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Find cheap flights from Wisconsin to Chicago from $68

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 4/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
qui 4/18
qui 4/25

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In the last 7 days travelers have searched 47,600,107 times on KAYAK, and here is why:

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Good to know

Low season

February

High season

March

Cheapest flight

$68
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly and prices are also 23% lower on average.
Flight from Milwaukee to Chicago O'Hare Airport

FAQs for booking flights from Wisconsin to Chicago

  • How does KAYAK find such low prices on flights from Wisconsin to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Wisconsin to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Wisconsin to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Wisconsin to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Wisconsin with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Wisconsin to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Wisconsin to Chicago?

Find which airlines fly direct from Wisconsin to Chicago, which days they fly and book direct flights.

Nonstop departures

Wisconsin to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Saturday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

See more direct flights

Nonstop returns

Chicago to Wisconsin

Monday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Saturday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

See more direct flights
See more direct flights

Book cheap flights from Wisconsin to Chicago

Recent round-trip flight deals

4/16ter
2 stopsSpirit Airlines
15h 22mMKE-ORD
4/23ter
2 stopsSpirit Airlines
11h 03mORD-MKE
$158
4/16ter
1 stopSpirit Airlines
16h 34mMKE-ORD
4/23ter
2 stopsSpirit Airlines
11h 03mORD-MKE
$168
5/26dom
nonstopAmerican Airlines
1h 12mATW-ORD
5/30qui
nonstopAmerican Airlines
0h 55mORD-ATW
$177
4/23ter
2 stops
14h 26mMKE-MDW
4/26sex
1 stop
10h 05mMDW-MKE
$177
5/7ter
nonstopAmerican Airlines
1h 01mMKE-ORD
5/31sex
nonstopAmerican Airlines
0h 46mORD-MKE
$178
5/26dom
1 stopDelta
4h 00mATW-MDW
5/30qui
1 stopDelta
3h 13mMDW-ATW
$196
5/26dom
1 stopDelta
5h 37mATW-ORD
5/29qua
1 stopDelta
5h 15mORD-ATW
$196
5/26dom
nonstopUnited Airlines
1h 17mATW-ORD
5/29qua
nonstopUnited Airlines
1h 11mORD-ATW
$237
5/8qua
nonstopUnited Airlines
1h 05mMKE-ORD
5/29qua
nonstopUnited Airlines
1h 00mORD-MKE
$238
4/17qua
2 stops
28h 00mMKE-ORD
4/24qua
2 stops
15h 50mORD-MKE
$251

Search by stops

Search by airline

Search by price

Recent one-way flight deals

4/10qua
1 stopFrontier
13h 00mMKE-ORD
$68
4/10qua
1 stopFrontier
20h 40mMKE-MDW
$79
4/10qua
nonstopAmerican Airlines
1h 00mMKE-ORD
$90
5/18sáb
nonstopAmerican Airlines
0h 59mMSN-ORD
$90
7/1seg
nonstopUnited Airlines
1h 04mMKE-ORD
$120
6/28sex
nonstopUnited Airlines
1h 18mATW-ORD
$120
5/2qui
1 stop
11h 01mMKE-ORD
$121
4/25qui
1 stop
9h 10mCWA-ORD
$123
5/6seg
2 stopsSpirit Airlines
28h 15mMKE-ORD
$146
5/6seg
3 stopsSpirit Airlines
37h 20mMKE-ORD
$165

Search by stops

Search by airline

Search by price

Last minute flights from Wisconsin to Chicago

Last minute flight, train and bus deals

3/20qua
multi-stopDelta
5h 19mATW-MDW
3/26ter
multi-stopDelta
4h 21mMDW-ATW
$463
3/22sex
multi-stopDelta
4h 52mATW-ORD
3/29sex
multi-stopDelta
5h 25mORD-ATW
$463
3/23sáb
nonstopAmerican Airlines
1h 16mATW-ORD
3/23sáb
nonstopAmerican Airlines
1h 07mORD-ATW
$473
3/22sex
nonstopAmerican Airlines
1h 18mATW-ORD
3/29sex
nonstopAmerican Airlines
1h 07mORD-ATW
$474
3/21qui
nonstopAmerican Airlines
1h 16mATW-ORD
3/24dom
nonstopAmerican Airlines
1h 14mORD-ATW
$479
3/22sex
multi-stop
8h 22mMKE-ORD
3/25seg
multi-stop
18h 10mORD-MKE
$592
3/22sex
multi-stop
14h 02mMKE-ORD
3/25seg
multi-stop
26h 50mORD-MKE
$620
3/20qua
multi-stopSpirit Airlines
14h 15mMKE-ORD
3/29sex
multi-stopSpirit Airlines
11h 39mORD-MKE
$702
3/21qui
nonstopUnited Airlines
1h 10mMSN-ORD
3/22sex
nonstopUnited Airlines
1h 07mORD-MSN
$913
3/21qui
nonstopUnited Airlines
1h 10mMSN-ORD
3/22sex
multi-stopUnited Airlines
17h 21mORD-MSN
$1,255

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Wisconsin

Cabin classes:

$587
$472
$606
$245