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$49+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
dic. 10 — dic. 171
mié. 12/10
mié. 12/17
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 noviembre 10, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$76
(Frontier)

One-way from

$49
(Southwest)

Popular in

January

Cheapest in

June

Average price

$334

Good round-trip deal

$296 or less

Good one-way deal

$169 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. 16% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in November 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 noviembre 10, 2025.

This Super.com deal was found by Cheapflights users on 11/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/58:31 amMSP - ORD
Nonstop1h 45mFrontier
lun. 12/86:00 amORD - MSP
Nonstop1h 36mFrontier
Deal found 11/9$77
This Mytrip deal was found by Cheapflights users on 11/8. 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.
mar. 12/238:36 amMSP - ORD
Nonstop1h 50mSun Country Air
mar. 12/306:44 pmORD - MSP
Nonstop1h 39mSun Country Air
Deal found 11/8$79
This Priceline deal was found by Cheapflights users on 11/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/129:06 amMSP - ORD
Nonstop1h 45mMultiple Airlines
lun. 12/156:00 amORD - MSP
Nonstop1h 36mMultiple Airlines
Deal found 11/9$80
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/158:31 amMSP - ORD
Nonstop1h 45mFrontier
lun. 12/227:38 pmORD - MSP
Nonstop1h 36mFrontier
Deal found 11/10$83
This Priceline deal was found by Cheapflights users on 11/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1111:29 amMSP - ORD
1 stop10h 55mFrontier
vie. 12/126:00 amORD - MSP
Nonstop1h 36mFrontier
Deal found 11/8$84
This Sun Country Air deal was found by Cheapflights users on 11/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/136:12 amMSP - ORD
Nonstop1h 44mSun Country Air
jue. 12/1811:45 amORD - MSP
Nonstop1h 39mSun Country Air
Deal found 11/10$85
This Super.com deal was found by Cheapflights users on 11/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/192:57 pmMSP - ORD
Nonstop1h 45mFrontier
vie. 12/2612:26 pmORD - MSP
Nonstop1h 36mFrontier
Deal found 11/10$90
This Booking.com deal was found by Cheapflights users on 11/9. 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.
sáb. 12/136:12 amMSP - ORD
Nonstop1h 44mSun Country Air
vie. 12/199:39 amORD - MSP
Nonstop1h 39mSun Country Air
Deal found 11/9$92
This Priceline deal was found by Cheapflights users on 11/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/128:31 amMSP - ORD
Nonstop1h 45mMultiple Airlines
dom. 12/1411:54 amORD - MSP
Nonstop1h 42mMultiple Airlines
Deal found 11/7$93
This Super.com deal was found by Cheapflights users on 11/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/2210:09 pmMSP - ORD
Nonstop1h 45mFrontier
lun. 12/297:38 pmORD - MSP
Nonstop1h 36mFrontier
Deal found 11/10$95
This Southwest deal was found by Cheapflights users on 11/9. 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.
lun. 11/2410:05 amMSP - MDW
Nonstop1h 30mSouthwest
jue. 11/271:30 pmMDW - MSP
Nonstop1h 30mSouthwest
Deal found 11/9$97
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/238:41 amMSP - ORD
Nonstop1h 35mFrontier
mié. 11/266:13 amORD - MSP
Nonstop1h 33mFrontier
Deal found 11/9$97

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 noviembre 10, 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

dom. 12/14

9:06 am-10:51 am

Nonstop1h 45m

Chicago O'Hare Intl

vie. 12/19

9:39 am-11:18 am

Nonstop1h 39m

$105

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

dom. 12/21

7:18 am-9:08 am

Nonstop1h 50m

Chicago O'Hare Intl

mié. 12/24

11:03 am-12:42 pm

Nonstop1h 39m

$115

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

mié. 12/17

3:25 pm-5:00 pm

Nonstop1h 35m

Chicago Midway

mié. 12/17

8:45 pm-10:15 pm

Nonstop1h 30m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

mar. 1/20

4:55 pm-6:36 pm

Nonstop1h 41m

Chicago Midway

mar. 1/27

9:50 am-11:34 am

Nonstop1h 44m

$117

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

mié. 12/10

9:46 am-11:27 am

Nonstop1h 41m

Chicago O'Hare Intl

mié. 12/17

2:20 pm-3:50 pm

Nonstop1h 30m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

mié. 12/10

7:24 am-9:19 am

Nonstop1h 55m

Chicago Midway

mié. 12/10

1:50 pm-3:30 pm

Nonstop1h 40m

$117

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

mié. 12/17

4:54 pm-6:35 pm

Nonstop1h 41m

Chicago O'Hare Intl

mar. 1/13

8:50 am-10:23 am

Nonstop1h 33m

$117

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

mié. 12/17

3:22 pm-5:03 pm

Nonstop1h 41m

Chicago O'Hare Intl

mié. 12/17

9:05 pm-10:36 pm

Nonstop1h 31m

$117

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

mié. 1/28

10:00 am-11:47 am

Nonstop1h 47m

Chicago O'Hare Intl

mar. 2/3

6:46 pm-8:22 pm

Nonstop1h 36m

$117

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

sáb. 12/13

6:12 am-7:56 am

Nonstop1h 44m

Chicago O'Hare Intl

lun. 12/22

10:51 am-12:30 pm

Nonstop1h 39m

$125

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

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, May is the cheapest month in which you can book a flight from Wisconsin to Illinois (average of $179). Flying from Wisconsin to Illinois in January is currently the most expensive (average of $198). 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 noviembre 10, 2025.

One of the essential ways to save on airfare from Wisconsin to Illinois is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 24% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Wisconsin to Illinois. Price data was last updated on December 16, 2024.

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

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 noviembre 10, 2025.

The most flights from USWI to USIL are scheduled on a Friday (60 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (34 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 noviembre 10, 2025.
See what other customers who have flown with United Airlines and American Airlines from Wisconsin to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,012 reviews

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,012 reviews
United Airlines
7.4
Good
9,012 reviews

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,045 reviews
United Airlines
7.4
Good
9,012 reviews

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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.

  • How long is the flight from Wisconsin to Illinois?

    Airlines like Sun Country Air, Southwest, and Delta fly from Wisconsin to Illinois in about 1h 35m. The time it takes to get you to your destination is usually consistent. There are 348 mi between Wisconsin and Illinois. Most flights are nonstop.

  • 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 Southwest ($49), United Airlines ($49), and Delta ($59).

  • 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, May is the cheapest month in which you can book a flight from Wisconsin to Illinois (average of $179). Flying from Wisconsin to Illinois in January is currently the most expensive (average of $198). 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 2 airlines flying from Wisconsin to Illinois

Discover the top 2 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 noviembre 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$270FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$304FlexibilityNo cancel feeOn-time71%

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