Milwaukee to Chicago

Milwaukee to Chicago

Milwaukee
Chicago
Mon, Sep 14
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2 Travelers
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Milwaukee to Chicago Schedule

TypeOperatorClassDeparture TimeArrival TimePriceRating
Bus
Coach USA
Standard AC
03:55
05:45
$37.84
Bus
Coach USA
Standard AC
04:15
05:45
$37.84
Flight
United Airlines
Economy
05:00
06:10
$214.46
Flight
Southwest Airlines
Economy
05:20
19:50
$842.35
Flight
Southwest Airlines
Economy
05:50
15:30
$295.42
Flight
Southwest Airlines
Economy
06:10
17:05
$474.00
Flight
Southwest Airlines
Economy
06:40
23:15
$613.37
Bus
Coach USA
Standard AC
07:00
08:30
$37.84
Flight
Southwest Airlines
Economy
07:35
15:35
$732.74
Train
Amtrak
Economy Class
08:05
09:34
$34.39
Flight
United Airlines
Economy
08:30
09:40
$278.97
Bus
Coach USA
Standard AC
09:00
10:30
$37.84
Bus
FlixBus
Standard
09:20
11:15
$19.37
Flight
Southwest Airlines
Economy
09:40
20:05
$1,164.87
Bus
Coach USA
Standard AC
10:00
11:30
$37.84
Flight
Southwest Airlines
Economy
10:45
22:45
$1,130.51
Flight
Southwest Airlines
Economy
11:05
21:45
$879.46
Flight
Southwest Airlines
Economy
11:40
00:25
$797.21
Bus
Coach USA
Standard AC
12:00
13:30
$37.84
Flight
Southwest Airlines
Economy
12:35
00:20
$757.49

How to get from Milwaukee to Chicago

Travelling between Milwaukee and Chicago is possible by Flight, bus and train. Flight guarantees the fastest travel on this route. Bus is the slowest option.

The most expensive ticket will cost you USD 259.20 if you go by flight; to keep it budget-friendly, opt for a train which will set you back mere USD 25.33.

How long does it take to get from Milwaukee to Chicago?

It can take you anywhere between 2 and 3 hours to travel between Milwaukee and Chicago depending on the means of transport you choose.

Flight is the fastest way to travel between Milwaukee and Chicago. Flight will bring you to your destination in 1h 5m. Bus does a much slower job and take about 2h 5m to reach Chicago.

How much does it cost to get from Milwaukee to Chicago?

Travelling between Milwaukee and Chicago can be as cheap as USD 25.33 if you opt for a Amtrak train and as expensive as USD 259.20 if you buy a United Airlines flight ticket.

Here is the list of how much you can expect to pay travelling by each means of transport available for this route.

How many trips per day are there between Milwaukee and Chicago ?

  • 72 from Milwaukee to Chicago starting from 03:55 Milwaukee Intermodal Station until 19:10 Milwaukee Park and Ride Terminal
  • 8 from Milwaukee to Chicago starting from 06:02 Milwaukee Airport until 17:30 Milwaukee Airport
  • 8 from Milwaukee to Chicago starting from 06:15 Milwaukee Intermodal until 19:35 Milwaukee Intermodal

Check above for a bus, train, flight and ferry timetable from Milwaukee to Chicago.

What mode of transportation is the best one for my route?

Flights

Flying is the fastest and often the most expensive way to travel from Milwaukee to Chicago, but with a bit of luck you can score very good deals for as little as USD 259.00.

Things to remember: Note that some of the airlines may have restrictions on checked luggage weight or require paying extra for check-in, choosing seats or transportation of oversized luggage.

If opting for a flight, calculate the time you will spend getting to and from the airports as well as the waiting time before your flight, getting through immigration in case of an international flight and recovering your checked luggage.

In certain cases all these procedures can add no less than 5 hours to your total travel time.

Airlines flying between Milwaukee and Chicago

United Airlines

Bus

Travelling from Milwaukee to Chicago overland will inevitably take longer but in many cases it is the cheapest option if you opt for a bus.

Things to remember: For a more comfortable ride opt for a higher-class bus wherever possible. These buses usually have soft reclining seats and are equipped with air-conditioning and on-board toilets.

They often include water, snacks or a light lunch into your ticket price and make bathroom stops en-route.

Companies operating bus routes between Milwaukee and Chicago

Coach USA

Train

Train is a often a great choice for long-haul travel especially if you opt for a night sleeper train with berths which will allow you to sleep all your journey through. To make the most of your train journey, choose the class of your ticket wisely.

Note that there are air-conditioned and fan-only carriages; private compartments for 2 or 4; hard and soft seats.
Though the upper class you get the smoother is your journey, often second class air-conditioned or fan-only sleepers are a good money saving alternative.

What is the most popular transport to get from Milwaukee to Chicago?

There is a choice of transportation means any time of the day with Train remaining the most popular option due to their reasonable pricing and comfort.

Out of 1000 travellers who bought tickets for this route

  • 83% took a train
  • 17% opted for a bus

Transportation from Milwaukee to Chicago

Facts about the transport from Milwaukee to Chicago

Cheapest Transport$25
Fastest Transport1h 5m
Earliest Departure3:55 AM
Latest Departure7:35 PM
Departures per day88
Distance105 kilometers
Transport CompaniesAmtrak, Coach USA, United Airlines