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
Best Flights from Milwaukee to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $182 | 05:15 Milwaukee General Mitchell | 06:20 Chicago O'Hare International | 1h 5m | United Airlines | UA5799 |
from $225 | 08:35 Milwaukee General Mitchell | 09:39 Chicago O'Hare International | 1h 4m | United Airlines | UA5402 |
from $289 | 10:54 Milwaukee General Mitchell | 11:58 Chicago O'Hare International | 1h 4m | United Airlines | UA5322 |
from $102 | 10:35 Milwaukee General Mitchell | 16:25 Chicago O'Hare International | 5h 50m layover 2h 30m - Nashville | Spirit Airlines | NK2027 NK2028 |
from $123 | 18:30 Milwaukee General Mitchell | 15:45+1 день Chicago O'Hare International | 21h 15m layover 18h 17m - Minneapolis | Sun Country Airlines | SY1816 SY259 |
from $137 | 10:35 Milwaukee General Mitchell | 23:29 Chicago O'Hare International | 12h 54m layover 5h 47m - Nashville 0h 42m - Orlando | Spirit Airlines | NK2027 NK2241 NK2190 |
from $160 | 09:15 Milwaukee General Mitchell | 11:36+1 день Chicago O'Hare International | 26h 21m layover 8h 42m - Baltimore 6h 4m - Los Angeles | Spirit Airlines | NK2442 NK2598 NK2192 |
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.
Flight Schedule Milwaukee (Wisconsin) to Chicago (Illinois)
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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 Airlinesfrom $182Find
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 Airlinesfrom $214Find
- SY - Sun Country Airlinesfrom $123Find
- HA - Hawaiian Airlinesfrom $213Find
- UA - United Airlinesfrom $263Find
- NK - Spirit Airlinesfrom $102Find
Airports
You can fly from Milwaukee to Chicago from 3 airports (Lawrence J Timmerman, Milwaukee General Mitchell, General Mitchell).
Milwaukee airports
- Lawrence J Timmerman-MWCFind
- Milwaukee General Mitchell-ZMLFind
- General Mitchell-MKEfrom $102Find
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Milwaukee by 5 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top Domestic Destinations from Milwaukee
You may also consider searching for discounted plane tickets to some other popular places from Milwaukee within United States.
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Top International Destinations from Milwaukee
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane 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.
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