How the cheapest fare moved
Oct 28: €82 €82
Oct 22
Oct 28
low €82 · high €147
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, 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: Jul — fares from €148 and ~32°C daytime.
Flights from Chicago to New York start around €82 (typically 1 stop). Range seen recently: €82–106, based on 11 fares found by travellers.
Fly (from €82)
2h 05m duration
€82–106 recent fares
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Cheapest cached fares Chicago → New York; typically 1 stop (e.g. F9). · 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.
Dec 3 – Dec 5
Frontier Airlines · 1 stop · 4h 33m
€186
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Dec 4 – Dec 9
Frontier Airlines · 1 stop · 5h 27m
€191
Book
Dec 22 – Dec 24
American Airlines · Direct · 2h 25m
€200
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Nov 14 – Nov 17
jetBlue · 1 stop · 4h 09m
€201
Book
Nov 13 – Nov 16
jetBlue · 1 stop · 4h 09m
€201
Book
Dec 3 – Dec 6
Frontier Airlines · 1 stop · 5h 28m
€205
Book
Nov 14 – Nov 18
jetBlue · 1 stop · 4h 09m
€208
Book
Nov 14 – Nov 19
Frontier Airlines · 1 stop · 4h 43m
€209
Book
Weather in New York
Wed
☁️
17°
6°
💧0%
Thu
🌫️
19°
6°
💧2%
Fri
☁️
20°
12°
💧4%
Sat
☁️
14°
9°
💧0%
Sun
☁️
16°
12°
💧0%
Mon
🌦️
15°
12°
💧7%
Tue
☁️
16°
13°
💧13%
In May, New York typically sees ~21°C daytime highs and 16 rainy days.
Where to stay in New York 3★+ hotels from €208/night (39 hotels sampled, ~3 weeks out).
Pod 39
hotel · New York
from €208/night ★ 3
New Yorker by Lotte Hotels
hotel · New York
from €221/night ★ 4
Margaritaville Resort Times Square
hotel · New York
from €242/night ★ 4
Good to know Time difference +1h
Time in the air 2h 25m
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 2026-10-29. Some links earn Stayonomy a commission at no cost to you.
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