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$125+ Cheap flights from Milwaukee (MKE) to Chicago (CHI)

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — CHI
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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Cheap flight deals from Milwaukee to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Chicago (CHI). 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 December 18, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$213
(eDestinos)

One-way from

$125
(American Airlines)
Provider with most accurate pricing for Milwaukee-Mitchell-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Chicago (CHI) flights.
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From Milwaukee-Mitchell to Chicago (CHI)
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One-way flight from Milwaukee-Mitchell to Chicago (CHI)
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Find flight deals from Milwaukee to Chicago

Cheapest flights from Milwaukee to Chicago
Explore the most affordable flight options available from Milwaukee to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This Mytrip deal was found by Cheapflights users on 12/17. 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.
Mon 12/234:35 pmMKE - ORD
1 stop8h 12mMultiple Airlines
Wed 12/2510:00 amORD - MKE
1 stop7h 49mMultiple Airlines
Deal found 12/17$381
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Mon 12/2311:39 amMKE - ORD
Nonstop1h 03mAmerican Airlines
Wed 12/251:21 pmORD - MKE
Nonstop0h 49mAmerican Airlines
Deal found 12/17$504
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 12/203:51 pmMKE - ORD
Nonstop1h 12mUnited Airlines
Sun 12/227:45 pmORD - MKE
Nonstop1h 02mUnited Airlines
Deal found 12/17$549
This Mytrip deal was found by Cheapflights users on 12/16. 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 12/175:00 amMKE - ORD
2 stops26h 47mSpirit Airlines
Thu 12/197:53 pmORD - MKE
3 stops26h 52mSpirit Airlines
Deal found 12/16$964

Find flights from Milwaukee to Chicago within your budget

Customize your flight search to find flights from Milwaukee to Chicago 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 December 18, 2024.

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Fly to

Any airport

Route

Depart

Return

Price

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Sun 2/9

5:27 pm-10:07 am

1 stop16h 40m

Chicago O'Hare Intl

Wed 2/12

6:50 am-9:32 am

1 stop26h 42m

$213

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Mon 1/27

5:56 pm-8:13 pm

2 stops26h 17m

Chicago O'Hare Intl

Fri 1/31

5:11 am-4:22 pm

1 stop11h 11m

$221

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Sat 1/11

7:59 am-9:10 am

Nonstop1h 11m

Chicago O'Hare Intl

Sat 1/18

2:40 pm-3:36 pm

Nonstop0h 56m

$249

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Thu 1/30

11:30 am-12:41 pm

Nonstop1h 11m

Chicago O'Hare Intl

Mon 2/3

5:59 pm-6:59 pm

Nonstop1h 00m

$309

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Thu 1/30

6:45 am-11:59 pm

1 stop17h 14m

Chicago O'Hare Intl

Mon 2/3

2:55 pm-11:53 pm

1 stop8h 58m

$445

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Fri 1/17

1:00 pm-2:06 pm

Nonstop1h 06m

$125

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Wed 1/15

1:05 pm-2:16 pm

Nonstop1h 11m

$155

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Fri 5/9

10:30 am-8:40 pm

1 stop10h 10m

$182

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Wed 3/19

2:58 pm-5:59 am

1 stop15h 01m

$203

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Wed 12/25

10:35 am-8:00 pm

1 stop9h 25m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 11 results
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Compare providers for flights from Milwaukee to Chicago

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 Milwaukee to Chicago in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 Milwaukee-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub 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 Milwaukee-Chicago 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 Milwaukee to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Milwaukee 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.

Travel insights for flights from Milwaukee to Chicago

Get recent, data-driven insights about flights from Milwaukee to Chicago including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Milwaukee to Chicago (average of $232). Flying from Milwaukee to Chicago in June is currently the most expensive (average of $308). 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 MKE to CHI?

Find hourly flight availability from Milwaukee to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

It’s optimal to fly from Milwaukee to Chicago in the morning. By choosing this option you can save up to 32% on the cost of your flight, compared to a flight at noon.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated December 18, 2024.
Read reviews from past customers who have flown Spirit Airlines, American Airlines and United Airlines from Milwaukee to Chicago. 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
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Alaska Airlines
8.0
Very good
9,552 reviews
Alaska Airlines
8.0
Very good
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Delta
8.0
Very good
8,604 reviews
Alaska Airlines
8.0
Very good
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

United Airlines
7.4
Good
9,059 reviews
Alaska Airlines
8.0
Very good
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Spirit Airlines
6.3
Okay
8,119 reviews
Alaska Airlines
8.0
Very good
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Chicago. 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 from for flights from Milwaukee to Chicago?

    Milwaukee-Mitchell (MKE) is the airport you will fly out of if you book a flight from Milwaukee to Chicago. You should not have trouble finding flights to Chicago from Milwaukee-Mitchell; the airport handles an average of 17 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Milwaukee airport to Chicago. It is only a 6.4 mi journey to Milwaukee-Mitchell (MKE) from Milwaukee’s city center.

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

    Cheapflights users have booked flights from Milwaukee to Chicago round-trip from $237. Other airlines that can offer you cheap pricing are American Airlines, from $249, and United Airlines, from $309.

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

    The cheapest airlines for a one-way flight from Milwaukee to Chicago are American Airlines ($125), United Airlines ($155), and Spirit Airlines ($182).

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

    No one likes to see their flight delayed. When booking a flight from Milwaukee to Chicago consider choosing Avianca (94%), Qatar Airways (92%) or Japan Airlines (91%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Milwaukee to Chicago?

    Looking for the cheapest flight from Milwaukee to Chicago? While on average our users pay $1,236, our data indicates the cheapest price to be $146. The most popular route (Milwaukee-Mitchell - Chicago O'Hare Intl), is priced around $249.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milwaukee to Chicago 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 Milwaukee to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Milwaukee to Chicago (average of $232). Flying from Milwaukee to Chicago in June is currently the most expensive (average of $308). 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

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Alternative routes for Milwaukee to Chicago

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Top 2 airlines flying from Milwaukee to Chicago

Discover the top 2 airlines that operate flights from Milwaukee to Chicago. 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$278FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$298FlexibilityNo cancel feeOn-time69%
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