How many flights depart from Chicago Midway Airport to Wisconsin on average per week?

57 flights are operational weekly from Chicago Midway Airport to Wisconsin as of March 2026. The most popular departure day for this route is Tue, with 25% of flights per week taking off on this day.

What is the cheapest airline that flies from Chicago Midway to Wisconsin?

Southwest, Delta, and Allegiant Air are the most popular carriers operating from Chicago Midway to Wisconsin

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?

As of March 2026, there are 2 operators available to choose from 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.

$49 Cheap Flights from Chicago Midway Airport to Wisconsin in 2026

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Find the cheapest flights from Chicago Midway Airport to Wisconsin

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:20 pm - 9:00 pm

MDW

MSP

1h 40mnonstop

4:57 pm - 6:36 pm

MSP

MDW

1h 39mnonstop

$115Delta

Fri, Apr 10 - Mon, Apr 13

10:10 am - 10:55 am

MDW

MKE

0h 45mnonstop

4:05 pm - 4:55 pm

MKE

MDW

0h 50mnonstop

$117Southwest

Wed, Apr 15 - Wed, Apr 22

6:25 pm - 12:05 am

MDW

MKE

5h 40m

1 stop

5:50 am - 6:50 am

MKE

MDW

1h 00mnonstop

$127Southwest

Mon, Mar 30 - Mon, Apr 6

6:25 pm - 7:55 pm

MDW

MSP

1h 30mnonstop

5:20 am - 6:50 am

MSP

MDW

1h 30mnonstop

$127Southwest

Sat, Apr 18 - Wed, Apr 22

7:40 am - 9:10 am

MDW

MSP

1h 30mnonstop

5:15 am - 6:45 am

MSP

MDW

1h 30mnonstop

$132Southwest

Sat, Mar 28 - Sat, Apr 4

5:40 pm - 10:55 pm

MDW

MKE

5h 15m

1 stop

5:30 pm - 11:00 pm

MKE

MDW

5h 30m

1 stop

$137Southwest

Mon, Mar 30 - Mon, Apr 6

9:10 am - 2:10 pm

MDW

MSP

5h 00m

1 stop

5:20 am - 6:50 am

MSP

MDW

1h 30mnonstop

$137Southwest

Sat, Apr 18 - Wed, Apr 22

7:40 am - 9:10 am

MDW

MSP

1h 30mnonstop

6:55 am - 4:35 pm

MSP

MDW

9h 40m

2 stops

$142Southwest

Sat, Apr 18 - Wed, Apr 22

7:20 pm - 9:00 pm

MDW

MSP

1h 40mnonstop

5:06 pm - 6:40 pm

MSP

MDW

1h 34mnonstop

$144Delta

Mon, Mar 30 - Sat, Apr 4

5:08 pm - 5:56 pm

MDW

MSN

24h 48m

1 stop

6:01 pm - 6:13 pm

MSN

MDW

24h 12m

1 stop

$375Multiple Airlines

Fri, Mar 13 - Tue, Mar 17

Delta flights from Chicago Midway Airport to Wisconsin

Our best Delta deals on Chicago Midway Airport to Wisconsin flight tickets

Delta

Apr 10

MDW7:20 pmChicago Midway

1h 40m

MSP9:00 pmMinneapolis St Paul

Apr 13

MSP4:57 pmMinneapolis St Paul

1h 39m

MDW6:36 pmChicago Midway

$115

Delta

Mar 30

MDW7:20 pmChicago Midway

1h 40m

MSP9:00 pmMinneapolis St Paul

Apr 4

MSP5:06 pmMinneapolis St Paul

1h 34m

MDW6:40 pmChicago Midway

$144

Delta

Apr 9

MDW9:30 amChicago Midway

1h 37m

MSP11:07 amMinneapolis St Paul

Apr 13

MSP4:57 pmMinneapolis St Paul

1h 39m

MDW6:36 pmChicago Midway

$156

Frontier flights from Chicago Midway Airport to Wisconsin

Our best Frontier deals on Chicago Midway Airport to Wisconsin flight tickets

Frontier

Apr 17

MDW9:14 amChicago Midway

24h 36m

1 stop

MSP9:50 amMinneapolis St Paul

Apr 19

MSP10:34 amMinneapolis St Paul

21h 30m

1 stop

MDW8:04 amChicago Midway

$160

Frontier

May 15

MDW9:14 amChicago Midway

24h 36m

1 stop

MSP9:50 amMinneapolis St Paul

May 18

MSP3:40 pmMinneapolis St Paul

6h 41m

1 stop

MDW10:21 pmChicago Midway

$171

Frontier

May 1

MDW11:33 amChicago Midway

22h 17m

1 stop

MSP9:50 amMinneapolis St Paul

May 4

MSP11:30 amMinneapolis St Paul

10h 49m

1 stop

MDW10:19 pmChicago Midway

$175

momondo Fare Finder

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

Fri 4/10

7:20 pm-9:00 pm

Nonstop1h 40m

Minneapolis St Paul

Mon 4/13

4:57 pm-6:36 pm

Nonstop1h 39m

$115

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Wed 4/15

10:10 am-10:55 am

Nonstop0h 45m

Milwaukee-Mitchell

Wed 4/22

4:05 pm-4:55 pm

Nonstop0h 50m

$117

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Mon 3/30

6:25 pm-12:05 am

1 stop5h 40m

Milwaukee-Mitchell

Mon 4/6

5:50 am-6:50 am

Nonstop1h 00m

$127

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 4/18

6:25 pm-7:55 pm

Nonstop1h 30m

Minneapolis St Paul

Wed 4/22

5:20 am-6:50 am

Nonstop1h 30m

$127

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 3/28

7:40 am-9:10 am

Nonstop1h 30m

Minneapolis St Paul

Sat 4/4

5:15 am-6:45 am

Nonstop1h 30m

$132

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Mon 3/30

5:40 pm-10:55 pm

1 stop5h 15m

Milwaukee-Mitchell

Mon 4/6

5:30 pm-11:00 pm

1 stop5h 30m

$137

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 4/18

9:10 am-2:10 pm

1 stop5h 00m

Minneapolis St Paul

Wed 4/22

5:20 am-6:50 am

Nonstop1h 30m

$137

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 4/18

7:40 am-9:10 am

Nonstop1h 30m

Minneapolis St Paul

Wed 4/22

6:55 am-4:35 pm

2 stops9h 40m

$142

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Mon 3/30

7:20 pm-9:00 pm

Nonstop1h 40m

Minneapolis St Paul

Sat 4/4

5:06 pm-6:40 pm

Nonstop1h 34m

$144

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Fri 3/13

5:08 pm-5:56 pm

1 stop24h 48m

Madison Truax Field

Tue 3/17

6:01 pm-6:13 pm

1 stop24h 12m

$375

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 45m
Direct flights	Every day
Airports in Wisconsin	80 airports

The fastest flight from Chicago Midway Airport to Wisconsin takes 0h 45m

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?
As of March 2026, there are 2 operators available to choose from 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago Midway Airport to Wisconsin is Airbus A321neo (17.65% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (17.65%), Boeing 737 MAX 8 (11.76%), and Airbus A320neo (11.76%).

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.