How the cheapest fare moved
Jul 25: €88 €88
Jul 18
Jul 25
low €88 · high €99
Departure-day prices · May 2026 Chicago → New York
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Return-day prices · May 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 €88 and ~29°C daytime.
Flights from Chicago to New York start around €88 (direct flights available). Range seen recently: €88–98, based on 19 fares found by travellers.
Fly (from €88)
2h 00m duration
€88–98 recent fares
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Cheapest cached fares Chicago → New York; direct flights available (e.g. WN). · Based on 19 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.
Nov 3 – Nov 5
American Airlines · Direct · 2h 23m
€127
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Jul 28 – Jul 31
United Airlines · Direct · 2h 36m
€153
Book
Sep 1 – Sep 1
Southwest Airlines · Direct · 2h 00m
€171
Book
Aug 15 – Aug 17
United Airlines · 1 stop · 3h 36m
€174
Book
Aug 29 – Sep 1
United Airlines · Direct · 2h 25m
€174
Book
Sep 1 – Sep 3
American Airlines · Direct · 2h 14m
€175
Book
Oct 5 – Oct 7
jetBlue · Direct · 2h 20m
€175
Book
Aug 20 – Aug 22
American Airlines · Direct · 2h 13m
€177
Book
Weather in New York
Sat
☁️
29°
17°
💧0%
Sun
☁️
28°
16°
💧1%
Mon
🌦️
25°
21°
💧53%
Tue
🌧️
25°
20°
💧79%
Wed
🌦️
24°
22°
💧62%
Thu
🌦️
28°
21°
💧14%
Fri
☁️
28°
22°
💧12%
In May, New York typically sees ~21°C daytime highs and 16 rainy days.
Where to stay in New York 3★+ hotels from €132/night (40 hotels sampled, ~3 weeks out).
Pod 39
hotel · New York
from €132/night ★ 3
Moxy NYC Times Square
hotel · New York
from €136/night ★ 4
The Shelburne Sonesta New York
hotel · New York
from €136/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 2026-07-25. Some links earn Stayonomy a commission at no cost to you.
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