How the cheapest fare moved
Jul 29: €90 €90
Jul 22
Jul 29
low €90 · high €102
Departure-day prices · January 2026 Chicago → New York
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Return-day prices · January 2026 New York → Chicago
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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, 10 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, 8 rainy days
3°
Dec Best value: Aug — fares from €90 and ~29°C daytime.
Flights from Chicago to New York start around €90 (direct flights available). Range seen recently: €90–98, based on 11 fares found by travellers.
Fly (from €90)
2h 00m duration
€90–98 recent fares
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Cheapest cached fares Chicago → New York; direct flights available (e.g. WN). · Based on 11 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 10 – Oct 12
American Airlines · Direct · 2h 25m
€127
Book
Nov 3 – Nov 5
American Airlines · Direct · 2h 23m
€127
Book
Jul 29 – Aug 1
Southwest Airlines · Direct · 2h 15m
€161
Book
Sep 15 – Sep 22
jetBlue · Direct · 2h 28m
€170
Book
Sep 1 – Sep 1
Southwest Airlines · Direct · 2h 00m
€171
Book
Aug 29 – Sep 1
United Airlines · Direct · 2h 25m
€174
Book
Sep 18 – Sep 24
Southwest Airlines · Direct · 2h 05m
€184
Book
Oct 26 – Oct 28
Southwest Airlines · Direct · 2h 05m
€184
Book
Weather in New York
Tue
☁️
27°
21°
💧72%
Wed
🌦️
27°
21°
💧84%
Thu
☁️
27°
19°
💧54%
Fri
☁️
28°
20°
💧7%
Sat
🌦️
26°
21°
💧7%
Sun
🌧️
25°
23°
💧24%
Mon
⛈️
28°
22°
💧28%
In Jan, New York typically sees ~1°C daytime highs and 6 rainy days.
Where to stay in New York 3★+ hotels from €125/night (40 hotels sampled, ~3 weeks out).
Pod 39
hotel · New York
from €125/night ★ 3
The Shelburne Sonesta New York
hotel · New York
from €132/night ★ 4
New Yorker by Lotte Hotels
hotel · New York
from €138/night ★ 4
Good to know Time difference +1h
Time in the air 2h 00m
Things to do in New York Top-rated tours and tickets from €38 — 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 2026-07-29. Some links earn Stayonomy a commission at no cost to you.
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