Cheap Flights from Milwaukee, WI to Chicago, IL from $102

On Cheapflightsplus.com you will find 12 direct and 293 connecting flights from Milwaukee to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $102, book and save on cheap plane tickets and last minute offers. Also check out MKE-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Flight Information

Below we will explain in detail what the flights cost on the destination from Milwaukee to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Milwaukee and Chicago is 120 miles. Time difference between the cities is 0h. Airplanes depart 05:15 to 21:20 from 3 Milwaukee airports and arrive 05:15 to 21:20 to 7 Chicago airports. Average flight time is 1h 5m.

  • The fastest flight 1h 4m
  • Average flight time 1h 5m
  • The earliest flight 05:15
  • The latest flight 21:20
  • Distance 75 ml

The cheapest months to travel to Chicago are june (from 102 $), july (from 123 $), may (from 160 $).

The most expensive months are november (from 272 $), september (from 198 $), december (from 182 $).

What is the lowest airfare Milwaukee to Chicago?

The cheapest plane ticket found by our users is $102. This airfare is for economy class on one-way NK2027 flight by Spirit Airlines for June 6, 2025 which leaves General Mitchell in Milwaukee at 10:35 am and arrives at Chicago O'Hare International at 16:25.

Economy class
$102
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Business class
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First class
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Flight Schedule Milwaukee (Wisconsin) to Chicago (Illinois)

05:15 — 06:20
1h 5m flight time
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from$182
Milwaukee — Chicago
UA5799 United Airlines
06:00 — 07:10
1h 10m flight time
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from$225
Milwaukee — Chicago
UA5996 United Airlines
07:00 — 08:05
1h 5m flight time
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from$182
Milwaukee — Chicago
UA4803 United Airlines
08:35 — 09:39
1h 4m flight time
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from$225
Milwaukee — Chicago
UA5402 United Airlines
10:35 — 16:25
5h 50m flight time
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from$102
10:35 — 11:58 Milwaukee — Nashville
NK2027 Spirit Airlines
2h 30m stop
14:28 — 16:25 Nashville — Chicago
NK2028 Spirit Airlines
10:45 — 11:50
1h 5m flight time
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from$225
Milwaukee — Chicago
UA4716 United Airlines
10:50 — 12:00
1h 10m flight time
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from$225
Milwaukee — Chicago
UA5347 United Airlines
10:50 — 12:00
1h 10m flight time
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from$227
Milwaukee — Chicago
UA4691 United Airlines
10:54 — 11:58
1h 4m flight time
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from$289
Milwaukee — Chicago
UA5322 United Airlines
12:10 — 13:15
1h 5m flight time
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from$182
Milwaukee — Chicago
UA4740 United Airlines
14:59 — 11:36+1day
20h 37m flight time
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from$115
14:59 — 17:21 Milwaukee — Los Angeles
NK2075 Spirit Airlines
12h 9m stop
05:30 — 11:36 Los Angeles — Chicago
NK2192 Spirit Airlines
15:45 — 16:50
1h 5m flight time
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from$225
Milwaukee — Chicago
UA5502 United Airlines
17:31 — 18:36
1h 5m flight time
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from$182
Milwaukee — Chicago
UA5648 United Airlines
17:31 — 18:36
1h 5m flight time
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from$226
Milwaukee — Chicago
UA3700 United Airlines
18:29 — 17:15+1day
22h 46m flight time
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from$123
18:29 — 19:48 Milwaukee — Minneapolis
SY1816 Sun Country Airlines
19h 48m stop
15:36 — 17:15 Minneapolis — Chicago
SY261 Sun Country Airlines
Full flight schedule will help you in detecting at what time planes fly from Milwaukee to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
*Departure and arrival times - local. Updated on October 19, 2025.

Popular Airlines on the Route

The flight Milwaukee — Chicago is served by 5 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 17 departures per week at the price of from $ 214 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 832.

Direct flights

There are 12 nonstop flights on the route. The fastest direct flight is UA5402 by United Airlines takes 1h 4m and the cheapest is NK2027 by Spirit Airlines for $182.

  • UA - United Airlines
    from $182
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Connecting Flights

There are 293 flights with layovers on the route. The fastest connecting flight is UA3470 by United Airlines takes 5h 48m and the cheapest is NK2027 by Spirit Airlines for $102.

  • AS - Alaska Airlines
    from $214
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  • SY - Sun Country Airlines
    from $123
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  • HA - Hawaiian Airlines
    from $213
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  • UA - United Airlines
    from $263
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  • NK - Spirit Airlines
    from $102
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Airports

You can fly from Milwaukee to Chicago from 3 airports (Lawrence J Timmerman, Milwaukee General Mitchell, General Mitchell).

Milwaukee airports

  • Lawrence J Timmerman-MWC
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  • Milwaukee General Mitchell-ZML
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  • General Mitchell-MKE
    from $102
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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