How the cheapest fare moved
Oct 23: €91 €91
Oct 17
Oct 23
low €89 · high €124
Departure-day prices · January 2027 Chicago → New York
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Cheapest days highlighted · darker = pricier · past days greyed out · cached one-way fares.
Return-day prices · January 2027 New York → Chicago
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Cheapest days highlighted · darker = pricier · past days greyed out · cached one-way fares.
Best time to visit New York — climate Jan: ~1°C daytime, 6 rainy days
1°
Jan Feb: ~4°C daytime, 11 rainy days
4°
Feb Mar: ~13°C daytime, 9 rainy days
13°
Mar Apr: ~17°C daytime, 10 rainy days
17°
Apr May: ~21°C daytime, 16 rainy days
21°
May Jun: ~29°C daytime, 12 rainy days
29°
Jun Jul: ~32°C daytime, 15 rainy days
32°
Jul Aug: ~29°C daytime, 6 rainy days
29°
Aug Sep: ~26°C daytime, 9 rainy days
26°
Sep Oct: ~18°C daytime, 7 rainy days
18°
Oct Nov: ~11°C daytime, 9 rainy days
11°
Nov Dec: ~3°C daytime, 9 rainy days
3°
Dec Best value: Oct — fares from €124 and ~18°C daytime.
Flights from Chicago to New York start around €89 (direct flights available). Range seen recently: €89–96, based on 13 fares found by travellers.
Fly (from €89)
2h 05m duration
€89–96 recent fares
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Cheapest cached fares Chicago → New York; direct flights available (e.g. AA). · Based on 13 fares found by travellers in the last 48h
Cheapest round trips to New York Fares found by travellers in the last 48 hours — refreshed daily.
Oct 29 – Oct 30
Frontier Airlines · 1 stop · 5h 40m
€156
Book
Dec 3 – Dec 5
Frontier Airlines · 1 stop · 4h 33m
€166
Book
Dec 25 – Jan 16
American Airlines · Direct · 2h 16m
€170
Book
Nov 15 – Dec 15
Southwest Airlines · Direct · 2h 05m
€171
Book
Dec 4 – Dec 9
Frontier Airlines · 1 stop · 5h 27m
€174
Book
Dec 22 – Dec 25
Southwest Airlines · Direct · 2h 05m
€175
Book
Nov 10 – Nov 16
Frontier Airlines · 1 stop · 6h 21m
€191
Book
Nov 15 – Nov 19
Southwest Airlines · Direct · 2h 05m
€192
Book
Weather in New York
Fri
☁️
15°
6°
💧0%
Sat
☁️
16°
3°
💧0%
Sun
☀️
18°
10°
💧0%
Mon
☀️
20°
11°
💧0%
Tue
🌤️
17°
12°
💧0%
Wed
☁️
14°
13°
💧0%
Thu
☁️
15°
12°
💧2%
In Jan, New York typically sees ~1°C daytime highs and 6 rainy days.
Where to stay in New York 3★+ hotels from €244/night (39 hotels sampled, ~3 weeks out).
New Yorker by Lotte Hotels
hotel · New York
from €244/night ★ 4
Margaritaville Resort Times Square
hotel · New York
from €294/night ★ 4
Pod 39
hotel · New York
from €309/night ★ 3
Good to know Time difference +1h
Time in the air 2h 05m
Things to do in New York Top-rated tours and tickets from €18 — book ahead for the popular ones.
Tours and tickets provided by Viator (a Tripadvisor company). Some links earn Stayonomy a commission.
About New York
There is more than one place called New York:
=== United States of America ===
New York (state) - a state in the Mid-Atlantic region
New York City - the largest city in the state (and the country)
New York County is co-extensive with the borough of Manhattan
Read the full New York guide
Guide content from Wikivoyage contributors (CC BY-SA).
Popular from Chicago Cheapest destinations travellers searched recently — refreshed daily.
Flight prices are real fares travellers found in the last 48 hours, refreshed daily — the booking site confirms the final price. Train, bus and ferry fares are shown on the operators' booking sites. Weather data by Open-Meteo ; exchange rates: ECB reference. Data updated 2026-10-23. Some links earn Stayonomy a commission at no cost to you.
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