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Illinois

$52+ Cheap flights from Wisconsin 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
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Cheap flight deals from Wisconsin to Illinois

Keep the following information in mind while searching for Wisconsin to Illinois flight deals. Data was last updated April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$113
(eDestinos)

One-way from

$58
(Cheapflightsfares)

Popular in

November

Cheapest in

March

Average price

$286

Good round-trip deal

$330 or less

Good one-way deal

$175 or less
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 Wisconsin to Illinois
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One-way flight from Wisconsin to Illinois
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Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Wisconsin to Illinois.
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Price to beat on a one-way flight from Wisconsin to Illinois.
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Find flight deals from Wisconsin to Illinois

Cheapest flights from Wisconsin to Illinois
Explore the most affordable flight options available from Wisconsin to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2025.

This eDestinos deal was found by Cheapflights users on 4/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/255:00 pmMSP - ORD
Nonstop1h 39mSun Country Air
Mon 4/287:05 pmORD - MSP
Nonstop1h 44mSun Country Air
Deal found 4/1$113
This Booking.com deal was found by Cheapflights users on 4/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/410:00 amMSP - STL
Nonstop1h 34mSun Country Air
Sun 4/66:35 amSTL - MSP
Nonstop1h 35mSun Country Air
Deal found 4/1$138
This Southern / Mokulele deal was found by Cheapflights users on 4/1. 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 Southern / Mokulele is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/28:25 amORD - STL
1 stop11h 45mSouthern / Mokulele
Sun 5/412:15 pmSTL - ORD
1 stop19h 25mSouthern / Mokulele
Deal found 4/1$140
This FlightHub deal was found by Cheapflights users on 3/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/255:00 pmMSP - ORD
Nonstop1h 39mMultiple Airlines
Sun 4/275:24 pmORD - MSP
1 stop7h 00mMultiple Airlines
Deal found 3/31$143
This Mytrip deal was found by Cheapflights users on 3/31. 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.
Thu 5/16:00 amMSP - STL
1 stop9h 07mMultiple Airlines
Sun 5/48:00 amSTL - MSP
Nonstop1h 40mMultiple Airlines
Deal found 3/31$151
This Frontier deal was found by Cheapflights users on 3/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/16:00 amMSP - STL
1 stop9h 07mFrontier
Mon 5/56:53 pmSTL - MSP
1 stop5h 35mFrontier
Deal found 3/31$158
This Mytrip deal was found by Cheapflights users on 3/31. 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 5/56:00 amMSP - ORD
1 stop17h 41mFrontier
Fri 5/95:21 pmORD - MSP
1 stop7h 12mFrontier
Deal found 3/31$160
This Frontier deal was found by Cheapflights users on 4/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1611:45 amORD - STL
1 stop12h 01mFrontier
Sun 4/2012:41 pmSTL - ORD
1 stop11h 29mFrontier
Deal found 4/1$169
This Frontier deal was found by Cheapflights users on 3/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/196:00 amMSP - MDW
1 stop18h 21mFrontier
Mon 4/216:45 amMDW - MSP
1 stop16h 56mFrontier
Deal found 3/31$170
This CheapOair deal was found by Cheapflights users on 4/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/108:20 pmORD - STL
1 stop23h 50mMultiple Airlines
Sat 4/126:33 pmSTL - ORD
1 stop10h 28mMultiple Airlines
Deal found 4/1$174
This Southwest deal was found by Cheapflights users on 3/31. 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.
Sat 4/198:20 amMSP - MDW
Nonstop1h 30mSouthwest
Sun 4/208:10 amMDW - MSP
Nonstop1h 25mSouthwest
Deal found 3/31$179
This United Airlines deal was found by Cheapflights users on 3/31. 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 5/233:04 pmDLH - ORD
Nonstop1h 48mUnited Airlines
Sun 5/259:01 amORD - DLH
Nonstop1h 51mUnited Airlines
Deal found 3/31$179

Cheapflights Fare Finder

Customize your flight search to find flights from Wisconsin 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 April 1, 2025.
Use the filters below to find and compare flights from Wisconsin to Illinois that are best for you.

Fly from

Wisconsin

Fly to

Illinois

Route

Depart

Return

Price

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 4/25

5:00 pm-6:39 pm

Nonstop1h 39m

Chicago O'Hare Intl

Mon 4/28

7:05 pm-8:49 pm

Nonstop1h 44m

$113

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Fri 5/2

8:25 am-8:10 pm

1 stop11h 45m

Lambert-St Louis

Sun 5/4

12:15 pm-3:50 pm

1 stop3h 35m

$140

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 4/25

5:00 pm-6:39 pm

Nonstop1h 39m

Chicago O'Hare Intl

Sun 4/27

5:24 pm-12:24 am

1 stop7h 00m

$143

MinneapolisSt. Louis

MSP - STL

MSPSTL

Minneapolis St Paul

Thu 5/1

6:00 am-3:07 pm

1 stop9h 07m

Lambert-St Louis

Sun 5/4

8:00 am-9:40 am

Nonstop1h 40m

$151

MinneapolisSt. Louis

MSP - STL

MSPSTL

Minneapolis St Paul

Thu 5/1

6:00 am-3:07 pm

1 stop9h 07m

Lambert-St Louis

Mon 5/5

6:53 pm-12:28 am

1 stop5h 35m

$158

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Mon 5/5

6:00 am-11:41 pm

1 stop17h 41m

Chicago O'Hare Intl

Fri 5/9

5:21 pm-12:33 am

1 stop7h 12m

$160

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Wed 4/16

11:45 am-11:46 pm

1 stop12h 01m

Lambert-St Louis

Sun 4/20

12:41 pm-12:10 am

1 stop11h 29m

$169

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 4/19

6:00 am-12:21 am

1 stop18h 21m

Chicago Midway

Mon 4/21

6:45 am-11:41 pm

1 stop16h 56m

$170

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Thu 4/10

8:20 pm-8:10 pm

1 stop23h 50m

Lambert-St Louis

Sat 4/12

6:33 pm-5:01 am

1 stop10h 28m

$174

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 4/19

8:20 am-9:50 am

Nonstop1h 30m

Chicago Midway

Sun 4/20

8:10 am-9:35 am

Nonstop1h 25m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

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

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

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

Currently, August is the cheapest month in which you can book a flight from Wisconsin to Illinois (average of $245). Flying from Wisconsin to Illinois in March is currently the most expensive (average of $323). 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 WI to IL?

Find hourly flight availability from Wisconsin 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 April 1, 2025.

When flying from Wisconsin to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Wisconsin to Illinois

Explore weekly flight availability from Wisconsin 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 April 1, 2025.

The most flights from USWI to USIL are scheduled on a Tuesday (48 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (24 on average).

Rainfall in Illinois by month

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

In terms of precipitation, rainfall in Illinois 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 Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

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

If weather is an important factor for your trip to Illinois, 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 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 April 1, 2025.
To help decide which airline to fly from Wisconsin to Illinois, see what other customers have to say about Southwest, Delta and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,275 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,275 reviews
Southwest
8.0
Very good
4,275 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,899 reviews
Southwest
8.0
Very good
4,275 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,615 reviews
Southwest
8.0
Very good
4,275 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.0
Very good
4,275 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,275 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Wisconsin to Illinois one-way?

    The cheapest airlines for a one-way flight from Wisconsin to Illinois are Sun Country Air ($58), Southern / Mokulele ($73), and Frontier ($79).

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Wisconsin to Illinois (average of $245). Flying from Wisconsin to Illinois in March is currently the most expensive (average of $323). 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 Wisconsin to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Wisconsin to Illinois

Discover the top 3 airlines that operate flights from Wisconsin 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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$178Average$319FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$281FlexibilityNo cancel feeOn-time69%
DeltaCheapest$198Average$208FlexibilityNo cancel feeOn-timeN/A

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