DAL (Dallas) to Chicago in September 2026

Dated one-way fares from DAL (Dallas) to Chicago in September 2026. Use the calendar to see which days are cheaper.

Lowest this month $152

Highest this month $281

Sample fare $146

Airports DAL–MDW

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September 2026 price calendar

From $152 · up to $281

Mon

Tue

Wed

Thu

Fri

Sat

Sun

2 $218 3 $281 4 $270 5 $247 6 $247 7 $247 8 $223 9 $188 10 $188 11 $188 12 $188 13 $188 14 $188 15 $188 16 $188 17 $188 18 $188 19 $188 20 $188 21 $188 22 $188 23 $188 24 $188 25 $152

Chicago CHI

$152

Sep 25, 6:00am · 2h 10m · 0 stops

DAL → MDW · Southwest Airlines

This page is only September 2026 on the DAL (Dallas) to Chicago route. Open the full route if you want the next months side by side.

Prices move as seats sell. Confirm the live itinerary before you book DAL (Dallas) to Chicago in September 2026.