How the cheapest fare moved
Sep 5: €100 €100
Aug 29
Sep 5
low €100 · high €115
Departure-day prices · September 2026 Chicago → New York
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Cheapest days highlighted · darker = pricier · past days greyed out · cached one-way fares.
Return-day prices · September 2026 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, 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: Sep — fares from €100 and ~26°C daytime.
Flights from Chicago to New York start around €95 (typically 2 stops). Range seen recently: €95–108, based on 13 fares found by travellers.
Fly (from €95)
2h 21m duration
€95–108 recent fares
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Cheapest cached fares Chicago → New York; typically 2 stops (e.g. B6). · 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.
Sep 22 – Sep 24
Frontier Airlines · 1 stop · 5h 39m
€192
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Sep 18 – Sep 24
Frontier Airlines · 1 stop · 5h 39m
€200
Book
Sep 22 – Sep 30
Frontier Airlines · 1 stop · 5h 39m
€202
Book
Sep 25 – Sep 30
Frontier Airlines · 1 stop · 5h 39m
€202
Book
Oct 6 – Oct 11
Frontier Airlines · 1 stop · 5h 39m
€203
Book
Sep 22 – Sep 28
Frontier Airlines · 1 stop · 5h 39m
€207
Book
Sep 23 – Sep 30
Frontier Airlines · 1 stop · 4h 11m
€207
Book
Sep 24 – Sep 29
Frontier Airlines · 1 stop · 5h 36m
€207
Book
Weather in New York
Sat
🌤️
27°
20°
💧1%
Sun
☁️
21°
16°
💧9%
Mon
☁️
27°
15°
💧1%
Tue
☁️
29°
19°
💧0%
Wed
☁️
30°
21°
💧7%
Thu
☁️
29°
21°
💧9%
Fri
☁️
23°
16°
💧11%
In Sep, New York typically sees ~26°C daytime highs and 9 rainy days.
Where to stay in New York 3★+ hotels from €246/night (40 hotels sampled, ~3 weeks out).
New Yorker by Lotte Hotels
hotel · New York
from €246/night ★ 4
Pod 39
hotel · New York
from €250/night ★ 3
The Muse New York
hotel · New York
from €276/night ★ 4
Good to know Time difference +1h
Time in the air 4h 11m
Things to do in New York Top-rated tours and tickets from €39 — 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 2026-09-05. Some links earn Stayonomy a commission at no cost to you.
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