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Cheap flights from Wisconsin to Chicago from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Chicago departing on 4/7. 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 Wisconsin to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Wisconsin 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 Wisconsin to Chicago.

Cheap last minute flights

Planning a quick getaway from Wisconsin 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 Wisconsin to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:00 am - 12:44 amMSP-ORD
18h 44m1 stop
7:18 pm - 9:39 amORD-MSP
14h 21m1 stop
$113Frontier
Find Deal
Mon, Feb 24 - Wed, Feb 26
6:00 am - 12:17 amMSP-MDW
18h 17m1 stop
5:10 am - 4:44 pmMDW-MSP
11h 34m1 stop
$116Frontier
Find Deal
Tue, Feb 11 - Thu, Feb 13
5:00 pm - 6:39 pmMSP-ORD
1h 39mnonstop
6:50 pm - 8:34 pmORD-MSP
1h 44mnonstop
$116Sun Country Air
Find Deal
Fri, Apr 25 - Sun, Apr 27
5:00 pm - 6:39 pmMSP-ORD
1h 39mnonstop
6:50 pm - 8:34 pmORD-MSP
1h 44mnonstop
$121Sun Country Air
Find Deal
Fri, Apr 25 - Sun, Apr 27
4:27 pm - 6:06 pmMSP-ORD
1h 39mnonstop
6:45 am - 11:28 pmORD-MSP
16h 43m1 stop
Thu, Apr 10 - Sat, Apr 12
5:30 pm - 7:09 pmMSP-ORD
1h 39mnonstop
3:31 pm - 12:40 amORD-MSP
9h 09m1 stop
Fri, May 9 - Sat, May 10
12:58 pm - 2:31 pmEAU-ORD
1h 33mnonstop
10:50 am - 12:22 pmORD-EAU
1h 32mnonstop
$180United Airlines
Find Deal
Mon, Feb 3 - Fri, Feb 7
1:05 pm - 2:16 pmMKE-ORD
1h 11mnonstop
9:05 pm - 9:59 pmORD-MKE
0h 54mnonstop
$189United Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
9:00 am - 10:07 amMKE-ORD
1h 07mnonstop
6:34 pm - 7:42 pmORD-MKE
1h 08mnonstop
$193American Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
5:24 am - 7:05 amMSP-ORD
1h 41mnonstop
3:00 pm - 4:34 pmORD-MSP
1h 34mnonstop
$216American Airlines
Find Deal
Wed, Feb 5 - Sun, Feb 9
10:55 am - 8:14 pmMSP-MDW
9h 19m1 stop
$55Frontier
Find Deal
Mon, Apr 7
6:00 am - 2:26 pmMSP-ORD
8h 26m1 stop
$55Frontier
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Sat, May 17
5:00 pm - 6:39 pmMSP-ORD
1h 39mnonstop
$58Sun Country Air
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Fri, Apr 25
4:00 pm - 5:35 pmMSP-ORD
1h 35mnonstop
$59Sun Country Air
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Thu, Apr 3
2:17 pm - 10:21 pmMSP-ORD
8h 04m1 stop
$77Spirit Airlines
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Wed, May 7
2:17 pm - 10:21 pmMSP-ORD
8h 04m1 stop
$78Spirit Airlines
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Tue, May 6
12:30 pm - 1:51 pmATW-ORD
1h 21mnonstop
$95American Airlines
Find Deal
Tue, Feb 4
5:19 pm - 9:15 pmATW-ORD
3h 56m1 stop
$105Delta
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Tue, Feb 4
6:05 pm - 7:43 pmMSP-ORD
1h 38mnonstop
$106Delta
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Tue, Apr 22
12:45 pm - 2:12 pmGRB-ORD
1h 27mnonstop
$109American Airlines
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Thu, Jan 30
6:00 am - 12:13 amMSP-MDW
18h 13m1 stop
8:15 am - 11:08 pmMDW-MSP
14h 53m1 stop
$289Frontier
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Tue, Jan 14 - Tue, Jan 21
6:00 pm - 9:58 pmDLH-ORD
3h 58m1 stop
6:15 am - 10:03 amORD-DLH
3h 48m1 stop
$313Delta
Find Deal
Tue, Jan 14 - Sat, Jan 18
6:00 am - 10:55 pmMSP-ORD
16h 55m2 stops
7:00 am - 8:18 pmORD-MSP
37h 18m3 stops
$323Spirit Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 21
6:00 am - 5:55 amMSP-ORD
23h 55m2 stops
7:00 am - 8:18 pmORD-MSP
37h 18m3 stops
$331Spirit Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 21
6:00 am - 10:55 pmMSP-ORD
16h 55m2 stops
10:47 pm - 11:11 pmORD-MSP
24h 24m2 stops
Tue, Jan 14 - Fri, Jan 17
6:00 am - 5:55 amMSP-ORD
23h 55m2 stops
7:26 am - 2:57 pmORD-MSP
7h 31m1 stop
Tue, Jan 14 - Tue, Jan 21
3:06 pm - 5:00 pmDLH-ORD
1h 54mnonstop
8:13 pm - 10:00 pmORD-DLH
1h 47mnonstop
$419United Airlines
Find Deal
Tue, Jan 14 - Sat, Jan 18
3:22 pm - 5:04 pmMSP-ORD
1h 42mnonstop
8:00 pm - 10:52 amORD-MSP
14h 52m2 stops
$449United Airlines
Find Deal
Sat, Jan 11 - Sat, Jan 11
1:30 pm - 2:00 pmMSP-ORD
24h 30m1 stop
11:00 am - 4:00 pmORD-MSP
5h 00m1 stop
$478Denver Air Connection
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Tue, Jan 14 - Tue, Jan 21
1:30 pm - 2:00 pmMSP-ORD
24h 30m1 stop
11:00 am - 4:00 pmORD-MSP
5h 00m1 stop
$489Denver Air Connection
Find Deal
Mon, Jan 13 - Sun, Jan 19
5:00 pm - 6:39 pmMSP-ORD
1h 39mnonstop
6:50 pm - 8:34 pmORD-MSP
1h 44mnonstop
$117Sun Country Air
Find Deal
Fri, Apr 25 - Sun, Apr 27
4:40 pm - 6:19 pmMSP-ORD
1h 39mnonstop
6:50 pm - 8:34 pmORD-MSP
1h 44mnonstop
$119Sun Country Air
Find Deal
Thu, Apr 24 - Sun, Apr 27
10:50 am - 12:20 pmMSP-MDW
1h 30mnonstop
3:30 pm - 4:55 pmMDW-MSP
1h 25mnonstop
$132Southwest
Find Deal
Wed, Jan 22 - Wed, Jan 22
12:58 pm - 2:31 pmEAU-ORD
1h 33mnonstop
10:50 am - 12:22 pmORD-EAU
1h 32mnonstop
$180United Airlines
Find Deal
Mon, Feb 3 - Fri, Feb 7
1:05 pm - 2:16 pmMKE-ORD
1h 11mnonstop
9:05 pm - 9:59 pmORD-MKE
0h 54mnonstop
$189United Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
9:00 am - 10:07 amMKE-ORD
1h 07mnonstop
6:34 pm - 7:42 pmORD-MKE
1h 08mnonstop
$193American Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
6:00 am - 7:45 amMSP-MDW
1h 45mnonstop
11:00 am - 12:25 pmMDW-MSP
1h 25mnonstop
$210Southwest
Find Deal
Tue, Mar 4 - Tue, Mar 4
11:00 am - 12:42 pmMSP-MDW
1h 42mnonstop
6:59 pm - 8:42 pmMDW-MSP
1h 43mnonstop
$215Delta
Find Deal
Wed, Feb 5 - Wed, Feb 12
5:24 am - 7:05 amMSP-ORD
1h 41mnonstop
9:50 am - 11:35 amORD-MSP
1h 45mnonstop
$216American Airlines
Find Deal
Wed, Jan 29 - Thu, Jan 30
11:00 am - 12:46 pmMSP-MDW
1h 46mnonstop
1:26 pm - 3:08 pmMDW-MSP
1h 42mnonstop
$216Delta
Find Deal
Wed, Jan 29 - Sun, Feb 2

Frontier flights from Wisconsin to Chicago

Our best Frontier deals on Wisconsin to Chicago flight tickets
Frontier
Feb 24
MSP6:00 amMinneapolis St Paul
18h 44m
1 stop
ORD12:44 amChicago O'Hare Intl
Feb 26
ORD7:18 pmChicago O'Hare Intl
14h 21m
1 stop
MSP9:39 amMinneapolis St Paul
Frontier
Feb 11
MSP6:00 amMinneapolis St Paul
18h 17m
1 stop
MDW12:17 amChicago Midway
Feb 13
MDW5:10 amChicago Midway
11h 34m
1 stop
MSP4:44 pmMinneapolis St Paul
Frontier
Feb 24
MSP6:00 amMinneapolis St Paul
18h 44m
1 stop
ORD12:44 amChicago O'Hare Intl
Feb 26
ORD7:18 pmChicago O'Hare Intl
14h 21m
1 stop
MSP9:39 amMinneapolis St Paul

Sun Country Air flights from Wisconsin to Chicago

Our best Sun Country Air deals on Wisconsin to Chicago flight tickets
Sun Country Air
Apr 25
MSP5:00 pmMinneapolis St Paul
1h 39m
ORD6:39 pmChicago O'Hare Intl
Apr 27
ORD6:50 pmChicago O'Hare Intl
1h 44m
MSP8:34 pmMinneapolis St Paul
Sun Country Air
Apr 25
MSP5:00 pmMinneapolis St Paul
1h 39m
ORD6:39 pmChicago O'Hare Intl
Apr 27
ORD6:50 pmChicago O'Hare Intl
1h 44m
MSP8:34 pmMinneapolis St Paul
Sun Country Air
Feb 21
MSP10:54 amMinneapolis St Paul
1h 36m
ORD12:30 pmChicago O'Hare Intl
Feb 23
ORD7:00 amChicago O'Hare Intl
1h 40m
MSP8:40 amMinneapolis St Paul

See travel insights to Chicago from

How to get the cheapest flight ticket from Wisconsin 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 on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $279. This is often the case because there is less demand to fly during this day of the week. When flying out on a Wednesday, the most expensive travel day of the week, you can expect to see flight prices from Wisconsin to Chicago for around $288.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Wisconsin to Chicago during this time can be as low as $266. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $391.

What is the cheapest Wisconsin to Chicago flight route?

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

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

There are 4 cabin classes available to choose from on Wisconsin to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Wisconsin to Chicago flight deals and tips

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

Best Price Found

$55

Fastest flight time

0h 57m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Wisconsin in the past 72 hours is $55. The best round-trip flight deal from Wisconsin to Chicago found on momondo in the last 72 hours is $113.
The fastest flight from Wisconsin to Chicago takes 0h 57m
Direct flights go from Wisconsin to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • When did momondo last update prices for flights from Wisconsin to Chicago?

    Prices for flights from Wisconsin to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Wisconsin to Chicago?

  • How old do you have to be to fly from Wisconsin to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin 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 Wisconsin to Chicago?


Best airlines flying from Wisconsin to Chicago

Compare and see reviews for airlines that fly from Wisconsin to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $176Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $178Free CancellationRating
7.4
8,942 reviews
Search United Airlines flights

Why use momondo?

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

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

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

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

How can momondo help me find flights from Wisconsin 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 Wisconsin.

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

Yes momondo offers price alerts on flights to Chicago from Wisconsin. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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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