HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$134+ Cheap flights from Chicago (CHI) to Milwaukee (MKE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MKE
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Milwaukee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(United Airlines)

One-way from

$134
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$228

Good round-trip deal

$194 or less

Good one-way deal

$326 or less
Provider with most accurate pricing for Chicago (CHI)-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Milwaukee-Mitchell flights.
Search Deals
From Chicago (CHI) to Milwaukee-Mitchell
Search Deals
One-way flight from Chicago (CHI) to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 27% potential increase in price ($104 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Milwaukee-Mitchell.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Milwaukee-Mitchell.
Search Deals

Find flight deals from Chicago to Milwaukee

Cheapest flights from Chicago to Milwaukee
Explore the most affordable flight options available from Chicago to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/277:55 pmORD - MKE
Nonstop1h 05mUnited Airlines
Tue 6/38:35 amMKE - ORD
Nonstop1h 05mUnited Airlines
Deal found 4/29$179
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1310:25 pmORD - MKE
Nonstop0h 55mAmerican Airlines
Fri 6/201:06 pmMKE - ORD
Nonstop1h 02mAmerican Airlines
Deal found 4/30$180
This Mytrip deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/277:47 amORD - MKE
1 stop27h 40mSpirit Airlines
Tue 6/37:54 pmMKE - ORD
1 stop15h 01mSpirit Airlines
Deal found 4/29$223
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2610:19 amORD - MKE
1 stop21h 47mMultiple Airlines
Sun 6/296:41 pmMKE - ORD
1 stop22h 34mMultiple Airlines
Deal found 4/30$317
This Alaska Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1710:00 amORD - MKE
1 stop13h 59mAlaska Airlines
Sat 5/246:28 amMKE - ORD
1 stop15h 55mAlaska Airlines
Deal found 4/29$514
This KAYAK deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/64:20 pmMDW - MKE
1 stop16h 40mSouthwest
Wed 5/72:50 pmMKE - MDW
1 stop16h 20mSouthwest
Deal found 4/30$867
This KAYAK deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/69:30 amORD - MKE
2 stops9h 06mDelta
Wed 5/76:00 amMKE - ORD
1 stop11h 51mDelta
Deal found 4/30$1,288

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 1, 2025.
Use the filters below to find and compare flights from Chicago to Milwaukee that are best for you.

Fly from

Chicago

Fly to

Milwaukee

Route

Depart

Return

Price

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Tue 5/27

7:55 pm-9:00 pm

Nonstop1h 05m

Milwaukee-Mitchell

Tue 6/3

8:35 am-9:40 am

Nonstop1h 05m

$179

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Fri 6/13

10:25 pm-11:20 pm

Nonstop0h 55m

Milwaukee-Mitchell

Fri 6/20

2:50 pm-3:51 pm

Nonstop1h 01m

$180

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Tue 5/27

7:47 am-11:27 am

1 stop27h 40m

Milwaukee-Mitchell

Tue 6/3

7:54 pm-10:55 am

1 stop15h 01m

$223

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 6/26

10:19 am-8:06 am

1 stop21h 47m

Milwaukee-Mitchell

Sun 6/29

6:41 pm-5:15 pm

1 stop22h 34m

$317

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sat 5/17

10:00 am-11:59 pm

1 stop13h 59m

Milwaukee-Mitchell

Sat 5/24

6:28 am-10:23 pm

1 stop15h 55m

$514

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 5/22

7:47 am-11:27 am

1 stop27h 40m

$134

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Fri 8/22

6:53 pm-7:57 pm

Nonstop1h 04m

$167

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 5/29

8:45 am-3:48 pm

1 stop7h 03m

$188

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Wed 5/28

10:00 am-11:59 pm

1 stop13h 59m

$203

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Fri 5/30

8:12 pm-11:12 am

1 stop15h 00m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 13 results
1
2

Compare providers for flights from Chicago to Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Milwaukee in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Milwaukee flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Milwaukee

What is the cheapest month to book a flight from Chicago to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Chicago to Milwaukee (average of $280). Flying from Chicago to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to MKE?

Find hourly flight availability from Chicago to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 8% on flights from Chicago to Milwaukee by exploring options for tickets in the morning.

Weekly flight availability from Chicago to Milwaukee

Explore weekly flight availability from Chicago to Milwaukee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 1, 2025.

The most flights from CHI to MKE are scheduled on a Wednesday (46 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).

Rainfall in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milwaukee ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Milwaukee when rainfall is around 1.4 in.

Temperature in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milwaukee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated May 1, 2025.
To help decide which airline to fly from Chicago to Milwaukee, see what other customers have to say about Alaska Airlines, Southwest and Delta. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Milwaukee from Chicago?

    Located just 6.4 mi from the city center, Milwaukee-Mitchell is the airport most travelers will use when flying to Milwaukee from Chicago. Booking flights from Chicago to Milwaukee-Mitchell (MKE) should be relatively easy as there are 25 daily inbound flights from Chicago from 2 different airlines.

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

    Cheapflights users have booked flights from Chicago to Milwaukee round-trip from $179. Other airlines that can offer you cheap pricing are American Airlines, from $180, and Spirit Airlines, from $228. United Airlines is priced at 35% lower than the current average price of a flight leaving 3 months from now.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $134. JetBlue flights start at $157 while deals on American Airlines start at $167 one-way.

  • What are the most reliable airlines from Chicago to Milwaukee?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Milwaukee on time: Republic Airways (100%), Aer Lingus (78%), SkyWest Airlines (72%).

  • What are the cheapest flights from Chicago to Milwaukee?

    The cheapest flight price from Chicago to Milwaukee is $184. On average you can expect to pay $272. The most popular route, (Chicago O'Hare Intl - Milwaukee-Mitchell), can usually be booked for $179.

  • Can I find deals for flights from Chicago to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Chicago to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Milwaukee.

  • Can I find deals for business class flights from Chicago to Milwaukee?

    Yes. Cheapflights offers flight deals from Chicago to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Milwaukee (average of $280). Flying from Chicago to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Mequon
Pewaukee
Sheboygan
Oak Creek
Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Minneapolis flights
St. Louis to O'Hare Intl flights
Midway to Minneapolis flights
St. Louis to Minneapolis flights
O'Hare Intl to Duluth flights
O'Hare Intl to Milwaukee flights
O'Hare Intl to Appleton flights
Midway to Duluth flights
O'Hare Intl to Green Bay flights
O'Hare Intl to Madison flights
Peoria to O'Hare Intl flights
St. Louis to Milwaukee flights
Evansville to O'Hare Intl flights
Moline to O'Hare Intl flights
St. Louis to Green Bay flights
St. Louis to Madison flights
St. Louis to Duluth flights
Decatur to O'Hare Intl flights
O'Hare Intl to Eau Claire flights
Evansville to Minneapolis flights
Dubuque to O'Hare Intl flights
Springfield to O'Hare Intl flights
O'Hare Intl to Rhinelander flights
Quincy to O'Hare Intl flights
Midway to Milwaukee flights
Midway to Green Bay flights
Midway to Madison flights
Peoria to Minneapolis flights
O'Hare Intl to Ironwood flights
Bloomington to Minneapolis flights
St. Louis to Wausau flights
Moline to Minneapolis flights
O'Hare Intl to La Crosse flights
O'Hare Intl to Escanaba flights
Champaign to O'Hare Intl flights
Burlington to O'Hare Intl flights
St. Louis to Rhinelander flights
Midway to Rhinelander flights
O'Hare Intl to Wausau flights
Champaign to Minneapolis flights
Bloomington to O'Hare Intl flights
Midway to Wausau flights
Springfield to Minneapolis flights
Paducah to O'Hare Intl flights
Springfield to Madison flights
St. Louis to Escanaba flights
Dubuque to Minneapolis flights
Midway to La Crosse flights
Moline to Madison flights
Bloomington to Madison flights

Top 2 airlines flying from Chicago to Milwaukee

Discover the top 2 airlines that operate flights from Chicago to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$249FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$229Average$279FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.