🇺🇸New YorkUSA
✈
🇦🇪DubaiUAE

Flight Deals

Curated deals on this route, updated weekly

2Active Deals

Current Deals

Click any deal to view full details and booking links

$148.90 New York to Chicago + 11 more deals
Deal
Apr 10, 2026

$148.90 New York to Chicago + 11 more deals

Direct flights, domestic getaways, and a Business Class gem from JFK and Newark - plus premium deals locked inside for subscribers.

From$148
View Deal→
New York Flight Deals - Fly to Chicago from $74 This Week
Deal
Feb 27, 2026

New York Flight Deals - Fly to Chicago from $74 This Week

Escape the February freeze with deals from JFK, EWR & LGA - plus teaser of Business Class steals for Premium members

From$74
View Deal→

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From New York

🇺🇸Los Angeles→🇺🇸San Francisco→🇺🇸Chicago→🇺🇸Miami→🇺🇸Boston→🇺🇸Phoenix→View all New York deals →

From Dubai

🇺🇸Los Angeles→🇺🇸San Francisco→🇺🇸Chicago→🇺🇸Miami→🇺🇸Boston→🇺🇸Phoenix→View all Dubai deals →