Flights from New York to Chicago

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From $162 · Prices update daily

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Price calendar — next 60 days

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★ Cheapest: $162 on Wed, Jul 22 · Direct · B6

Lowest return fares · Prices update daily · Final price confirmed at booking

Airlines flying New York to Chicago

B6JetBlue

Approximate: $128–$280 economy round trip

Direct · 2h 38m westbound / 2h 05m eastbound

AAAmerican Airlines

Approximate: $140–$320 economy; $380–$520 Domestic First

Direct · 2h 40m westbound / 2h 10m eastbound

DLDelta Air Lines

Approximate: $135–$310 economy; $360–$480 Delta First

Direct · 2h 30m westbound / 2h 00m eastbound

UAUnited Airlines

Approximate: $118–$295 economy; $320–$480 Domestic First

Direct · 2h 35m westbound / 2h 05m eastbound

NKSpirit Airlines

Approximate: $39–$140 base fare (before fees)

Direct · 2h 38m westbound / 2h 10m eastbound

Visa for Chicago

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