Cheap flights from Chicago to Milwaukee

Chicago FSS
CHI
General Mitchell
MKE

Flight deals from Chicago to Milwaukee

Below you can see the best deals on flights Chicago — Milwaukee for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 28 September, from $107.

Top 10 cheap flights from Chicago to Milwaukee

UA
$ 122

Chicago — Milwaukee

13:30—14:33
9 Sep 2026
1 h 3 m
Direct flight
UA
$ 122

Chicago — Milwaukee

10:25—11:30
9 Sep 2026
1 h 5 m
Direct flight
UA
$ 122

Chicago — Milwaukee

21:30—22:36
9 Sep 2026
1 h 6 m
Direct flight
UA
$ 122

Chicago — Milwaukee

14:04—15:11
9 Sep 2026
1 h 7 m
Direct flight
UA
$ 122

Chicago — Milwaukee

17:45—18:54
9 Sep 2026
1 h 9 m
Direct flight
UA
$ 122

Chicago — Milwaukee

16:20—17:30
9 Sep 2026
1 h 10 m
Direct flight
UA
$ 122

Chicago — Milwaukee

08:50—10:00
9 Sep 2026
1 h 10 m
Direct flight
UA
$ 122

Chicago — Milwaukee

20:00—21:10
9 Sep 2026
1 h 10 m
Direct flight
UA
$ 122

Chicago — Milwaukee

13:30—14:33
7 Sep 2026
1 h 3 m
Direct flight
UA
$ 122

Chicago — Milwaukee

05:59—07:07
7 Sep 2026
1 h 8 m
Direct flight

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Chicago — Milwaukee flight

Looking for cheap flights from Chicago to Milwaukee? Compare fares from different airlines, check the flight schedule and travel time — and book your Chicago — Milwaukee ticket online at the best price.

The route has direct flights — around 242 flights per week, flights are operated by United Airlines, American Airlines, Alaska Airlines, Air Canada and 1 more airline, a nonstop flight takes about 59 min, the distance between the cities is around 131 km.

Planning your trip? You may find our Milwaukee travel guide, how to get from the airport into town and Milwaukee weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $100Min. price
OctoberCheapest
AugustPeak season
YesDirect flights
131 kmDistance
59 minTravel time
5Airlines
242 / wkFlights

Flight schedule from Chicago to Milwaukee

The table shows direct flights from Chicago to Milwaukee on the selected date. The flight takes approximately 59 min. Regular flights are operated by United Airlines, American Airlines, Alaska Airlines and Air Canada. Departures from O'Hare International Airport, Chicago Midway International Airport and Midway International Airport airports, arrivals at General Mitchell International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
Any time
Last update: 15 Aug 2026

Flight ticket prices by day: Chicago — Milwaukee

Below is a calendar of the lowest flight ticket prices for Chicago — Milwaukee by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $100 in October, and the most expensive are around $177 in August. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Average one-way fares from Chicago to Milwaukee by month. Tickets are usually cheapest in March (around $104) and priciest in July (about $152) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$109lowMay$123mediumSep$119medium
Feb$109lowJun$142highOct$114medium
Mar$104lowJul$152highNov$133high
Apr$114mediumAug$147highDec$142high

Some values are estimated based on seasonality.

When to fly

Weather in Milwaukee: it is warmest in July (up to 25 °C on average) and coolest in January (around -1 °C). The driest month is November.

Tickets are usually cheapest in October and most expensive in August. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Milwaukee

Dry and wet days · Milwaukee

Wind speed and direction · Milwaukee

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How to get the best deal on a Chicago — Milwaukee ticket

  • Book ahead: fares for Chicago — Milwaukee are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • Chicago is served by more than one airport — compare fares and travel time to each before you book.
  • The cheapest month to fly to Milwaukee is usually October — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Chicago — Milwaukee route are operated by 5 airlines; United Airlines runs the most flights (around 65% of all flights). Compare carriers, flight shares and schedules below.

  • United AirlinesUA
    52x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight ORD → MKE52x/week
      Duration
      1h 6m
      Days
      MTWTFSS
    64.9%Open →
  • American AirlinesAA
    24x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ORD → MKE24x/week
      Duration
      58m
      Days
      MTWTFSS
    29.8%Open →
  • Alaska AirlinesAS
    4x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight ORD → MKE4x/week
    4.5%Open →
  • Air CanadaAC
    1x/week
    WebsiteFleet: 20346M pax/year
    • Direct flight ORD → MKE1x/week
    0.4%Open →
  • British AirwaysBA
    1x/week
    WebsiteFleet: 29243M pax/year
    • Direct flight ORD → MKE1x/week
    0.4%Open →

Cities and airports on the Chicago — Milwaukee route

Flights Chicago — Milwaukee depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and arrive at General Mitchell International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Milwaukee

MKE
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Chicago — Milwaukee flight

How long is the flight from Chicago to Milwaukee?

A nonstop Chicago — Milwaukee flight takes about 59 min — the distance between the cities is around 131 km.

How far is it from Chicago to Milwaukee?

The distance from Chicago to Milwaukee is about 131 km, which a nonstop flight covers in around 59 min.

Are there direct flights from Chicago to Milwaukee?

Yes, there are nonstop flights Chicago — Milwaukee — around 242 flights per week.

Which airlines fly from Chicago to Milwaukee?

Airlines operating Chicago — Milwaukee include United Airlines, American Airlines, Alaska Airlines, Air Canada, British Airways. See the full list with schedules in the "Airlines" section on this page.

Which airports do Chicago — Milwaukee flights use?

Flights from Chicago depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport, and arrive at General Mitchell International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Chicago to Milwaukee?

The price of a Chicago — Milwaukee ticket depends on your travel date, season and demand: it is usually cheapest to fly in October, and most expensive in August. Tickets typically cost between $100 and $177. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Chicago — Milwaukee?

Flights Chicago — Milwaukee are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is October. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Chicago to Milwaukee?

To catch a low fare Chicago — Milwaukee, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually October.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Chicago

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New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisSan DiegoMontrealSt. LouisCharlottePhiladelphiaColumbusKansas CityPhoenixMiamiLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochesterCleveland

Where else you can fly from Milwaukee

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New York CityMinneapolisAtlantaDetroitDenverSeattlePhiladelphiaOrlandoHoustonCharlotteDallasWashington, D.C.BostonPhoenixSalt Lake CityCancunFort MyersTampaLas VegasPunta Cana

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