM→8:22 PMJAX to ORDAmerican AirlinesEmbraer 175Mon, Tue, Wed, Thu, Fri, Sun

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

Flying from Jacksonville to Chicago

United Airlines flies most often, 4 times a day on the Embraer 175, Airbus A320 and Boeing 737. American Airlines flies 2 to 3 times a day on the Airbus A319 and Embraer 175. Southwest Airlines flies daily on the Boeing 737 MAX 8, Boeing 737 and Boeing 737-700.

There are 7 or 8 flights every day of the week. The first arrival in Chicago is at 8:25 AM and the last at 8:22 PM.

JAX to ORD is the busiest airport pair, with 48 flights a week, then JAX to MDW with 7.

Flying back, Chicago to Jacksonville has 55 nonstop flights a week.

Return flights

Chicago to JacksonvilleView

Find the cheapest day to fly from Jacksonville to Chicago.

Schedules as of Oct 9, 2026.