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Illinois

$66+ Cheap flights from Milwaukee (MKE) to Illinois

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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Cheap flight deals from Milwaukee to Illinois

Cheapest flights from Milwaukee to Illinois
Explore the most affordable flight options available from Milwaukee to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 20, 2026.

This United Airlines deal was found by Cheapflights users on 1/18. 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 2/1010:30 am
MKE
-
ORD
Nonstop1h 13m
United Airlines
Tue 2/172:15 pm
ORD
-
MKE
Nonstop1h 05m
United Airlines
Deal found 1/18$177
This American Airlines deal was found by Cheapflights users on 1/18. 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.
Wed 3/49:00 am
MKE
-
ORD
Nonstop1h 06m
American Airlines
Wed 3/113:04 pm
ORD
-
MKE
Nonstop0h 49m
American Airlines
Deal found 1/18$178
This American Airlines deal was found by Cheapflights users on 1/19. 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.
Sun 2/86:10 am
MKE
-
ORD
Nonstop1h 19m
American Airlines
Thu 2/1210:58 am
ORD
-
MKE
Nonstop0h 58m
American Airlines
Deal found 1/19$192
This United Airlines deal was found by Cheapflights users on 1/18. 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.
Sun 2/17:00 am
MKE
-
ORD
Nonstop1h 22m
United Airlines
Wed 2/42:40 pm
ORD
-
MKE
Nonstop1h 03m
United Airlines
Deal found 1/18$207
This Southwest deal was found by Cheapflights users on 1/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/105:30 am
MKE
-
MDW
1 stop4h 00m
Southwest
Tue 2/178:15 am
MDW
-
MKE
1 stop3h 15m
Southwest
Deal found 1/19$208
This United Airlines deal was found by Cheapflights users on 1/18. 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.
Mon 6/12:24 pm
MKE
-
ORD
Nonstop1h 09m
United Airlines
Fri 6/59:15 pm
ORD
-
MKE
Nonstop0h 54m
United Airlines
Deal found 1/18$210
This Southwest deal was found by Cheapflights users on 1/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:00 pm
MKE
-
MDW
1 stop3h 10m
Southwest
Mon 2/238:15 am
MDW
-
MKE
1 stop3h 15m
Southwest
Deal found 1/18$219
This United Airlines deal was found by Cheapflights users on 1/19. 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 2/102:32 pm
MKE
-
ORD
Nonstop1h 13m
United Airlines
Sat 2/148:39 pm
ORD
-
MKE
Nonstop1h 05m
United Airlines
Deal found 1/19$237
This Southwest deal was found by Cheapflights users on 1/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:50 am
MKE
-
MDW
Nonstop0h 55m
Southwest
Sun 5/178:15 am
MDW
-
MKE
1 stop4h 30m
Southwest
Deal found 1/19$247
This Billigflug deal was found by Cheapflights users on 1/18. 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 Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1212:26 pm
MKE
-
ORD
Nonstop1h 05m
Alaska Airlines
Sun 2/157:00 pm
ORD
-
MKE
Nonstop0h 59m
Alaska Airlines
Deal found 1/18$248
This Southwest deal was found by Cheapflights users on 1/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:50 am
MKE
-
MDW
Nonstop0h 55m
Southwest
Fri 6/510:25 am
MDW
-
MKE
Nonstop0h 45m
Southwest
Deal found 1/18$248
This United Airlines deal was found by Cheapflights users on 1/19. 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.
Sun 3/296:50 am
MKE
-
ORD
Nonstop1h 09m
United Airlines
Sun 4/58:41 pm
ORD
-
MKE
Nonstop1h 08m
United Airlines
Deal found 1/19$252

Find flight deals from Milwaukee to Illinois

Keep the following information in mind while searching for Milwaukee to Illinois flight deals. Data was last updated January 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$177
(United Airlines)

One-way from

$66
(Kiwi.com)

Popular in

January

Cheapest in

June

Average price

$361

Good round-trip deal

$251 or less

Good one-way deal

$195 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Chicago (CHI) flights.
Search Deals
From Milwaukee-Mitchell to Illinois
Search Deals
One-way flight from Milwaukee-Mitchell to Illinois
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Milwaukee-Mitchell to Illinois.
Search Deals
Price to beat on a one-way flight from Milwaukee-Mitchell to Illinois.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Illinois 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 January 20, 2026.
Use the filters below to find and compare flights from Milwaukee to Illinois that are best for you.

Fly from

Milwaukee

Fly to

Illinois

Route

Depart

Return

Price

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Tue 2/10

6:10 am-7:29 am

Nonstop1h 19m

Chicago O'Hare Intl

Tue 2/17

3:04 pm-3:51 pm

Nonstop0h 47m

$177

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Mon 2/16

9:44 am-10:50 am

Nonstop1h 06m

Chicago O'Hare Intl

Mon 2/23

5:45 pm-6:43 pm

Nonstop0h 58m

$177

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Thu 2/19

12:26 pm-1:31 pm

Nonstop1h 05m

Chicago O'Hare Intl

Mon 2/23

10:00 pm-10:57 pm

Nonstop0h 57m

$177

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Fri 2/13

5:00 am-6:06 am

Nonstop1h 06m

Chicago O'Hare Intl

Mon 2/16

4:26 pm-5:31 pm

Nonstop1h 05m

$177

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Wed 2/18

1:13 pm-2:20 pm

Nonstop1h 07m

Chicago O'Hare Intl

Tue 2/24

4:59 pm-5:54 pm

Nonstop0h 55m

$177

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Tue 2/10

10:30 am-11:43 am

Nonstop1h 13m

Chicago O'Hare Intl

Tue 2/17

2:15 pm-3:20 pm

Nonstop1h 05m

$177

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Sat 2/14

1:25 pm-2:31 pm

Nonstop1h 06m

Chicago O'Hare Intl

Sat 2/21

11:30 am-12:35 pm

Nonstop1h 05m

$177

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Thu 3/26

7:00 am-8:00 am

Nonstop1h 00m

Chicago O'Hare Intl

Sun 3/29

8:10 pm-9:18 pm

Nonstop1h 08m

$177

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Sun 2/8

6:10 am-7:29 am

Nonstop1h 19m

Chicago O'Hare Intl

Thu 2/12

10:58 am-11:56 am

Nonstop0h 58m

$192

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Sun 2/1

1:04 pm-2:20 pm

Nonstop1h 16m

Chicago O'Hare Intl

Sat 2/7

6:10 pm-7:07 pm

Nonstop0h 57m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 60 results
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Best time to book a flight from Milwaukee to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois 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.

Cheapflights Insights

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

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

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Illinois (average of $179). Flying from Milwaukee to Illinois in July is currently the most expensive (average of $206). 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 IL?

Find hourly flight availability from Milwaukee to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 20, 2026.

Unlike in the evening, when flights are generally more expensive, you can save up to 38% on flights from Milwaukee to Illinois by exploring options for tickets in the morning.

What is the cheapest day to fly from Milwaukee to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Milwaukee to Illinois. Price data was last updated on January 17, 2026.

Travelers seeking maximum savings on their Milwaukee to Illinois flight should consider departing on Saturday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Milwaukee to Illinois

Explore weekly flight availability from Milwaukee to Illinois. 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 January 20, 2026.

The most flights from MKE to USIL are scheduled on a Tuesday (45 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (39 on average).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated January 20, 2026.
Read reviews from past customers who have flown American Airlines from Milwaukee to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,164 reviews

Boarding

7.5

Food

6.4

Comfort

7.2

Entertainment

6.9

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,164 reviews
American Airlines
7.2
Good
11,164 reviews

Boarding

7.5

Food

6.4

Comfort

7.2

Entertainment

6.9

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

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

    Milwaukee-Mitchell (MKE), located 6.4 mi from the city center, is the airport you fly out of when you book flights from Milwaukee to Illinois.

  • How long is the flight from Milwaukee to Illinois?

    Departing from Milwaukee to Illinois will take you 1h 06m. Airlines will cover a distance of 67 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Milwaukee to Illinois?

    Most travelers choose Milwaukee-Mitchell - Chicago O'Hare Intl, Milwaukee-Mitchell - Lambert-St Louis or Milwaukee-Mitchell - Chicago Midway when deciding on the best route from Milwaukee to Illinois.

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

    Consider ANA (73%), Envoy Air (72%) or United Airlines (71%) when booking your flight. These represent the most reliable airlines when flying from Milwaukee to Illinois.

  • What are the cheapest flights from Milwaukee to Illinois?

    Looking for the cheapest flight from Milwaukee to Illinois? While on average our users pay $952, our data indicates the cheapest price to be $124. The most popular route (Milwaukee-Mitchell - Chicago O'Hare Intl), is priced around $177.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Milwaukee to Illinois (average of $179). Flying from Milwaukee to Illinois in July is currently the most expensive (average of $206). 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.

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Top airline flying from Milwaukee to Illinois

Discover the top airline that operate flights from Milwaukee to Illinois. 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 January 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$239FlexibilityNo cancel feeOn-time71%

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