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Cheap flights from Chicago Midway Airport to Wisconsin from $67

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Wisconsin departing on 1/20. 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 Chicago Midway Airport to Wisconsin

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:16 pm - 9:00 pm
MDW
-
MSP
1h 44mnonstop
Delta Logo
4:50 pm - 6:32 pm
MSP
-
MDW
1h 42mnonstop
$133Delta
Wed, Jan 7 - Wed, Jan 14
Delta Logo
9:50 am - 11:34 am
MDW
-
MSP
1h 44mnonstop
Delta Logo
4:55 pm - 6:36 pm
MSP
-
MDW
1h 41mnonstop
$138Delta
Sun, Jan 18 - Tue, Jan 20
Delta Logo
11:48 am - 1:32 pm
MDW
-
MSP
1h 44mnonstop
Delta Logo
3:30 pm - 5:19 pm
MSP
-
MDW
1h 49mnonstop
$143Delta
Wed, Dec 24 - Thu, Dec 25
Southwest Logo
1:45 pm - 3:15 pm
MDW
-
MSP
1h 30mnonstop
Southwest Logo
6:50 am - 1:20 pm
MSP
-
MDW
6h 30m1 stop
$148Southwest
Thu, Jan 1 - Wed, Jan 7
Southwest Logo
1:50 pm - 9:50 pm
MDW
-
MSP
8h 00m1 stop
Southwest Logo
11:00 am - 12:30 pm
MSP
-
MDW
1h 30mnonstop
$149Southwest
Tue, Jan 6 - Tue, Jan 13
Delta Logo
9:50 am - 11:32 am
MDW
-
MSP
1h 42mnonstop
Delta Logo
4:57 pm - 6:37 pm
MSP
-
MDW
1h 40mnonstop
$152Delta
Wed, Feb 18 - Thu, Feb 26
Delta Logo
11:45 am - 1:32 pm
MDW
-
MSP
1h 47mnonstop
Delta Logo
7:05 am - 9:08 am
MSP
-
MDW
2h 03mnonstop
$157Delta
Sat, Jan 17 - Mon, Jan 19
Southwest Logo
1:50 pm - 9:50 pm
MDW
-
MSP
8h 00m1 stop
Southwest Logo
6:50 am - 1:20 pm
MSP
-
MDW
6h 30m1 stop
$158Southwest
Tue, Jan 6 - Tue, Jan 13
Southwest Logo
12:25 pm - 1:55 pm
MDW
-
MSP
1h 30mnonstop
Southwest Logo
6:50 am - 1:25 pm
MSP
-
MDW
6h 35m1 stop
$162Southwest
Thu, Feb 19 - Wed, Feb 25
Southwest Logo
2:30 pm - 4:00 pm
MDW
-
MSP
1h 30mnonstop
Southwest Logo
5:20 am - 10:20 am
MSP
-
MDW
5h 00m1 stop
$167Southwest
Sat, Jan 17 - Mon, Jan 19

Southwest flights from Chicago Midway Airport to Wisconsin

Our best Southwest deals on Chicago Midway Airport to Wisconsin flight tickets
Southwest
Jan 13
MDW2:35 pmChicago Midway
6h 00m
1 stop
MSP8:35 pmMinneapolis St Paul
Jan 20
MSP7:20 amMinneapolis St Paul
1h 55m
MDW9:15 amChicago Midway
$143
Find similar
Southwest
Jan 13
MDW1:25 pmChicago Midway
7h 10m
2 stops
MSP8:35 pmMinneapolis St Paul
Jan 20
MSP7:20 amMinneapolis St Paul
1h 55m
MDW9:15 amChicago Midway
$148
Find similar
Southwest
Jan 6
MDW1:50 pmChicago Midway
8h 00m
1 stop
MSP9:50 pmMinneapolis St Paul
Jan 13
MSP11:00 amMinneapolis St Paul
1h 30m
MDW12:30 pmChicago Midway
$149
Find similar

Frontier flights from Chicago Midway Airport to Wisconsin

Our best Frontier deals on Chicago Midway Airport to Wisconsin flight tickets
Frontier
Jan 15
MDW11:05 amChicago Midway
9h 32m
1 stop
MSP8:37 pmMinneapolis St Paul
Jan 22
MSP12:06 pmMinneapolis St Paul
10h 13m
1 stop
MDW10:19 pmChicago Midway
$183
Find similar
Frontier
Jan 16
MDW9:09 pmChicago Midway
26h 09m
1 stop
MSP11:18 pmMinneapolis St Paul
Jan 18
MSP10:00 amMinneapolis St Paul
7h 20m
1 stop
MDW5:20 pmChicago Midway
$184
Find similar
Frontier
Feb 19
MDW7:30 amChicago Midway
12h 02m
1 stop
MSP7:32 pmMinneapolis St Paul
Feb 22
MSP12:26 pmMinneapolis St Paul
7h 33m
1 stop
MDW7:59 pmChicago Midway
$197
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Wisconsin 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, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Wed 1/7

7:16 pm-9:00 pm

Nonstop1h 44m

Minneapolis St Paul

Wed 1/14

4:50 pm-6:32 pm

Nonstop1h 42m

$133

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sun 1/18

9:50 am-11:34 am

Nonstop1h 44m

Minneapolis St Paul

Tue 1/20

4:55 pm-6:36 pm

Nonstop1h 41m

$138

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Wed 12/24

11:48 am-1:32 pm

Nonstop1h 44m

Minneapolis St Paul

Thu 12/25

3:30 pm-5:19 pm

Nonstop1h 49m

$143

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 1/1

1:45 pm-3:15 pm

Nonstop1h 30m

Minneapolis St Paul

Wed 1/7

6:50 am-1:20 pm

1 stop6h 30m

$148

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 1/6

1:50 pm-9:50 pm

1 stop8h 00m

Minneapolis St Paul

Tue 1/13

11:00 am-12:30 pm

Nonstop1h 30m

$149

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Wed 2/18

9:50 am-11:32 am

Nonstop1h 42m

Minneapolis St Paul

Thu 2/26

4:57 pm-6:37 pm

Nonstop1h 40m

$152

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 1/17

11:45 am-1:32 pm

Nonstop1h 47m

Minneapolis St Paul

Mon 1/19

7:05 am-9:08 am

Nonstop2h 03m

$157

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 1/6

1:50 pm-9:50 pm

1 stop8h 00m

Minneapolis St Paul

Tue 1/13

6:50 am-1:20 pm

1 stop6h 30m

$158

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 2/19

12:25 pm-1:55 pm

Nonstop1h 30m

Minneapolis St Paul

Wed 2/25

6:50 am-1:25 pm

1 stop6h 35m

$162

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 1/17

2:30 pm-4:00 pm

Nonstop1h 30m

Minneapolis St Paul

Mon 1/19

5:20 am-10:20 am

1 stop5h 00m

$167

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Wisconsin from

How to get the cheapest flight ticket from Chicago Midway Airport to Wisconsin

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 Chicago Midway to Wisconsin flight route?

Fly from Chicago Midway to Milwaukee-Mitchell for the best Chicago Midway - Wisconsin flight prices

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

There is only 1 cabin class available to choose from on Chicago Midway to Wisconsin flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Chicago Midway Airport to Wisconsin flight deals and tips

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

Fastest flight time

0h 27m

Direct flights

Every day

Airports in Wisconsin

80 airports
The fastest flight from Chicago Midway Airport to Wisconsin takes 0h 27m
Direct flights go from Chicago Midway Airport to Wisconsin every day.
There are 80 airports in Wisconsin. From Chicago Midway Airport there are direct flights to Milwaukee-Mitchell (MKE), Minneapolis St Paul (MSP).
Search flight deals

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Wisconsin.

  • What documentation or ID do you need to fly to Wisconsin?

    The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago Midway Airport to Wisconsin?

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Wisconsin. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Wisconsin from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Wisconsin?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Wisconsin.

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

If you are not ready to book a flight from Chicago to Wisconsin now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Wisconsin and let you know when they change.

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Sat 1/17
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