Dallas to Chicago

1 ways to travelfastest 2h 25mfly from €57
Photo: Pedro Lastra / Unsplash

How the cheapest fare moved

Jul 22: €74 €74 Jul 15 Jul 22 low €57 · high €127

Departure-day prices · January 2027 Dallas → Chicago

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Return-day prices · January 2027 Chicago → Dallas

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Best time to visit Chicago — climate

Jan: ~-2°C daytime, 6 rainy days -2° JanFeb: ~0°C daytime, 6 rainy days FebMar: ~11°C daytime, 11 rainy days 11° MarApr: ~14°C daytime, 9 rainy days 14° AprMay: ~17°C daytime, 9 rainy days 17° MayJun: ~27°C daytime, 11 rainy days 27° JunJul: ~29°C daytime, 15 rainy days 29° JulAug: ~26°C daytime, 6 rainy days 26° AugSep: ~24°C daytime, 5 rainy days 24° SepOct: ~18°C daytime, 6 rainy days 18° OctNov: ~9°C daytime, 9 rainy days NovDec: ~1°C daytime, 12 rainy days Dec

Best value: Aug — fares from €57 and ~26°C daytime.

Flights from Dallas to Chicago start around €57 (typically 1 stop). Range seen recently: €57–81, based on 3 fares found by travellers.

Fly (from €57)
2h 25mduration
€57–81recent fares
Book
Cheapest cached fares Dallas → Chicago; typically 1 stop (e.g. F9). · Based on 3 fares found by travellers in the last 48h

Cheapest round trips to Chicago

Fares found by travellers in the last 48 hours — refreshed daily.

Aug 3 – Aug 8 Frontier Airlines · 1 stop · 4h 57m €128 Book
Sep 11 – Sep 15 Southwest Airlines · Direct · 2h 15m €129 Book
Jul 24 – Jul 30 Frontier Airlines · Direct · 2h 43m €141 Book
Jul 25 – Jul 26 Frontier Airlines · Direct · 2h 43m €142 Book
Aug 22 – Aug 24 Frontier Airlines · 1 stop · 4h 52m €160 Book
Jul 22 – Jul 29 Frontier Airlines · Direct · 2h 20m €171 Book
Sep 8 – Sep 11 Frontier Airlines · Direct · 2h 43m €185 Book
Aug 14 – Aug 17 Frontier Airlines · 1 stop · 4h 46m €186 Book

Weather in Chicago

Tue ☁️ 29° 19° 💧28%
Wed 🌤️ 22° 16° 💧7%
Thu ☁️ 24° 14° 💧0%
Fri ☁️ 27° 19° 💧0%
Sat ☁️ 26° 18° 💧6%
Sun 🌦️ 33° 22° 💧32%
Mon 🌧️ 34° 24° 💧33%

In Jan, Chicago typically sees ~-2°C daytime highs and 12 rainy days.

Where to stay in Chicago

3★+ hotels from €144/night (40 hotels sampled, ~3 weeks out).

Warwick Allerton Chicago hotel · Chicago
from €144/night★ 4
Club Quarters Hotel Wacker at Michigan, Chicago hotel · Chicago
from €175/night★ 4
River Hotel hotel · Chicago
from €196/night★ 4

Good to know

Time differenceSame time zone
Time in the air2h 15m

Things to do in Chicago

Top-rated tours and tickets from €27 — book ahead for the popular ones.

Tours and tickets provided by Viator (a Tripadvisor company). Some links earn Stayonomy a commission.

About Chicago

Chicago is the home of the blues and the truth of jazz, the heart of comedy and the idea of the skyscraper. Here, the age of railroads found its center, and airplanes followed suit. "Stormy, Husky, Brawling / City of Big Shoulders," Chicago is a Heartland boomtown, its ethos defined by urban planner Daniel Burnham's immortal vision: "Make no little plans; they have no magic to stir men's blood." It is one of the world's great cities and the third largest city in the United States, behind only New York City and Los Angeles. As the hub of the Mid…

Read the full Chicago guide

Guide content from Wikivoyage contributors (CC BY-SA).

Round out the trip

Popular from Dallas

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.