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Cheap flights from Chicago Midway Airport to Wisconsin from $49

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 9/4. 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

Southwest Logo
3:10 pm - 4:45 pmMDW-MSP
1h 35mnonstop
Southwest Logo
7:20 am - 8:50 amMSP-MDW
1h 30mnonstop
$97Southwest
Find Deal
Sat, Sep 13 - Sat, Sep 20
Southwest Logo
10:10 am - 11:50 amMDW-MSP
1h 40mnonstop
Southwest Logo
5:05 am - 6:30 amMSP-MDW
1h 25mnonstop
$106Southwest
Find Deal
Wed, Sep 10 - Sun, Sep 14
Southwest Logo
4:25 pm - 6:00 pmMDW-MSP
1h 35mnonstop
Southwest Logo
5:05 am - 6:30 amMSP-MDW
1h 25mnonstop
$110Southwest
Find Deal
Wed, Sep 3 - Sun, Sep 7
Southwest Logo
5:25 pm - 7:00 pmMDW-MSP
1h 35mnonstop
Southwest Logo
5:05 am - 6:30 amMSP-MDW
1h 25mnonstop
$114Southwest
Find Deal
Fri, Sep 26 - Sun, Sep 28
Southwest Logo
8:00 am - 9:35 amMDW-MSP
1h 35mnonstop
Southwest Logo
7:05 am - 8:35 amMSP-MDW
1h 30mnonstop
$119Southwest
Find Deal
Sun, Sep 21 - Fri, Sep 26
Delta Logo
11:48 am - 1:25 pmMDW-MSP
1h 37mnonstop
Delta Logo
9:16 am - 10:59 amMSP-MDW
1h 43mnonstop
$157Delta
Find Deal
Tue, Dec 30 - Thu, Jan 1
Delta Logo
1:43 pm - 3:25 pmMDW-MSP
1h 42mnonstop
Delta Logo
6:00 am - 12:28 pmMSP-MDW
6h 28m1 stop
$167Delta
Find Deal
Sat, Aug 23 - Sat, Aug 30
Delta Logo
7:10 pm - 8:49 pmMDW-MSP
1h 39mnonstop
Delta Logo
7:00 am - 8:46 amMSP-MDW
1h 46mnonstop
$170Delta
Find Deal
Fri, Nov 7 - Sun, Nov 9
Frontier Logo
6:20 am - 2:51 pmMDW-MSP
8h 31m1 stop
Frontier Logo
12:16 pm - 12:22 amMSP-MDW
12h 06m1 stop
$188Frontier
Find Deal
Sat, Aug 16 - Sun, Aug 31
Frontier Logo
6:31 pm - 12:17 amMDW-MSP
5h 46m1 stop
Frontier Logo
11:00 am - 9:48 pmMSP-MDW
10h 48m1 stop
$198Frontier
Find Deal
Fri, Aug 22 - Mon, Aug 25

Delta flights from Chicago Midway Airport to Wisconsin

Our best Delta deals on Chicago Midway Airport to Wisconsin flight tickets
Delta
Dec 30
MDW11:48 amChicago Midway
1h 37m
MSP1:25 pmMinneapolis St Paul
Jan 1
MSP9:16 amMinneapolis St Paul
1h 43m
MDW10:59 amChicago Midway
$157
Find similar
Delta
Aug 23
MDW1:43 pmChicago Midway
1h 42m
MSP3:25 pmMinneapolis St Paul
Aug 30
MSP6:00 amMinneapolis St Paul
6h 28m
1 stop
MDW12:28 pmChicago Midway
$167
Find similar
Delta
Nov 7
MDW7:10 pmChicago Midway
1h 39m
MSP8:49 pmMinneapolis St Paul
Nov 9
MSP7:00 amMinneapolis St Paul
1h 46m
MDW8:46 amChicago Midway
$170
Find similar

Southwest flights from Chicago Midway Airport to Wisconsin

Our best Southwest deals on Chicago Midway Airport to Wisconsin flight tickets
Southwest
Sep 13
MDW3:10 pmChicago Midway
1h 35m
MSP4:45 pmMinneapolis St Paul
Sep 20
MSP7:20 amMinneapolis St Paul
1h 30m
MDW8:50 amChicago Midway
$97
Find similar
Southwest
Sep 10
MDW10:10 amChicago Midway
1h 40m
MSP11:50 amMinneapolis St Paul
Sep 14
MSP5:05 amMinneapolis St Paul
1h 25m
MDW6:30 amChicago Midway
$106
Find similar
Southwest
Sep 3
MDW4:25 pmChicago Midway
1h 35m
MSP6:00 pmMinneapolis St Paul
Sep 7
MSP5:05 amMinneapolis St Paul
1h 25m
MDW6:30 amChicago Midway
$110
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 August 4, 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

Sat 9/13

3:10 pm-4:45 pm

Nonstop1h 35m

Minneapolis St Paul

Sat 9/20

7:20 am-8:50 am

Nonstop1h 30m

$97

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Wed 9/10

10:10 am-11:50 am

Nonstop1h 40m

Minneapolis St Paul

Sun 9/14

5:05 am-6:30 am

Nonstop1h 25m

$106

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Wed 9/3

4:25 pm-6:00 pm

Nonstop1h 35m

Minneapolis St Paul

Sun 9/7

5:05 am-6:30 am

Nonstop1h 25m

$110

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Fri 9/26

5:25 pm-7:00 pm

Nonstop1h 35m

Minneapolis St Paul

Sun 9/28

5:05 am-6:30 am

Nonstop1h 25m

$114

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sun 9/21

8:00 am-9:35 am

Nonstop1h 35m

Minneapolis St Paul

Fri 9/26

7:05 am-8:35 am

Nonstop1h 30m

$119

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 12/30

11:48 am-1:25 pm

Nonstop1h 37m

Minneapolis St Paul

Thu 1/1

9:16 am-10:59 am

Nonstop1h 43m

$157

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 8/23

1:43 pm-3:25 pm

Nonstop1h 42m

Minneapolis St Paul

Sat 8/30

6:00 am-12:28 pm

1 stop6h 28m

$167

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Fri 11/7

7:10 pm-8:49 pm

Nonstop1h 39m

Minneapolis St Paul

Sun 11/9

7:00 am-8:46 am

Nonstop1h 46m

$170

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 8/16

6:20 am-2:51 pm

1 stop8h 31m

Minneapolis St Paul

Sun 8/31

12:16 pm-12:22 am

1 stop12h 06m

$188

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Fri 8/22

6:31 pm-12:17 am

1 stop5h 46m

Minneapolis St Paul

Mon 8/25

11:00 am-9:48 pm

1 stop10h 48m

$198

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 airline that flies from Chicago Midway to Wisconsin?

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

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

Best Price Found

$49

Fastest flight time

1h 25m

Direct flights

Every day

Airports in Wisconsin

3 airports
The best one-way flight to Wisconsin from Chicago Midway Airport in the past 72 hours is $49. The best round-trip flight deal from Chicago Midway Airport to Wisconsin found on momondo in the last 72 hours is $97.
The fastest flight from Chicago Midway Airport to Wisconsin takes 1h 25m
Direct flights go from Chicago Midway Airport to Wisconsin every day.
There are 3 airports near Wisconsin: Duluth Intl (DLH), Green Bay Austin-Straubel (GRB), Minneapolis St Paul (MSP)
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  • 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.

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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