New York to Chicago in October 2026

Dated one-way fares from New York to Chicago in October 2026. Use the calendar to see which days are cheaper.

Lowest this month $90

Highest this month $128

Sample fare $86

Airports EWR–ORD

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October 2026 price calendar

From $90 · up to $128

Mon

Tue

Wed

Thu

Fri

Sat

Sun

1 $90 2 $100 3 $110 4 $116 5 $122 6 $110 7 $116 8 $122 9 $122 10 $128 11 $104 12 $116 13 $113 14 $113 15 $110 16 $116 17 $116 18 $116 19 $121 20 $116 21 $116 22 $110 23 $100 24 $100 25 $100 26 $100 27 $90

Chicago CHI

$90

Oct 27, 5:55am · 6h 3m · 1 stop

EWR → MDW · Frontier Airlines

Chicago CHI

$90

Oct 01, 5:55am · 18h 4m · 1 stop

EWR → ORD · Frontier Airlines

Chicago CHI

$104

Oct 11, 5:55am · 26h 36m · 1 stop

EWR → ORD · Frontier Airlines

This page is only October 2026 on the New York 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 New York to Chicago in October 2026.