Menu

Cheap flights from Milwaukee to Chicago (MKE - CHI)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

How to find the cheapest flight from
Milwaukee (MKE) to Chicago (CHI)

MKE - CHI
Price
$175 - $408
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

June

High demand for flights, 32% potential price rise

Cheapest in

April

Best time to find cheap flights, 37% potential price drop

Round-trip from

$175

From Milwaukee to Chicago

One-way from

$124

One-way flight from Milwaukee to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Milwaukee to Chicago?

Travelers have found that booking a Saturday departure is the best way to save up to 29% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

How far in advance should I book a flight from Milwaukee to Chicago?

To save up to 48% on this flight, we recommend booking at least 20 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Milwaukee to Chicago from $213 1-2 weeks out and tickets from $293 for flights departing within the next 72 hours.

What is the cheapest month to fly from Milwaukee to Chicago?

Our data shows that August tends to be the cheapest month to fly to Chicago from Milwaukee. Users have commonly found prices around $182 for the month, but tickets can be as low as $64. Due to multiple factors, prepare for potentially higher prices in December.

When is the cheapest time to fly from Milwaukee to Chicago (MKE - CHI)?

It’s optimal to fly from Milwaukee to Chicago in the evening. By choosing this option you can save up to 97% on the cost of your flight, compared to a flight at noon.

Cheap flights from Milwaukee to Chicago in November, December 2020

The best prices found for MKE to CHI flights for November, December
5 Dec - 9 Dec
$159pp
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
MKE
Milwaukee Milwaukee-Mitchell
5 Dec - 9 Dec
$170pp
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MKE
Milwaukee Milwaukee-Mitchell
5 Dec - 9 Dec
$177pp
MKE
Milwaukee Milwaukee-Mitchell
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell

Milwaukee to Chicago 2021 flight deals

Cheap flights to Chicago from Milwaukee found for next year
5 Dec - 9 Dec
$159pp
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
MKE
Milwaukee Milwaukee-Mitchell
5 Dec - 9 Dec
$170pp
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MKE
Milwaukee Milwaukee-Mitchell
5 Dec - 9 Dec
$177pp
MKE
Milwaukee Milwaukee-Mitchell
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell

Non-stop flights to Chicago from Milwaukee

Save time with Milwaukee to Chicago direct flight deals
19 Feb - 21 Feb
$215pp
MKE
Milwaukee Milwaukee-Mitchell
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MKE
Milwaukee Milwaukee-Mitchell
21 Dec - 23 Dec
$329pp
MKE
Milwaukee Milwaukee-Mitchell
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
MKE
Milwaukee Milwaukee-Mitchell
21 Dec - 23 Dec
$343pp
MKE
Milwaukee Milwaukee-Mitchell
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MKE
Milwaukee Milwaukee-Mitchell

Last minute flights from Milwaukee to Chicago

Late deals on round-trip flights to Chicago from Milwaukee, departing today and this week
5 Dec - 9 Dec
$159pp
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
MKE
Milwaukee Milwaukee-Mitchell
5 Dec - 9 Dec
$170pp
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
MKE
Milwaukee Milwaukee-Mitchell
5 Dec - 9 Dec
$177pp
MKE
Milwaukee Milwaukee-Mitchell
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell

One-way flights to Chicago from Milwaukee

The cheapest one-way flights from Milwaukee to Chicago
6:53 am - 5:21 pm
Frontier
1 Stop
10h 28m
MKE - ORD
Frontier
$124
Kiwi.com
1:15 am - 2:18 am
American Airlines
Nonstop
1h 03m
MKE - ORD
American Airlines
12:13 pm - 1:30 am
Multiple Airlines
2 Stops
37h 17m
MKE - MDW
Multiple Airlines
$223
Kiwi.com

Related info for your journey

Useful info, stats and facts about Milwaukee to Chicago flights.

Flight FAQs

From Milwaukee to Chicago

Are flight prices decreasing from Milwaukee to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Milwaukee and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Which airlines flying from Milwaukee Milwaukee-Mitchell to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Milwaukee Milwaukee-Mitchell to Chicago that may be offering flexible cancellation policies are United Airlines, American Airlines, and Bus. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Milwaukee to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Milwaukee to Chicago for under $200. The cheapest flight booked recently is on Multiple Airlines for just $159, but on average you can expect to pay $258.

Are there nonstop flights from Milwaukee to Chicago for under $300 on Cheapflights?

Cheapflights has at least 5 direct flights from Milwaukee to Chicago under $300. A good price for a nonstop flight from Milwaukee to Chicago is less than $325.

Are there last-minute flights available from Milwaukee to Chicago for under $200?

There are currently 6+ open flights from Milwaukee to Chicago within the next 7 days for less than $200.

How many flights depart from Milwaukee to Chicago on average per day?

On average 3 flights depart from Milwaukee Milwaukee-Mitchell to Chicago per day.
Afternoon (Noon - 6pm) - 100% of flight departures

Is Milwaukee weather warmer or cooler than Chicago?

We forecast the temperature to be around the 84 °F's in July, on average. The temperature in Chicago is generally hotter than in Milwaukee. Book flights in a timely manner in correlation to your departure date.

How long is the flight from Milwaukee to Chicago?

Airlines like United Airlines, American Airlines, and Linear Air Taxi fly from Milwaukee to Chicago in about 54m. The time it takes to get you to your destination can typically vary by up to 3h 15m. There are 67 mi between Milwaukee and Chicago. This flight may include one or multiple stops.

What are the cheapest airlines flying from Milwaukee to Chicago round-trip?

Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $177. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at $215 and $218, respectively. Users have found that Frontier is 36% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Milwaukee to Chicago one-way?

For one-way options, check prices for Frontier. According to our data, you can fly for as low as $65. Users have also found prices from $162 and $192 on Frontier and United Airlines, respectively.

Alternative routes for Milwaukee to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Milwaukee to Chicago
Flight duration
0h 54m
Average temperature for November in Chicago
51.8 °F
Avg rainfall for November in Chicago
2.4 ″

Airports servicing Milwaukee

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Hourly flight availability from Milwaukee to Chicago

Morning 6 AM to noon 38% of MKE to CHI departures
Early morning Midnight to 6 AM 31% of MKE to CHI departures
Afternoon Noon to 6 PM 31% of MKE to CHI departures
Evening 6 PM to midnight 0% of MKE to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Milwaukee to Chicago
Sunday
31 daily flights
Monday
24 daily flights
Tuesday
0 flights
Wednesday
13 daily flights
Thursday
6 daily flights
Friday
7 daily flights
Saturday
24 daily flights
Home North America USA Illinois Chicago Cheap flights from Milwaukee to Chicago