New York to Chicago in August 2026

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

Lowest this month $109

Highest this month $134

Sample fare $90

Airports EWR–MDW

Ad. Ticket links are affiliate ads. We may earn a commission if you book. Advertising disclosure

August 2026 price calendar

From $109 · up to $134

Mon

Tue

Wed

Thu

Fri

Sat

Sun

24 $134 25 $123 26 $123 27 $109 28 $125 29 $109 30 $124 31 $125

Chicago CHI

$109

Aug 29, 8:00pm · 2h 58m · 0 stops

JFK → ORD · jetBlue

Chicago CHI

$109

Aug 27, 2:59pm · 2h 59m · 0 stops

JFK → ORD · American Airlines

This page is only August 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 August 2026.