Chicago to New York in October 2026

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

Lowest this month $85

Highest this month $133

Sample fare $84

Airports ORD–EWR

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October 2026 price calendar

From $85 · up to $133

Mon

Tue

Wed

Thu

Fri

Sat

Sun

1 $105 2 $107 3 $89 4 $100 5 $110 6 $102 7 $117 8 $133 9 $105 10 $126 11 $121 12 $116 13 $131 14 $128 15 $126 16 $126 17 $126 18 $119 19 $111 20 $98 21 $85 22 $92 23 $92 24 $99 25 $108 26 $116

Newburgh SWF

$85

Oct 21, 8:04am · 24h 44m · 1 stop

ORD → SWF · Frontier Airlines

New York NYC

$89

Oct 03, 3:50pm · 8h 11m · 1 stop

ORD → EWR · Frontier Airlines

Newburgh SWF

$99

Oct 24, 8:04am · 26h 4m · 1 stop

ORD → SWF · Frontier Airlines

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