AED 534 Cheap Flights from Milwaukee to Chicago
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Flights from Milwaukee to Chicago
Cheap flight deals from Milwaukee to Chicago Starting at AED 534
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstop
MKE 08:0057mNonstopORD 08:57Milwaukee - Chicago | Sat, May 3 | American Airlines
ORD 08:3547mNonstopMKE 09:22Chicago - Milwaukee | Sat, May 10 | American AirlinesAED 882 AED 1,21227% OFF27% OFFAED 1,212 AED 882 -
MKE 09:5757mNonstopORD 10:54Milwaukee - Chicago | Thu, Apr 24 | American Airlines
ORD 22:0357mNonstopMKE 23:00Chicago - Milwaukee | Wed, Apr 30 | American AirlinesAED 957 AED 1,21221% OFF21% OFFAED 1,212 AED 957
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MKE 18:3657mNonstopORD 19:33Milwaukee - Chicago | Sat, Apr 12 | American Airlines
ORD 20:351h 8mNonstopMKE 21:43Chicago - Milwaukee | Tue, Apr 15 | American AirlinesAED 957 AED 1,21221% OFF21% OFFAED 1,212 AED 957
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MKE 10:151h 8mNonstopORD 11:23Milwaukee - Chicago | Fri, Apr 4 | United Airlines
ORD 17:1848mNonstopMKE 18:06Chicago - Milwaukee | Fri, Apr 11 | American AirlinesAED 95821% OFFAED 1,212 AED 958 -
MKE 08:201h 8mNonstopORD 09:28Milwaukee - Chicago | Wed, Apr 16 | United Airlines
ORD 14:061h 2mNonstopMKE 15:08Chicago - Milwaukee | Wed, Apr 23 | United AirlinesAED 97220% OFFAED 1,212 AED 972
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MKE 11:251h 8mNonstopORD 12:33Milwaukee - Chicago | Sat, Apr 5 | United Airlines
ORD 15:401h 2mNonstopMKE 16:42Chicago - Milwaukee | Sat, Apr 12 | United AirlinesAED 97719% OFFAED 1,212 AED 977
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MKE 08:201h 8mNonstopORD 09:28Milwaukee - Chicago | Wed, Apr 9 | United Airlines
ORD 15:401h 2mNonstopMKE 16:42Chicago - Milwaukee | Wed, Apr 16 | United AirlinesAED 97819% OFFAED 1,212 AED 978
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MKE 09:5857mNonstopORD 10:55Milwaukee - Chicago | Sat, Apr 19 | American Airlines
ORD 19:351h 2mNonstopMKE 20:37Chicago - Milwaukee | Sun, Apr 20 | United AirlinesAED 98219% OFFAED 1,212 AED 982
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MKE 13:4857mNonstopORD 14:45Milwaukee - Chicago | Sat, Apr 5 | American Airlines
ORD 14:061h 2mNonstopMKE 15:08Chicago - Milwaukee | Sun, Apr 6 | United AirlinesAED 99218% OFFAED 1,212 AED 992
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MKE 17:301h 8mNonstopORD 18:38Milwaukee - Chicago | Mon, Apr 28 | United Airlines
ORD 12:451h 2mNonstopMKE 13:47Chicago - Milwaukee | Mon, May 5 | United AirlinesAED 99418% OFFAED 1,212 AED 994
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MKE 13:0017h 25m1 stopsCHI Invalid DateMilwaukee - Chicago | Wed, Mar 26 | Normal Airline
CHI 15:006hNonstopMKE 16:00Chicago - Milwaukee | Fri, Mar 28 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstop
MKE 10:201h 8mNonstopORD 11:28Milwaukee - Chicago | Tue, Apr 22 | United AirlinesAED 534 AED 66119% OFF19% OFFAED 661 AED 534
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MKE 18:3757mNonstopORD 19:34Milwaukee - Chicago | Fri, May 2 | American AirlinesAED 535 AED 66119% OFF19% OFFAED 661 AED 535
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MKE 09:5857mNonstopORD 10:55Milwaukee - Chicago | Tue, Apr 22 | American AirlinesAED 535 AED 66119% OFF19% OFFAED 661 AED 535
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MKE 11:251h 8mNonstopORD 12:33Milwaukee - Chicago | Sat, Apr 5 | United AirlinesAED 53619% OFFAED 661 AED 536
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MKE 10:051hNonstopORD 11:05Milwaukee - Chicago | Wed, May 21 | American AirlinesAED 53719% OFFAED 661 AED 537
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MKE 05:0857mNonstopORD 06:05Milwaukee - Chicago | Sun, Apr 13 | American AirlinesAED 53819% OFFAED 661 AED 538
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MKE 08:0057mNonstopORD 08:57Milwaukee - Chicago | Sun, Apr 20 | American AirlinesAED 54018% OFFAED 661 AED 540
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MKE 14:511hNonstopORD 15:51Milwaukee - Chicago | Sun, May 18 | American AirlinesAED 54118% OFFAED 661 AED 541
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MKE 10:151h 8mNonstopORD 11:23Milwaukee - Chicago | Fri, May 2 | United AirlinesAED 54218% OFFAED 661 AED 542
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MKE 14:221h 8mNonstopORD 15:30Milwaukee - Chicago | Sun, May 18 | United AirlinesAED 54218% OFFAED 661 AED 542
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MKE 13:0017h 25m1 stopsCHI Invalid DateMilwaukee - Chicago | Wed, Mar 26 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Milwaukee (MKE) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Milwaukee to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Milwaukee (MKE) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AED 3,769. -
How long does it take to fly from Milwaukee (MKE) to Chicago (CHI)?
It takes about 5 hours 7 minutes to fly from Milwaukee (MKE) to Chicago (CHI). -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
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What are the most popular airlines that fly from Milwaukee (MKE) to Chicago (CHI)?
Airlines with flights from Milwaukee (MKE) to Chicago (CHI): Emirates, United Airlines, Alaska Airlines, avianca, Air New Zealand and American Airlines. -
What's the most popular airline for non-stop flights from Milwaukee (MKE) to Chicago (CHI)?
American Airlines operates 1 non-stop flights from Milwaukee (MKE) to Chicago (CHI). -
How many airports are there in Chicago (CHI)?
There are 3 airport(s) near Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from Milwaukee to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Milwaukee to Chicago. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Milwaukee to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Milwaukee to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Tue, Apr 22 at AED 534 for one-way flights.
Compare cheap Milwaukee to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Milwaukee to Chicago. The cheapest airline operating is United Airlines.
Set up a Price Alert
By setting up a Price Alert for your Milwaukee to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Milwaukee to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Milwaukee to Chicago to get exclusive deals for you.
Flight Info | Milwaukee to Chicago
| Cheapest one-way flight price | AED 440 |
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| Cheapest return ticket price | AED 882 |
| Off-season for travel | February |
| Peak season for travel | December |
| Flight distance | 121.49 km |
| Average flight time | 5 hours 7 minutes |
| Popular airline | Alaska Airlines |
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