How the cheapest fare moved
Jul 22: €87 €87
Jul 15
Jul 22
low €84 · high €92
Departure-day prices · August 2026 Chicago → New York
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Cheapest days highlighted · darker = pricier · past days greyed out · cached one-way fares.
Return-day prices · August 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 €84 and ~26°C daytime.
Flights from Chicago to New York start around €84 (direct flights available). Range seen recently: €84–92, based on 18 fares found by travellers.
Fly (from €84)
2h 17m duration
€84–92 recent fares
Book
Cheapest cached fares Chicago → New York; direct flights available (e.g. AA). · Based on 18 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.
Jul 25 – Jul 27
Frontier Airlines · 1 stop · 4h 45m
€142
Book
Jul 28 – Jul 31
United Airlines · Direct · 2h 36m
€153
Book
Aug 12 – Aug 18
Southwest Airlines · Direct · 2h 10m
€165
Book
Jul 23 – Jul 26
jetBlue · Direct · 2h 17m
€170
Book
Aug 15 – Aug 17
United Airlines · 1 stop · 3h 36m
€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
Wed
☁️
32°
21°
💧28%
Thu
☁️
28°
16°
💧1%
Fri
☁️
27°
20°
💧0%
Sat
☀️
27°
20°
💧5%
Sun
☁️
28°
20°
💧15%
Mon
🌦️
27°
21°
💧27%
Tue
🌧️
27°
21°
💧42%
In Aug, New York typically sees ~29°C daytime highs and 6 rainy days.
Where to stay in New York 3★+ hotels from €137/night (40 hotels sampled, ~3 weeks out).
Pod 39
hotel · New York
from €137/night ★ 3
New Yorker by Lotte Hotels
hotel · New York
from €139/night ★ 4
The Shelburne Sonesta New York
hotel · New York
from €141/night ★ 4
Good to know Time difference +1h
Time in the air 2h 10m
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 2026-07-22. Some links earn Stayonomy a commission at no cost to you.