Cheapest weekends to fly Chicago to New York nonstop

We price every nonstop weekend round-trip (2–4 nights, leaving Thu–Sat) on ORD → JFK and rank the weekends below by date. Right now the cheapest is Aug 8–11 at $207 round-trip — 39% below this route's typical short-trip price. Updated July 14, 2026.

Sat, Jul 18 → Tue, Jul 21 3 nights

B6 JetBlue Airways

$362 Check this weekend →

Sat, Jul 25 → Tue, Jul 28 3 nights

B6 JetBlue Airways 30% below typical

$237 Check this weekend →

Sat, Aug 1 → Tue, Aug 4 3 nights

B6 JetBlue Airways 37% below typical

$215 Check this weekend →

Cheapest weekend

Sat, Aug 8 → Tue, Aug 11 3 nights

B6 JetBlue Airways 39% below typical

$207 Check this weekend →

Prices are the cheapest nonstop round-trip we found for each weekend, checked within the last 14 days. Fares move — "Check this weekend" re-prices the exact dates live.