Cheapest weekends to fly Chicago to New York nonstop

We price every nonstop weekend round-trip (2–4 nights, leaving Thu–Sat) on ORD → LGA and rank the weekends below by date. Right now the cheapest is Oct 31–Nov 3 at $247 round-trip — 14% below this route's typical short-trip price. Updated August 31, 2026.

Fri, Sep 4 → Mon, Sep 7 3 nights

UA United

$328 Check this weekend →

Thu, Sep 10 → Sun, Sep 13 3 nights

DL Delta

$305 Check this weekend →

Sat, Sep 19 → Tue, Sep 22 3 nights

AA American

$267 Check this weekend →

Fri, Sep 25 → Mon, Sep 28 3 nights

DL Delta

$267 Check this weekend →

Thu, Oct 1 → Sun, Oct 4 3 nights

UA United

$372 Check this weekend →

Sat, Oct 10 → Tue, Oct 13 3 nights

DL Delta · returns American 10% below typical

$258 Check this weekend →

Fri, Oct 16 → Mon, Oct 19 3 nights

UA United 9% below typical

$263 Check this weekend →

Thu, Oct 22 → Sun, Oct 25 3 nights

AA American

$267 Check this weekend →

Cheapest weekend

Sat, Oct 31 → Tue, Nov 3 3 nights

UA United 14% below typical

$247 Check this weekend →

Fri, Nov 6 → Mon, Nov 9 3 nights

UA United 14% below typical

$247 Check this weekend →

Thu, Nov 12 → Sun, Nov 15 3 nights

DL Delta

$267 Check this weekend →

Sat, Nov 21 → Tue, Nov 24 3 nights

AA American

$267 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.