Flights from New York to Chicago

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From $138 · Prices update daily

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The quick answer

A saved fare observation for New York to Chicago was $107. Carrier in the saved observation: jetBlue. A nonstop option appeared in the saved observation. Cheapest month: September; peak: November (about +77%).

Saved route evidence

Direct option observed

Fare snapshot

$107

Observed Jul 26, 2026. Prices can change.

Carriers in the saved observation

  • jetBlue · nonstop observed

Price calendar — next 60 days

CheapAverageExpensive
Aug 14Aug 29Sep 7Sep 15Sep 26Oct 9Nov 12Jun 3

★ Cheapest: $138 on Tue, Sep 29 · Direct · B6

Recently observed fares · Final price confirmed at booking

Price calendar — New York to Chicago

Month-by-month lowest fares. Green = cheapest dates.

Airlines flying New York to Chicago

JetBlue logoJetBlue

Approximate: $128–$280 economy round trip

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

American Airlines logoAmerican Airlines

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

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

Delta Air Lines logoDelta Air Lines

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

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

United Airlines logoUnited Airlines

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

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

Spirit Airlines logoSpirit Airlines

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

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

Flying to Chicago? Compare from other US cities

Sometimes a nearby airport is cheaper. See Chicago fares from other departure cities.

United States essentials

🟢 Visa-free for US passport holders

No visa — domestic flight; valid state ID or REAL ID required after May 7, 2025

Full Chicago visa guide →

🆘 Emergency

911

💱 Currency

US Dollar ($)

🕐 Time zone

UTC−5 to −10

🗣️ Language

English

🔌 Plugs

Type A/B · 120V

🚗 Driving

Right side

💡 Tipping

Expected — 15–20% at restaurants

📞 Dial code

+1

Entry rules can change — always confirm with official sources before booking.

Stay connected in Chicago

Skip roaming fees — get a local eSIM before you land. Works in 200+ countries and activates instantly, so you’re online the moment you touch down.

Travel insurance

Protect your New York to Chicago trip against delays, cancellations, and medical emergencies. US travelers can compare plans from top insurers.

Airport transfer in Chicago

Pre-book your ride into Chicago. Fixed price, meet & greet, and a driver waiting at arrivals — no meter anxiety after a long flight.

Flight delayed or cancelled?

If your New York to Chicago flight was delayed more than 3 hours or cancelled, you may be entitled to up to €600 in compensation under EU/UK rules — even if you flew a non-EU airline. Free to check, no win no fee.

Planning a trip to Chicago?Hotels from $39/nt|Tours from $1

More resources

New York to Chicago — frequently asked

How much is a flight from New York to Chicago?+

Fares start around $138 round-trip, ranging up to about $428 in peak periods. Prices update daily across 800+ airlines.

What is the cheapest month to fly New York to Chicago?+

September typically has the lowest fares, while November is the most expensive (around +77%).

Are there direct flights from New York to Chicago?+

A nonstop option appeared in the saved route observation. Check current search results for your dates.

Which airlines fly from New York to Chicago?+

Carriers on this route include jetBlue. Compare them side by side in the search above.

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