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Cheap flights from Milwaukee to Chicago from $101

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 7/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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Tue 6/4
Tue 6/11

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Easily compare round-trip flights from Milwaukee to Chicago

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Milwaukee to Chicago by changing tabs
Sun Country Air
Jun 27
MKE6:25 pmMilwaukee-Mitchell
25h 01m
1 stop
ORD7:26 pmChicago O'Hare Intl
Jul 4
ORD6:30 pmChicago O'Hare Intl
22h 57m
1 stop
MKE5:27 pmMilwaukee-Mitchell
American Airlines
Jun 26
MKE1:01 pmMilwaukee-Mitchell
1h 02m
ORD2:03 pmChicago O'Hare Intl
Jul 3
ORD6:24 pmChicago O'Hare Intl
0h 57m
MKE7:21 pmMilwaukee-Mitchell
Multiple Airlines
Jun 26
MKE5:50 amMilwaukee-Mitchell
17h 55m
1 stop
ORD11:45 pmChicago O'Hare Intl
Jul 3
ORD9:37 pmChicago O'Hare Intl
19h 12m
2 stops
MKE4:49 pmMilwaukee-Mitchell
Spirit Airlines
Jun 26
MKE5:50 amMilwaukee-Mitchell
14h 57m
2 stops
ORD8:47 pmChicago O'Hare Intl
Jul 3
ORD8:00 pmChicago O'Hare Intl
27h 57m
3 stops
MKE11:57 pmMilwaukee-Mitchell
American Airlines
Jun 27
MKE8:00 amMilwaukee-Mitchell
1h 01m
ORD9:01 amChicago O'Hare Intl
Jul 4
ORD2:55 pmChicago O'Hare Intl
0h 49m
MKE3:44 pmMilwaukee-Mitchell
American Airlines
Jun 26
MKE8:00 amMilwaukee-Mitchell
1h 01m
ORD9:01 amChicago O'Hare Intl
Jun 26
ORD6:24 pmChicago O'Hare Intl
0h 57m
MKE7:21 pmMilwaukee-Mitchell

Find the cheapest one-way flights from Milwaukee to Chicago

If you're looking for one-way flights from Milwaukee to Chicago, view some of our deals below provided by American Airlines, Spirit Airlines and Sun Country Air
Sun Country Air
Jul 3
MKE5:45 pmMilwaukee-Mitchell
23h 50m
1 stop
ORD5:35 pmChicago O'Hare Intl
Spirit Airlines
Sep 28
MKE5:00 amMilwaukee-Mitchell
20h 18m
2 stops
ORD1:18 amChicago O'Hare Intl
American Airlines
Jul 3
MKE8:00 amMilwaukee-Mitchell
1h 01m
ORD9:01 amChicago O'Hare Intl

Search last-minute flights to Chicago from Milwaukee

Find and compare round-trip flight prices for your last-minute flight from Milwaukee to Chicago
Spirit Airlines
Jun 5
MKE5:50 amMilwaukee-Mitchell
14h 57m
2 stops
ORD8:47 pmChicago O'Hare Intl
Jun 12
ORD11:01 amChicago O'Hare Intl
12h 56m
2 stops
MKE11:57 pmMilwaukee-Mitchell
Multiple Airlines
Jun 5
MKE5:50 amMilwaukee-Mitchell
27h 14m
3 stops
ORD9:04 amChicago O'Hare Intl
Jun 12
ORD9:37 pmChicago O'Hare Intl
20h 16m
3 stops
MKE5:53 pmMilwaukee-Mitchell
American Airlines
Jun 5
MKE8:00 amMilwaukee-Mitchell
1h 01m
ORD9:01 amChicago O'Hare Intl
Jun 12
ORD6:24 pmChicago O'Hare Intl
0h 57m
MKE7:21 pmMilwaukee-Mitchell
Spirit Airlines
Jun 5
MKE3:37 pmMilwaukee-Mitchell
14h 47m
1 stop
ORD6:24 amChicago O'Hare Intl
Jun 12
ORD11:01 amChicago O'Hare Intl
12h 56m
2 stops
MKE11:57 pmMilwaukee-Mitchell
Spirit Airlines
Jun 5
MKE5:50 amMilwaukee-Mitchell
26h 34m
3 stops
ORD8:24 amChicago O'Hare Intl
Jun 12
ORD11:01 amChicago O'Hare Intl
12h 56m
2 stops
MKE11:57 pmMilwaukee-Mitchell
American Airlines
Jun 5
MKE7:03 amMilwaukee-Mitchell
5h 12m
1 stop
ORD12:15 pmChicago O'Hare Intl
Jun 12
ORD6:24 pmChicago O'Hare Intl
0h 57m
MKE7:21 pmMilwaukee-Mitchell

American Airlines flights from Milwaukee to Chicago

Our best American Airlines deals on Milwaukee to Chicago flight tickets
American Airlines
Jun 26
MKE1:01 pmMilwaukee-Mitchell
1h 02m
ORD2:03 pmChicago O'Hare Intl
Jul 3
ORD6:24 pmChicago O'Hare Intl
0h 57m
MKE7:21 pmMilwaukee-Mitchell
American Airlines
Jun 27
MKE8:00 amMilwaukee-Mitchell
1h 01m
ORD9:01 amChicago O'Hare Intl
Jul 4
ORD2:55 pmChicago O'Hare Intl
0h 49m
MKE3:44 pmMilwaukee-Mitchell
American Airlines
Jun 26
MKE8:00 amMilwaukee-Mitchell
1h 01m
ORD9:01 amChicago O'Hare Intl
Jun 26
ORD6:24 pmChicago O'Hare Intl
0h 57m
MKE7:21 pmMilwaukee-Mitchell

Spirit Airlines flights from Milwaukee to Chicago

Our best Spirit Airlines deals on Milwaukee to Chicago flight tickets
Spirit Airlines
Jun 5
MKE5:50 amMilwaukee-Mitchell
14h 57m
2 stops
ORD8:47 pmChicago O'Hare Intl
Jun 12
ORD11:01 amChicago O'Hare Intl
12h 56m
2 stops
MKE11:57 pmMilwaukee-Mitchell
Spirit Airlines
Jun 26
MKE5:50 amMilwaukee-Mitchell
14h 57m
2 stops
ORD8:47 pmChicago O'Hare Intl
Jul 3
ORD8:00 pmChicago O'Hare Intl
27h 57m
3 stops
MKE11:57 pmMilwaukee-Mitchell
Spirit Airlines
Jun 26
MKE5:50 amMilwaukee-Mitchell
28h 11m
3 stops
ORD10:01 amChicago O'Hare Intl
Jul 3
ORD6:40 pmChicago O'Hare Intl
29h 17m
3 stops
MKE11:57 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 month to fly from Milwaukee to Chicago?

August. The cheapest time of year to fly to Chicago from Milwaukee is August. Most expensive is February

What is the cheapest day to depart Milwaukee for Chicago?

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

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

At noon. Milwaukee to Chicago flights are approximately 20% more expensive in the afternoon than at noon

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

United 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 May 2024, 28 flights take off from Milwaukee and land in Chicago each day. The most common flight departure time for this route is 7:00AM, with 50% of daily flights taking off at noon.

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

As of May 2024, 202 flights take off from Milwaukee and land in Chicago each week. The most common flight departure day for this route is Monday, with 15% 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?

You could potentially save up to 14% on your flight if you consider stops on a Milwaukee to Chicago flight.

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

$101

Fastest flight time

1h 01m

Direct flights

Thu, Fri, Sat and Sun

Airports in Chicago

2 airports
The best one-way flight to Chicago from Milwaukee in the past 72 hours is $101. The best round-trip flight deal from Milwaukee to Chicago found on momondo in the last 72 hours is $195.
The fastest flight from Milwaukee to Chicago takes 1h 01m
Direct flights go from Milwaukee to Chicago on Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is 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 19m 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 $40. 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 01m.

  • 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.


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
United AirlinesPriceFrom $116Free CancellationRating
7.4
10,777 reviews
Search United Airlines flights
American AirlinesPriceFrom $174Free CancellationRating
7.3
14,284 reviews
Search American 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 $116. Generally, United Airlines has 42 flights on this route every week with an average price of $178. United Airlines is rated 7.4/10 by our users.

  • American Airlines Flights From Milwaukee to Chicago

    $174 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 $238, however, with flight time and availability significantly affecting the price. American Airlines (7.3/10 from 14,284 user reviews) flies into Chicago from Milwaukee 17 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.


Choose the best way to get from Milwaukee to Chicago

Buses

1h 20m
$38 one-way$76 round-trip
Nonstop · from $76

Distance to downtown

ORD15.9 mi

Find Buses

Milwaukee to Chicago Buses

Trains

1h 19m
$20 one-way$40 round-trip
Nonstop · from $40

Distance to downtown

ZUN0.7 mi

Flights

1h 01m
$101 one-way$195 round-trip
Nonstop · from $2291 stop · from $108

Distance to downtown

ORD15.9 mi

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Tue 6/4
Tue 6/11
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Find better results for your trip to the United States

Fly into one of these airports located in Chicago
Airports listed have a maximum distance of 78.5 mi from Chicago