Cheap flights from Milwaukee to Chicago 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 Milwaukee to Chicago departing on 1/6. 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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Not ready to book? to track prices.American Airlines flights from Milwaukee to Chicago O'Hare Intl Airport
Our best American Airlines deals on Milwaukee to Chicago O'Hare Intl Airport flight tickets
United Airlines flights from Milwaukee to Chicago O'Hare Intl Airport
Our best United Airlines deals on Milwaukee to Chicago O'Hare Intl Airport flight tickets
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Use the filters below to find and compare flights from Milwaukee to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
MilwaukeeChicago
MKE Milwaukee-Mitchell - ORD Chicago O'Hare Intl
MKEORD
Milwaukee-Mitchell
Thu 10/29
7:19 pm-8:49 pm
Nonstop1h 30m
Chicago O'Hare Intl
Mon 11/2
6:49 am-7:48 am
Nonstop0h 59m
MilwaukeeChicago
MKE Milwaukee-Mitchell - ORD Chicago O'Hare Intl
MKEORD
Milwaukee-Mitchell
Thu 11/12
7:40 am-9:05 am
Nonstop1h 25m
Chicago O'Hare Intl
Thu 11/26
11:45 am-12:46 pm
Nonstop1h 01m
MilwaukeeChicago
MKE Milwaukee-Mitchell - ORD Chicago O'Hare Intl
MKEORD
Milwaukee-Mitchell
Mon 11/2
2:23 pm-3:35 pm
Nonstop1h 12m
Chicago O'Hare Intl
Tue 11/3
7:47 pm-8:52 pm
Nonstop1h 05m
MilwaukeeChicago
MKE Milwaukee-Mitchell - ORD Chicago O'Hare Intl
MKEORD
Milwaukee-Mitchell
Tue 11/3
8:50 am-10:00 am
Nonstop1h 10m
Chicago O'Hare Intl
Tue 11/10
10:25 am-11:28 am
Nonstop1h 03m
MilwaukeeChicago
MKE Milwaukee-Mitchell - ORD Chicago O'Hare Intl
MKEORD
Milwaukee-Mitchell
Tue 11/3
12:16 pm-1:30 pm
Nonstop1h 14m
Chicago O'Hare Intl
Tue 11/10
6:56 pm-8:02 pm
Nonstop1h 06m
MilwaukeeChicago
MKE Milwaukee-Mitchell - ORD Chicago O'Hare Intl
MKEORD
Milwaukee-Mitchell
Thu 11/12
2:23 pm-3:35 pm
Nonstop1h 12m
Chicago O'Hare Intl
Mon 11/16
5:55 pm-6:58 pm
Nonstop1h 03m
MilwaukeeChicago
MKE Milwaukee-Mitchell - ORD Chicago O'Hare Intl
MKEORD
Milwaukee-Mitchell
Tue 11/10
7:40 am-9:05 am
Nonstop1h 25m
Chicago O'Hare Intl
Wed 11/11
6:49 am-7:48 am
Nonstop0h 59m
MilwaukeeChicago
MKE Milwaukee-Mitchell - ORD Chicago O'Hare Intl
MKEORD
Milwaukee-Mitchell
Thu 11/5
5:27 pm-5:13 am
1 stop11h 46m
Chicago O'Hare Intl
Thu 11/12
6:30 am-5:38 pm
2 stops11h 08m
MilwaukeeChicago
MKE Milwaukee-Mitchell - ORD Chicago O'Hare Intl
MKEORD
Milwaukee-Mitchell
Thu 10/22
10:15 am-11:32 am
2 stops49h 17m
Chicago O'Hare Intl
Mon 10/26
8:11 pm-9:16 am
1 stop13h 05m
MilwaukeeChicago
MKE Milwaukee-Mitchell - ORD Chicago O'Hare Intl
MKEORD
Milwaukee-Mitchell
Thu 11/5
5:27 pm-12:21 am
2 stops30h 54m
Chicago O'Hare Intl
Thu 11/12
6:30 am-5:38 pm
2 stops11h 08m
See travel insights to Chicago from
How to get the cheapest flight ticket from Milwaukee to Chicago O'Hare Intl Airport
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 Chicago O'Hare Intl Airport?
The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Milwaukee averaging around $179.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $441. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Milwaukee because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $543.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from Milwaukee in the morning is the least expensive time of day to depart. momondo users have found prices as low as $447 when looking at flights departing in the morning. Try not to purchase tickets in the evening because they tend to be around $782. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Milwaukee-Mitchell to Chicago O'Hare Intl flight route?
Fly from Milwaukee-Mitchell to Chicago O'Hare Intl for the best Milwaukee-Mitchell - Chicago O'Hare Intl flight prices
What cabin class options are available on Milwaukee to Chicago O'Hare Intl Airport flights?
There are 4 cabin classes available to choose from on Milwaukee to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How have Milwaukee to Chicago O'Hare Intl Airport flight prices changed over time?
How often are flights from Milwaukee to Chicago delayed?
Historically, on average around 12% of flights between Milwaukee and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 128 minutes.
What is the most punctual flight time for Milwaukee to Chicago flights?
Generally, flights departing at night tend to experience fewer delays. Flights in the early afternoon have, in the past, seen delays more frequently in comparison.
What day of the week experiences the fewest flight delays on this route?
Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.
Which airline has the best punctuality record on Milwaukee to Chicago flights?
According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 10% of their flights experiencing any sort of delay.
How many flights depart from Milwaukee to Chicago O'Hare Intl Airport on average per day?
As of October 2026, there are 47 flights per day flying from Milwaukee to Chicago O'Hare Intl Airport. The most common time of day flights depart is 2:00PM, with 42% of flights taking off in the afternoon.
How many flights depart from Milwaukee to Chicago O'Hare Intl Airport on average per week?
As of October 2026, there are 330 flights per week flying from Milwaukee to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Fri, with 17% of flights taking off on this day.
When to book flights from Milwaukee to Chicago O'Hare Intl Airport
Cheap Milwaukee to Chicago O'Hare Intl Airport (MKE to ORD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Chicago O'Hare Intl Airport
Frequently asked questions about flying from Milwaukee to Chicago O'Hare Intl Airport
How far is Milwaukee-Mitchell to Chicago O'Hare Intl by plane?
The straight-line distance from Milwaukee-Mitchell to Chicago O'Hare Intl is 73.1 mi. Typically, this will take 1h 10m by plane in normal conditions.
When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Chicago O'Hare Intl Airport?
Prices for flights from Milwaukee-Mitchell Airport to Chicago O'Hare Intl Airport refresh daily.
How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Chicago O'Hare Intl Airport?
As of October 2026, there are 2 operators available to choose from for flights from Milwaukee-Mitchell Airport to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Milwaukee-Mitchell Airport to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Milwaukee to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Milwaukee and Chicago O'Hare Intl Airport, the leading plane model is Boeing 737 MAX 8, making up 10.38% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 8.35%, Embraer 175 with 8.02%, and Boeing 737-800 with 7.00%.
What is the most popular airline from Milwaukee to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Milwaukee and Chicago O'Hare Intl Airport, the leading airline is United Airlines, making up 61% of the total bookings. Other popular airlines include American Airlines with 39%.
Best airlines flying from Milwaukee to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Milwaukee to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $171 | Free Cancellation | Rating 7.4 10,322 reviews | |||
| PriceFrom $179 | Free Cancellation | Rating 7.0 12,146 reviews |
United Airlines Flights From Milwaukee to Chicago O'Hare Intl Airport
United Airlines operates around 34 flights from Milwaukee to Chicago O'Hare Intl Airport every week. The average price of these flights found in the last 72 hours has been $229, but momondo users have found United Airlines deals from Milwaukee to Chicago O'Hare Intl Airport from as low as $171 round-trip. United Airlines has been scored 7.4/10 in 10,322 reviews.
American Airlines Flights From Milwaukee to Chicago O'Hare Intl Airport
$179 is the best American Airlines flight deal from Milwaukee to Chicago O'Hare Intl Airport found on momondo over the last 72 hours. The average American Airlines ticket price found was closer to $219, however, with flight time and availability significantly affecting the price. American Airlines (7.0/10 from 12,146 user reviews) flies into Chicago O'Hare Intl Airport from Milwaukee 41 times in an average week so prices can vary.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Milwaukee to Chicago?
It is quick and easy to find Milwaukee to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from Milwaukee to Chicago with flexible booking policies on momondo?
Flights from Milwaukee to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Milwaukee to Chicago?
Once you have performed a search for Milwaukee to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Milwaukee to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Milwaukee. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.