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Cheap flights from Milwaukee to Chicago from $95

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 12/18. 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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Find the cheapest flights from Milwaukee to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Milwaukee to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Milwaukee to Chicago.

Cheap last minute flights

Planning a quick getaway from Milwaukee to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Milwaukee to Chicago

Find recent round-trip train or bus tickets from Milwaukee to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:02 am - 7:10 amMKE-ORD
1h 08mnonstop
9:24 pm - 10:15 pmORD-MKE
0h 51mnonstop
$189United Airlines
Find Deal
Wed, Dec 11 - Tue, Dec 17
9:00 am - 10:07 amMKE-ORD
1h 07mnonstop
2:55 pm - 3:52 pmORD-MKE
0h 57mnonstop
$191American Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
5:00 am - 9:07 pmMKE-ORD
16h 07m1 stop
9:58 am - 9:42 pmORD-MKE
11h 44m1 stop
$209Spirit Airlines
Find Deal
Wed, Dec 11 - Tue, Dec 17
10:54 am - 8:17 pmMKE-ORD
33h 23m2 stops
6:30 pm - 9:32 amORD-MKE
15h 02m1 stop
$242Frontier
Find Deal
Sat, Feb 8 - Sat, Feb 15
5:00 am - 9:07 pmMKE-ORD
16h 07m1 stop
11:25 am - 9:42 pmORD-MKE
10h 17m2 stops
$244Spirit Airlines
Find Deal
Wed, Dec 11 - Tue, Dec 17
10:54 am - 8:17 pmMKE-ORD
33h 23m2 stops
4:18 pm - 9:32 amORD-MKE
17h 14m2 stops
$259Frontier
Find Deal
Sat, Feb 8 - Sat, Feb 15
6:52 pm - 10:27 pmMKE-ORD
27h 35m3 stops
1:14 pm - 9:32 amORD-MKE
20h 18m2 stops
Sun, Feb 9 - Wed, Feb 12
5:51 pm - 10:02 amMKE-ORD
16h 11m1 stop
10:55 am - 9:32 amORD-MKE
22h 37m2 stops
Sun, Feb 9 - Wed, Feb 12
10:15 am - 2:55 pmMKE-ORD
4h 40m1 stop
9:30 am - 4:28 pmORD-MKE
6h 58m1 stop
$1,512Delta
Find Deal
Sun, Mar 23 - Sun, Mar 30
10:15 am - 2:55 pmMKE-ORD
4h 40m1 stop
9:30 am - 4:28 pmORD-MKE
6h 58m1 stop
$1,552Delta
Find Deal
Sat, Mar 22 - Sun, Mar 30
6:20 am - 7:26 amMKE-ORD
1h 06mnonstop
$95American Airlines
Find Deal
Wed, Dec 18
5:00 am - 7:51 pmMKE-ORD
14h 51m1 stop
$112Spirit Airlines
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Tue, Dec 24
10:30 am - 11:39 amMKE-ORD
1h 09mnonstop
$125United Airlines
Find Deal
Tue, Dec 17
8:35 am - 9:51 amMKE-ORD
1h 16mnonstop
$155United Airlines
Find Deal
Sat, Dec 21
2:36 pm - 11:59 pmMKE-ORD
9h 23m1 stop
$244Alaska Airlines
Find Deal
Sat, May 17
2:36 pm - 11:59 pmMKE-ORD
9h 23m1 stop
$254Alaska Airlines
Find Deal
Thu, May 15
5:51 pm - 9:24 amMKE-ORD
15h 33m1 stop
$292Delta
Find Deal
Fri, Dec 20
7:00 am - 8:37 amMKE-ORD
25h 37m2 stops
Thu, Jan 2
6:45 am - 8:34 pmMKE-ORD
13h 49m2 stops
$391Delta
Find Deal
Sat, May 17
5:00 am - 4:40 pmMKE-MDW
35h 40m3 stops
Sat, Dec 21
11:37 am - 12:34 pmMKE-ORD
0h 57mnonstop
1:40 pm - 2:29 pmORD-MKE
0h 49mnonstop
$504American Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 30
4:02 pm - 5:10 pmMKE-ORD
1h 08mnonstop
8:10 pm - 9:14 pmORD-MKE
1h 04mnonstop
$544United Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 23
10:45 am - 11:53 amMKE-ORD
1h 08mnonstop
3:47 pm - 4:44 pmORD-MKE
0h 57mnonstop
$549United Airlines
Find Deal
Sat, Nov 23 - Mon, Nov 25
4:45 pm - 10:56 amMKE-ORD
18h 11m2 stops
7:39 pm - 7:10 amORD-MKE
35h 31m3 stops
Thu, Nov 21 - Fri, Nov 22
8:05 am - 8:15 pmMKE-ORD
12h 10m1 stop
7:39 pm - 7:10 amORD-MKE
35h 31m3 stops
$746Spirit Airlines
Find Deal
Thu, Nov 21 - Fri, Nov 22
2:17 pm - 3:25 pmMKE-ORD
1h 08mnonstop
9:15 am - 6:01 pmORD-MKE
8h 46m1 stop
$776United Airlines
Find Deal
Sat, Nov 23 - Mon, Nov 25
12:07 pm - 1:15 pmMKE-ORD
1h 08mnonstop
7:10 am - 4:59 pmORD-MKE
9h 49m1 stop
$929United Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 30
3:52 pm - 7:42 amMKE-ORD
15h 50m1 stop
7:35 pm - 8:39 pmORD-MKE
1h 04mnonstop
$1,002United Airlines
Find Deal
Thu, Nov 21 - Fri, Nov 22
4:02 pm - 5:10 pmMKE-ORD
1h 08mnonstop
9:15 am - 6:01 pmORD-MKE
8h 46m1 stop
$1,075United Airlines
Find Deal
Sat, Nov 23 - Sun, Nov 24
10:45 am - 11:53 amMKE-ORD
1h 08mnonstop
2:35 pm - 9:09 pmORD-MKE
6h 34m1 stop
$1,249United Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 23
6:02 am - 7:10 amMKE-ORD
1h 08mnonstop
9:24 pm - 10:15 pmORD-MKE
0h 51mnonstop
$189United Airlines
Find Deal
Wed, Dec 11 - Tue, Dec 17
9:00 am - 10:07 amMKE-ORD
1h 07mnonstop
2:55 pm - 3:52 pmORD-MKE
0h 57mnonstop
$191American Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
6:20 am - 7:26 amMKE-ORD
1h 06mnonstop
10:00 am - 10:49 amORD-MKE
0h 49mnonstop
$219American Airlines
Find Deal
Tue, Dec 17 - Tue, Dec 24
6:15 am - 7:26 amMKE-ORD
1h 11mnonstop
8:20 pm - 9:28 pmORD-MKE
1h 08mnonstop
$221American Airlines
Find Deal
Sun, Feb 9 - Wed, Feb 12
2:45 pm - 3:45 pmMKE-ORD
1h 00mnonstop
8:20 pm - 9:28 pmORD-MKE
1h 08mnonstop
$248American Airlines
Find Deal
Thu, Jan 2 - Thu, Jan 9
3:57 pm - 5:05 pmMKE-ORD
1h 08mnonstop
6:35 pm - 7:39 pmORD-MKE
1h 04mnonstop
$249United Airlines
Find Deal
Mon, Dec 16 - Mon, Dec 23
11:39 am - 12:42 pmMKE-ORD
1h 03mnonstop
5:15 pm - 6:03 pmORD-MKE
0h 48mnonstop
$283American Airlines
Find Deal
Mon, Dec 23 - Mon, Dec 30
5:35 pm - 6:40 pmMKE-ORD
1h 05mnonstop
3:41 pm - 4:35 pmORD-MKE
0h 54mnonstop
$309United Airlines
Find Deal
Sat, Mar 22 - Sun, Mar 30
10:30 am - 11:39 amMKE-ORD
1h 09mnonstop
6:01 pm - 6:58 pmORD-MKE
0h 57mnonstop
$459United Airlines
Find Deal
Wed, Dec 4 - Sun, Dec 8
3:51 pm - 5:02 pmMKE-ORD
1h 11mnonstop
5:59 pm - 6:59 pmORD-MKE
1h 00mnonstop
$510United Airlines
Find Deal
Thu, Jan 2 - Thu, Jan 9

United Airlines flights from Milwaukee to Chicago

Our best United Airlines deals on Milwaukee to Chicago flight tickets
United Airlines
Dec 11
MKE6:02 amMilwaukee-Mitchell
1h 08m
ORD7:10 amChicago O'Hare Intl
Dec 17
ORD9:24 pmChicago O'Hare Intl
0h 51m
MKE10:15 pmMilwaukee-Mitchell
United Airlines
Mar 22
MKE5:35 pmMilwaukee-Mitchell
1h 05m
ORD6:40 pmChicago O'Hare Intl
Mar 30
ORD3:41 pmChicago O'Hare Intl
0h 54m
MKE4:35 pmMilwaukee-Mitchell
United Airlines
Jan 8
MKE5:15 pmMilwaukee-Mitchell
1h 11m
ORD6:26 pmChicago O'Hare Intl
Jan 15
ORD10:50 amChicago O'Hare Intl
7h 07m
1 stop
MKE5:57 pmMilwaukee-Mitchell

American Airlines flights from Milwaukee to Chicago

Our best American Airlines deals on Milwaukee to Chicago flight tickets
American Airlines
Feb 8
MKE9:00 amMilwaukee-Mitchell
1h 07m
ORD10:07 amChicago O'Hare Intl
Feb 15
ORD2:55 pmChicago O'Hare Intl
0h 57m
MKE3:52 pmMilwaukee-Mitchell
American Airlines
Dec 17
MKE6:20 amMilwaukee-Mitchell
1h 06m
ORD7:26 amChicago O'Hare Intl
Dec 24
ORD10:00 amChicago O'Hare Intl
0h 49m
MKE10:49 amMilwaukee-Mitchell
American Airlines
Feb 9
MKE6:15 amMilwaukee-Mitchell
1h 11m
ORD7:26 amChicago O'Hare Intl
Feb 12
ORD8:20 pmChicago O'Hare Intl
1h 08m
MKE9:28 pmMilwaukee-Mitchell

How to get the cheapest flight ticket from Milwaukee to Chicago

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 day to depart Milwaukee for Chicago?

Thursday. The cheapest day of the week is typically Thursday. The most expensive is typically Friday

When is the cheapest time to fly from Milwaukee to Chicago?

In the morning. Milwaukee to Chicago flights are approximately 35% more expensive at noon than in the morning

What is the cheapest airline that flies to Chicago from Milwaukee?

American Airlines. American Airlines and United Airlines are the most popular carriers operating from Milwaukee to Chicago

What is the cheapest Milwaukee to Chicago flight route?

Milwaukee-Mitchell - Chicago O'Hare Intl. Fly from Milwaukee-Mitchell to Chicago O'Hare Intl for the best Milwaukee - Chicago flight prices

How many flights depart from Milwaukee to Chicago on average per day?

As of November 2024, 33 flights take off from Milwaukee and land in Chicago each day. The most common flight departure time for this route is 8:00AM, with 52% of daily flights taking off at noon.

How many flights depart from Milwaukee to Chicago on average per week?

As of November 2024, 235 flights take off from Milwaukee and land in Chicago each week. The most common flight departure day for this route is Tue, with 18% of weekly flights taking off on this day.

What cabin class options are available on Milwaukee to Chicago flights?

There are 2 cabin classes available to choose from on Milwaukee to Chicago 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 Milwaukee to Chicago flights?

No. A direct flight is the cheapest option for a flight between Milwaukee to Chicago.

When to book flights from Milwaukee to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Milwaukee to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Milwaukee to Chicago (MKE to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Chicago

Best Price Found

$95

Fastest flight time

1h 00m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sun

Airports in Chicago

2 airports
The best one-way flight to Chicago from Milwaukee in the past 72 hours is $95. The best round-trip flight deal from Milwaukee to Chicago found on momondo in the last 72 hours is $189.
The fastest flight from Milwaukee to Chicago takes 1h 00m
Direct flights go from Milwaukee to Chicago on Monday, Tuesday, Wednesday, Thursday, Friday and Sunday. Airlines offering direct flights are: United Airlines and American Airlines.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • Is flying the fastest way to get from Milwaukee to Chicago?

    The quickest way to travel this route is to take a flight from Milwaukee to Chicago, doing so can potentially save up to 0h 20m of travel time. While these options may take longer, booking a train from Milwaukee to Chicago or a bus from Milwaukee to Chicago may suit your needs if travel time is less of a factor in your decision making.

  • Is flying the cheapest way to get from Milwaukee to Chicago?

    Expect a train to be one of the cheapest options available to you for travel. Currently, a train has deals available from $42. While they may not be the most cost-effective options currently available a flight from Milwaukee to Chicago or a bus from Milwaukee to Chicago can also be options worth looking into if other factors outside of cost are a higher priority.

  • How far is Milwaukee-Mitchell to Chicago by plane?

    A flight from Milwaukee-Mitchell to Chicago will travel around 81.6 mi. By plane, this route typically takes 1h 00m.

  • When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Chicago?

    Prices for flights from Milwaukee-Mitchell Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Chicago?

  • How old do you have to be to fly from Milwaukee-Mitchell Airport to Chicago?

    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 Milwaukee-Mitchell Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago 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 Chicago. 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 Milwaukee to Chicago?

  • What is the most popular airline from Milwaukee to Chicago?


Best airlines flying from Milwaukee to Chicago

Compare and see reviews for airlines that fly from Milwaukee to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $178Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $229Free CancellationRating
7.4
9,173 reviews
Search United Airlines flights
  • United Airlines Flights From Milwaukee to Chicago

    The lowest priced United Airlines flight from Milwaukee to Chicago from the last 72 hours was $229. Generally, United Airlines has 50 flights on this route every week with an average price of $298. United Airlines is rated 7.4/10 by our users.

  • American Airlines Flights From Milwaukee to Chicago

    $178 is the best American Airlines flight deal from Milwaukee to Chicago found on momondo over the last 72 hours. The average American Airlines ticket price found was closer to $278, however, with flight time and availability significantly affecting the price. American Airlines (7.2/10 from 10,000 user reviews) flies into Chicago from Milwaukee 11 times in an average week so prices can vary.


Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Milwaukee to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Milwaukee to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Milwaukee on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Milwaukee to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Milwaukee.

I’m not ready to book a flight from Milwaukee to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Milwaukee to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago