Cheap flights from Chicago to Milwaukee from $81
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Milwaukee departing on 1/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Fly from
Fly to
Route
Depart
Return
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Thu 11/5
10:10 am-11:00 am
Nonstop0h 50m
Milwaukee-Mitchell
Mon 11/9
5:30 am-6:35 am
Nonstop1h 05m
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Wed 12/2
10:10 am-11:00 am
Nonstop0h 50m
Milwaukee-Mitchell
Mon 12/7
6:20 am-7:20 am
Nonstop1h 00m
ChicagoMilwaukee
ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell
ORDMKE
Chicago O'Hare Intl
Mon 10/26
9:20 pm-10:15 pm
Nonstop0h 55m
Milwaukee-Mitchell
Wed 11/4
10:48 am-11:59 am
Nonstop1h 11m
ChicagoMilwaukee
ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell
ORDMKE
Chicago O'Hare Intl
Wed 11/4
6:56 pm-8:02 pm
Nonstop1h 06m
Milwaukee-Mitchell
Wed 11/11
7:29 pm-9:00 pm
Nonstop1h 31m
ChicagoMilwaukee
ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell
ORDMKE
Chicago O'Hare Intl
Thu 11/5
5:30 pm-6:35 pm
Nonstop1h 05m
Milwaukee-Mitchell
Thu 11/12
7:29 pm-9:00 pm
Nonstop1h 31m
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Tue 11/3
9:10 pm-10:10 pm
Nonstop1h 00m
Milwaukee-Mitchell
Mon 11/9
4:50 pm-5:40 pm
Nonstop0h 50m
ChicagoMilwaukee
ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell
ORDMKE
Chicago O'Hare Intl
Tue 11/3
10:05 am-11:08 am
Nonstop1h 03m
Milwaukee-Mitchell
Mon 11/9
7:40 am-9:05 am
Nonstop1h 25m
ChicagoMilwaukee
MDW Chicago Midway - MKE Milwaukee-Mitchell
MDWMKE
Chicago Midway
Thu 11/5
9:15 pm-10:15 pm
Nonstop1h 00m
Milwaukee-Mitchell
Thu 11/12
5:30 am-6:35 am
Nonstop1h 05m
ChicagoMilwaukee
ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell
ORDMKE
Chicago O'Hare Intl
Sun 2/14
12:45 pm-1:48 pm
Nonstop1h 03m
Milwaukee-Mitchell
Sat 2/27
8:50 am-10:00 am
Nonstop1h 10m
ChicagoMilwaukee
ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell
ORDMKE
Chicago O'Hare Intl
Sun 10/25
4:40 pm-5:43 pm
Nonstop1h 03m
Milwaukee-Mitchell
Wed 10/28
2:17 pm-3:29 pm
Nonstop1h 12m
See travel insights to Milwaukee from
How to get the cheapest flight ticket from Chicago to Milwaukee
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Milwaukee?
The cheapest month to fly to Milwaukee from Chicago is in March. Flight prices, which tend to average around $0, are often lower during this time because this is during the off-season. The month of January is another great option to travel to Milwaukee, with average flight prices from Chicago averaging around $0.
What is the cheapest day to depart on your flight to Milwaukee?
According to our data, Monday is the cheapest day to fly to Milwaukee from Chicago. The lowest ticket price found for a Monday departure recently was $201. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Chicago to Milwaukee on a Saturday will generally be more expensive and average around $379. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Milwaukee?
In the evening is the cheapest time of day to fly from Chicago to Milwaukee when you can find flight prices for as low as $199. Flying to Milwaukee in the evening is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $328 per ticket.
What is the cheapest Chicago to Milwaukee-Mitchell flight route?
Fly from Chicago O'Hare Intl to Milwaukee-Mitchell for the best Chicago - Milwaukee-Mitchell flight prices
What cabin class options are available on Chicago to Milwaukee flights?
There are 2 cabin classes available to choose from on Chicago to Milwaukee flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Chicago to Milwaukee flights?
You could potentially save up to 53% on your flight if you consider stops on a Chicago to Milwaukee flight.
How many flights depart from Chicago to Milwaukee on average per day?
As of October 2026, there are 50 flights per day flying from Chicago to Milwaukee. The most common time of day flights depart is 8:00PM, with 32% of flights taking off in the evening.
How many flights depart from Chicago to Milwaukee on average per week?
As of October 2026, there are 354 flights per week flying from Chicago to Milwaukee. The most common day of the week flights depart is Mon, with 16% of flights taking off on this day.
When to book flights from Chicago to Milwaukee
Cheap Chicago to Milwaukee (CHI to MKE) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Milwaukee
Frequently asked questions about flying from Chicago to Milwaukee
How far is Chicago to Milwaukee-Mitchell by plane?
A flight from Chicago to Milwaukee-Mitchell will travel around 81.6 mi. In terms of flight time, this usually takes a little over 0h 50m.
When did momondo last update prices for flights from Chicago to Milwaukee-Mitchell Airport?
Prices for flights from Chicago to Milwaukee-Mitchell Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago to Milwaukee-Mitchell Airport?
The number of operators available for flights from Chicago to Milwaukee-Mitchell Airport is 2 as of October 2026.
How old do you have to be to fly from Chicago to Milwaukee-Mitchell Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Milwaukee-Mitchell Airport.
What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?
The required travel and health documents for your Milwaukee-Mitchell Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Milwaukee-Mitchell Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to Milwaukee?
Based on momondo bookings for flights between Chicago and Milwaukee, the leading plane model is Canadair (Bombardier) Regional Jet CRJ-550, making up 11.59% of the total bookings. Other popular models include Canadair (Bombardier) Regional Jet 700 with 11.59%, Embraer 175 (Enhanced Winglets) with 10.14%, and Canadair (Bombardier) Regional Jet with 10.14%.
What is the most popular airline from Chicago to Milwaukee?
Based on momondo bookings for flights between Chicago and Milwaukee, the leading airline is United Airlines, making up 100% of the total bookings.
Best airlines flying from Chicago to Milwaukee
Compare and see reviews for airlines that fly from Chicago to Milwaukee with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $179 | Free Cancellation | Rating 7.0 12,146 reviews | |||
| PriceFrom $179 | Free Cancellation | Rating 7.4 10,322 reviews |
United Airlines Flights From Chicago to Milwaukee
The lowest priced United Airlines flight from Chicago to Milwaukee from the last 72 hours was $179. Generally, United Airlines has 53 flights on this route every week with an average price of $318. United Airlines is rated 7.4/10 by our users.
American Airlines Flights From Chicago to Milwaukee
The best American Airlines deal for Chicago to Milwaukee flight tickets found on momondo in the last 72 hours was $179, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $224 round-trip. American Airlines operates 39 flights out of Chicago into Milwaukee in an average week, so prices vary by time and availability. 12,146 American Airlines reviews by users on momondo have scored the airline at 7.0/10.
Traveling to a place near Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Milwaukee?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Milwaukee. momondo saves you time and could save you money on your trip.
Can I find flights from Chicago to Milwaukee with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Milwaukee from Chicago with this policy.
How can momondo help me find flights from Chicago to Milwaukee?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Milwaukee.
I’m not ready to book a flight from Chicago to Milwaukee right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Chicago to Milwaukee now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Milwaukee and let you know when they change.