Cheap Flights from Milwaukee, WI to Chicago, IL from $163

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On Cheapflightsplus.com you will find 12 direct and 88 connecting flights from Milwaukee to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $163, 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.

Find One-Way and Round-Trip Milwaukee to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $163 (one-way), $280 (round-trip).
Direct flights
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Best Flights from Milwaukee to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Milwaukee to Chicago with the lowest price of $163. The fastest direct flight takes 1h 5m and the fastest connecting – 6h 11m.
Price Departure Arrival Flight Duration Airline Flight
from $186
Find flight
07:00
Milwaukee
General Mitchell
 08:05
Chicago
O'Hare International
 1h 5m United Airlines
UA4803
from $186
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06:02
Milwaukee
General Mitchell
 07:10
Chicago
O'Hare International
 1h 8m United Airlines
UA5799
from $186
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08:20
Milwaukee
General Mitchell
 09:28
Chicago
O'Hare International
 1h 8m United Airlines
UA5402
from $186
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11:45
Milwaukee
General Mitchell
 12:53
Chicago
O'Hare International
 1h 8m United Airlines
UA4740
from $186
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13:30
Milwaukee
General Mitchell
 14:38
Chicago
O'Hare International
 1h 8m United Airlines
UA5600
from $186
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15:57
Milwaukee
General Mitchell
 17:05
Chicago
O'Hare International
 1h 8m United Airlines
UA3576
from $186
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17:30
Milwaukee
General Mitchell
 18:38
Chicago
O'Hare International
 1h 8m United Airlines
UA5648
from $186
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10:30
Milwaukee
General Mitchell
 11:39
Chicago
O'Hare International
 1h 9m United Airlines
UA5671
from $186
Find flight
15:51
Milwaukee
General Mitchell
 17:02
Chicago
O'Hare International
 1h 11m United Airlines
UA3404
from $278
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06:00
Milwaukee
General Mitchell
 07:08
Chicago
O'Hare International
 1h 8m United Airlines
UA5285
from $163
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11:32
Milwaukee
General Mitchell
 20:15
Chicago
O'Hare International
 8h 43m
layover
2h 45m - Orlando
 Spirit Airlines
NK3
NK1147
from $178
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05:00
Milwaukee
General Mitchell
 16:06
Chicago
O'Hare International
 11h 6m
layover
4h 34m - Miami
 Spirit Airlines
NK1462
NK157
from $186
Find flight
16:45
Milwaukee
General Mitchell
 04:35+1 день
Chicago
O'Hare International
 11h 50m
layover
4h 22m - Las Vegas
 Sun Country Airlines
SY125
NK182
from $299
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10:30
Milwaukee
General Mitchell
 20:40
Chicago
O'Hare International
 10h 10m
layover
3h 45m - Miami
 Spirit Airlines
NK406
NK3
from $178
Find flight
06:52
Milwaukee
General Mitchell
 23:43
Chicago
O'Hare International
 16h 51m
layover
2h 25m - Las Vegas
5h 20m - Dallas
 Spirit Airlines
NK1521
NK533
NK828
from $206
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08:05
Milwaukee
General Mitchell
 23:43
Chicago
O'Hare International
 15h 38m
layover
1h 19m - Orlando
6h 6m - Dallas
 Spirit Airlines
NK3
NK1096
NK828
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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on May 09, 2025
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 Arrival Flight Details Flight Duration Price
06:00 — 07:08
06:00 — 07:08 UA5285 United Airlines
Milwaukee — Chicago
1h 8m
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from$278
06:02 — 07:10
06:02 — 07:10 UA5799 United Airlines
Milwaukee — Chicago
1h 8m
Find flight
from$186
07:00 — 08:05
07:00 — 08:05 UA4803 United Airlines
Milwaukee — Chicago
1h 5m
Find flight
from$186
08:00 — 09:16
08:00 — 09:16 UA5240 United Airlines
Milwaukee — Chicago
1h 16m
Find flight
from$186
08:20 — 09:28
08:20 — 09:28 UA5402 United Airlines
Milwaukee — Chicago
1h 8m
Find flight
from$186
10:30 — 11:39
10:30 — 11:39 UA5671 United Airlines
Milwaukee — Chicago
1h 9m
Find flight
from$186
10:45 — 11:53
10:45 — 11:53 UA3702 United Airlines
Milwaukee — Chicago
1h 8m
Find flight
from$278
11:45 — 12:53
11:45 — 12:53 UA4740 United Airlines
Milwaukee — Chicago
1h 8m
Find flight
from$186
13:30 — 14:38
13:30 — 14:38 UA5600 United Airlines
Milwaukee — Chicago
1h 8m
Find flight
from$186
15:51 — 17:02
15:51 — 17:02 UA3404 United Airlines
Milwaukee — Chicago
1h 11m
Find flight
from$186
15:57 — 17:05
15:57 — 17:05 UA3576 United Airlines
Milwaukee — Chicago
1h 8m
Find flight
from$186
17:30 — 18:38
17:30 — 18:38 UA5648 United Airlines
Milwaukee — Chicago
1h 8m
Find flight
from$186
05:00 — 16:06
05:00 — 09:09 NK1462 Spirit Airlines
Milwaukee — Miami
4h 34m stop
13:43 — 16:06 NK157 Spirit Airlines
Miami — Chicago
11h 6m
including layover
Find flight
from$178
11:32 — 20:15
09:37 — 13:26 NK3 Spirit Airlines
Milwaukee — Orlando
2h 45m stop
18:05 — 20:15 NK1147 Spirit Airlines
Orlando — Chicago
8h 43m
including layover
Find flight
from$163
14:44 — 23:59
14:23 — 16:45 AS323 Alaska Airlines
Milwaukee — Seattle
57m stop
18:06 — 23:59 AS538 Alaska Airlines
Seattle — Chicago
9h 15m
including layover
Find flight
from$332
14:44 — 05:53
+1 day
14:44 — 17:06 AS323 Alaska Airlines
Milwaukee — Seattle
6h 53m stop
23:59 — 05:53 AS461 Alaska Airlines
Seattle — Chicago
15h 9m
including layover
Find flight
from$340
16:45 — 04:35
+1 day
16:45 — 18:38 SY125 Sun Country Airlines
Milwaukee — Las Vegas
4h 22m stop
23:00 — 04:35 NK182 Spirit Airlines
Las Vegas — Chicago
11h 50m
including layover
Find flight
from$186
17:41 — 09:36
+1 day
17:41 — 19:39 UA5816 United Airlines
Milwaukee — Denver
10h 26m stop
06:05 — 09:36 UA532 United Airlines
Denver — Chicago
15h 55m
including layover
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from$363
18:43 — 07:44
+1 day
18:43 — 21:59 UA3622 United Airlines
Milwaukee — Newark
8h 1m stop
06:00 — 07:44 UA2164 United Airlines
Newark — Chicago
13h 1m
including layover
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from$321
18:43 — 09:10
+1 day
18:43 — 21:59 UA3622 United Airlines
Milwaukee — Newark
9h 27m stop
07:26 — 09:10 UA1044 United Airlines
Newark — Chicago
14h 27m
including layover
Find flight
from$321
05:00 — 00:24
+1 day
05:00 — 09:09 NK1462 Spirit Airlines
Milwaukee — Miami
6h 8m stop
15:17 — 17:17 NK909 Spirit Airlines
Miami — Houston
4h 35m stop
21:47 — 00:24 NK962 Spirit Airlines
Houston — Chicago
19h 24m
including layover
Find flight
from$201
06:52 — 23:43
06:52 — 08:49 NK1521 Spirit Airlines
Milwaukee — Las Vegas
2h 25m stop
11:14 — 16:02 NK533 Spirit Airlines
Las Vegas — Dallas
5h 20m stop
21:22 — 23:43 NK828 Spirit Airlines
Dallas — Chicago
16h 51m
including layover
Find flight
from$178
06:52 — 01:09
+1 day
06:52 — 08:49 NK1521 Spirit Airlines
Milwaukee — Las Vegas
6h 24m stop
15:13 — 20:15 NK489 Spirit Airlines
Las Vegas — Houston
2h 15m stop
22:30 — 01:09 NK962 Spirit Airlines
Houston — Chicago
18h 17m
including layover
Find flight
from$178
10:30 — 22:29
10:30 — 14:35 NK406 Spirit Airlines
Milwaukee — Miami
30m stop
15:05 — 16:10 NK322 Spirit Airlines
Miami — Tampa
4h 22m stop
20:32 — 22:29 NK1171 Spirit Airlines
Tampa — Chicago
11h 59m
including layover
Find flight
from$277
16:45 — 07:01
+1 day
16:45 — 18:38 SY125 Sun Country Airlines
Milwaukee — Las Vegas
2h 28m stop
21:06 — 22:21 NK211 Spirit Airlines
Las Vegas — Los Angeles
2h 38m stop
00:59 — 07:01 NK486 Spirit Airlines
Los Angeles — Chicago
14h 16m
including layover
Find flight
from$276
*Departure and arrival times - local. Updated on May 9, 2025

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 05:00 to 18:45 from 3 Milwaukee airports and arrive 05:00 to 18:45 to 7 Chicago airports. Average flight time is 1h 8m.

  • The fastest flight 1h 5m
  • Average flight time 1h 8m
  • The earliest flight 05:00
  • The latest flight 18:45
  • Distance 75 ml

The cheapest months to travel to Chicago are november (from 163 $), december (from 178 $), february (from 237 $).

The most expensive months are january (from 595 $), february (from 237 $), december (from 178 $).

What is the lowest airfare Milwaukee to Chicago?

The cheapest plane ticket found by our users is $163. This airfare is for economy class on one-way NK3 flight by Spirit Airlines for November 11, 2024 which leaves General Mitchell in Milwaukee at 11:32 am and arrives at Chicago O'Hare International at 20:15.

Economy class
$163
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Business class
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First class
?
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Popular Airlines on the Route

The flight Milwaukee — Chicago is served by 5 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 3 departures per week at the price of from $ 332 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 1077.

Direct flights

There are 12 nonstop flights on the route. The fastest direct flight is UA4803 by United Airlines takes 1h 5m and the cheapest is NK3 by Spirit Airlines for $186.

  • UA - United Airlines
    from $186
    Find
See more direct flights

Connecting Flights

There are 88 flights with layovers on the route. The fastest connecting flight is UA5626 by United Airlines takes 6h 11m and the cheapest is NK3 by Spirit Airlines for $163.

  • AS - Alaska Airlines
    from $332
    Find
  • SY - Sun Country Airlines
    from $186
    Find
  • UA - United Airlines
    from $321
    Find
  • WS - WestJet
    from $423
    Find
  • NK - Spirit Airlines
    from $163
    Find
See more connecting flights

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
    Find
  • Milwaukee General Mitchell-ZML
    Find
  • General Mitchell-MKE
    from $163
    Find

Chicago airports

  • O'Hare International-ORD
    Find
  • Midway-MDW
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  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

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.

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.

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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