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Home / Milwaukee — Chicago

Cheap flights Milwaukee — Chicago

from $164 131 km ~39m 1 flights found 1 airlines cheapest on Monday
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $164 on 16.11.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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Prices found for 1 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
16 Nov 2026, Mon
American Airlines AA 4920
23:55
MKE General Mitchell International Airport
01:10
ORD O'Hare International Airport
1h 15m Direct
View this ticket
Route characteristics
Distance
131 km
Flight time
39m
Time difference
+0h
Minimum price
from $164 (16.11.2026)
Average price
$164
Maximum price
$164
Cheapest day
Monday
Departure airports (1)
MKE General Mitchell International Airport
Arrival airports (1)
ORD O'Hare International Airport
Airlines (1)
AA American Airlines
Agencies (1)
Wingie
Airlines — cheapest prices 1
American Airlines
American Airlines
1 flights · 1 days
$164
Where to buy tickets 1
Wingie
1 tickets · 1 days
from $164
Airports

From — Milwaukee (1)

  • MKE General Mitchell International Airport

To — Chicago (1)

  • ORD O'Hare International Airport
Other destinations from Milwaukee
Frequently asked questions about the route Milwaukee — Chicago
How long is the flight from Milwaukee to Chicago?
Approximate flight time — 39m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Milwaukee to Chicago?
The straight-line distance — 131 km.
How much do flights from Milwaukee to Chicago cost?
The minimum price over 3 months — from $164 on 16.11.2026.
What is the average ticket price?
The average price — $164. Range: $164 — $164.
What is the time difference between Milwaukee and Chicago?
The difference — +0h.
From which airports does Milwaukee operate flights?
From Milwaukee: MKE (General Mitchell International Airport).
To which airports in Chicago do flights arrive?
To Chicago: ORD (O'Hare International Airport).
Which airlines fly this route?
This route is served by 1 airline: American Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $164. Total direct flights found: 1.
Which day of the week is cheapest?
The cheapest day of the week — Monday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Milwaukee — Chicago

Flights Milwaukee — Chicago is a popular route. The straight-line distance is 131 km. Flight time 39m. Time difference +0h.

From Milwaukee (MKE) flights depart from 1 airport: MKE. To Chicago (CHI) — 1 arrival airport: ORD.

1 airline operate on this route: American Airlines.

The minimum price for the next 3 months — from $164 (16.11.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $164, ranging from $164 to $164. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Monday.

Other destinations in United States from Milwaukee