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Cheap flights from Wisconsin to Chicago from $59

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Wisconsin to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
9:05 am - 11:03 amMSP  Minneapolis St Paul-MDW Chicago Midway
1h 58mnonstop
Delta Logo
9:55 am - 11:34 amMDW  Chicago Midway-MSP Minneapolis St Paul
1h 39mnonstop
$117Delta
Thu, Dec 31 - Tue, Jan 26
Delta Logo
7:00 am - 8:55 amMSP  Minneapolis St Paul-MDW Chicago Midway
1h 55mnonstop
Delta Logo
5:30 pm - 7:15 pmMDW  Chicago Midway-MSP Minneapolis St Paul
1h 45mnonstop
$117Delta
Sat, Dec 5 - Tue, Dec 8
Southwest Logo
3:10 pm - 4:40 pmMSP  Minneapolis St Paul-MDW Chicago Midway
1h 30mnonstop
Southwest Logo
7:45 am - 9:10 amMDW  Chicago Midway-MSP Minneapolis St Paul
1h 25mnonstop
$117Southwest
Tue, Oct 6 - Thu, Oct 8
Southwest Logo
7:00 pm - 8:30 pmMSP  Minneapolis St Paul-MDW Chicago Midway
1h 30mnonstop
Southwest Logo
8:30 am - 9:55 amMDW  Chicago Midway-MSP Minneapolis St Paul
1h 25mnonstop
$117Southwest
Mon, Oct 26 - Sat, Oct 31
Delta Logo
4:40 pm - 6:19 pmMSP  Minneapolis St Paul-MDW Chicago Midway
1h 39mnonstop
Delta Logo
9:59 am - 11:40 amMDW  Chicago Midway-MSP Minneapolis St Paul
1h 41mnonstop
$117Delta
Wed, Sep 23 - Thu, Sep 24
Delta Logo
9:05 am - 11:03 amMSP  Minneapolis St Paul-MDW Chicago Midway
1h 58mnonstop
Delta Logo
9:55 am - 11:34 amMDW  Chicago Midway-MSP Minneapolis St Paul
1h 39mnonstop
$117Delta
Thu, Dec 31 - Thu, Jan 21
Southwest Logo
7:00 pm - 8:30 pmMSP  Minneapolis St Paul-MDW Chicago Midway
1h 30mnonstop
Southwest Logo
7:55 am - 9:20 amMDW  Chicago Midway-MSP Minneapolis St Paul
1h 25mnonstop
$117Southwest
Mon, Oct 5 - Wed, Oct 7
Frontier Logo
8:43 am - 5:46 pmMSP  Minneapolis St Paul-MDW Chicago Midway
9h 03m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:25 am - 2:06 pmMDW  Chicago Midway-MSP Minneapolis St Paul
6h 41m1 stop Atlanta Hartsfield-Jackson
$118Frontier
Thu, Oct 1 - Sat, Oct 31
Frontier Logo
3:01 pm - 11:47 pmMSP  Minneapolis St Paul-MDW Chicago Midway
8h 46m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:16 am - 2:06 pmMDW  Chicago Midway-MSP Minneapolis St Paul
7h 50m1 stop Atlanta Hartsfield-Jackson
$118Frontier
Tue, Oct 27 - Wed, Oct 28
Frontier Logo
3:01 pm - 11:47 pmMSP  Minneapolis St Paul-MDW Chicago Midway
8h 46m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:25 am - 2:06 pmMDW  Chicago Midway-MSP Minneapolis St Paul
6h 41m1 stop Atlanta Hartsfield-Jackson
$118Frontier
Wed, Oct 28 - Sat, Oct 31

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Delta flights from Wisconsin to Chicago Midway Airport

Our best Delta deals on Wisconsin to Chicago Midway Airport flight tickets
Delta
Sep 22
MSP11:41 amMinneapolis St Paul
1h 39m
MDW1:20 pmChicago Midway
Sep 26
MDW9:59 amChicago Midway
1h 41m
MSP11:40 amMinneapolis St Paul
$117
Delta
Oct 3
MSP7:05 amMinneapolis St Paul
1h 43m
MDW8:48 amChicago Midway
Oct 6
MDW12:27 pmChicago Midway
1h 43m
MSP2:10 pmMinneapolis St Paul
$176
Delta
Oct 17
MSP3:08 pmMinneapolis St Paul
1h 39m
MDW4:47 pmChicago Midway
Oct 19
MDW5:31 pmChicago Midway
1h 44m
MSP7:15 pmMinneapolis St Paul
$177

Frontier flights from Wisconsin to Chicago Midway Airport

Our best Frontier deals on Wisconsin to Chicago Midway Airport flight tickets
Frontier
Oct 1
MSP8:43 amMinneapolis St Paul
9h 03m
1 stop
MDW5:46 pmChicago Midway
Oct 31
MDW7:25 amChicago Midway
6h 41m
1 stop
MSP2:06 pmMinneapolis St Paul
$118
Frontier
Oct 28
MSP3:01 pmMinneapolis St Paul
8h 46m
1 stop
MDW11:47 pmChicago Midway
Oct 30
MDW6:16 amChicago Midway
7h 50m
1 stop
MSP2:06 pmMinneapolis St Paul
$135
Frontier
Nov 5
MSP11:42 amMinneapolis St Paul
12h 05m
1 stop
MDW11:47 pmChicago Midway
Nov 11
MDW6:16 amChicago Midway
7h 50m
1 stop
MSP2:06 pmMinneapolis St Paul
$150

momondo Fare Finder

 
Use the filters below to find and compare flights from Wisconsin to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MinneapolisChicago

MSP Minneapolis St Paul - MDW Chicago Midway

MSPMDW

Minneapolis St Paul

Thu 12/31

9:05 am-11:03 am

Nonstop1h 58m

Chicago Midway

Tue 1/26

9:55 am-11:34 am

Nonstop1h 39m

$117

MinneapolisChicago

MSP Minneapolis St Paul - MDW Chicago Midway

MSPMDW

Minneapolis St Paul

Sat 12/5

7:00 am-8:55 am

Nonstop1h 55m

Chicago Midway

Tue 12/8

5:30 pm-7:15 pm

Nonstop1h 45m

$117
Quickest round-trip

MinneapolisChicago

MSP Minneapolis St Paul - MDW Chicago Midway

MSPMDW

Minneapolis St Paul

Tue 10/6

3:10 pm-4:40 pm

Nonstop1h 30m

Chicago Midway

Thu 10/8

7:45 am-9:10 am

Nonstop1h 25m

$117

MinneapolisChicago

MSP Minneapolis St Paul - MDW Chicago Midway

MSPMDW

Minneapolis St Paul

Mon 10/26

7:00 pm-8:30 pm

Nonstop1h 30m

Chicago Midway

Sat 10/31

8:30 am-9:55 am

Nonstop1h 25m

$117

MinneapolisChicago

MSP Minneapolis St Paul - MDW Chicago Midway

MSPMDW

Minneapolis St Paul

Wed 9/23

4:40 pm-6:19 pm

Nonstop1h 39m

Chicago Midway

Thu 9/24

9:59 am-11:40 am

Nonstop1h 41m

$117

MinneapolisChicago

MSP Minneapolis St Paul - MDW Chicago Midway

MSPMDW

Minneapolis St Paul

Thu 12/31

9:05 am-11:03 am

Nonstop1h 58m

Chicago Midway

Thu 1/21

9:55 am-11:34 am

Nonstop1h 39m

$117

MinneapolisChicago

MSP Minneapolis St Paul - MDW Chicago Midway

MSPMDW

Minneapolis St Paul

Mon 10/5

7:00 pm-8:30 pm

Nonstop1h 30m

Chicago Midway

Wed 10/7

7:55 am-9:20 am

Nonstop1h 25m

$117

MinneapolisChicago

MSP Minneapolis St Paul - MDW Chicago Midway

MSPMDW

Minneapolis St Paul

Thu 10/1

8:43 am-5:46 pm

1 stop9h 03m

Chicago Midway

Sat 10/31

7:25 am-2:06 pm

1 stop6h 41m

$118

MinneapolisChicago

MSP Minneapolis St Paul - MDW Chicago Midway

MSPMDW

Minneapolis St Paul

Tue 10/27

3:01 pm-11:47 pm

1 stop8h 46m

Chicago Midway

Wed 10/28

6:16 am-2:06 pm

1 stop7h 50m

$118

MinneapolisChicago

MSP Minneapolis St Paul - MDW Chicago Midway

MSPMDW

Minneapolis St Paul

Wed 10/28

3:01 pm-11:47 pm

1 stop8h 46m

Chicago Midway

Sat 10/31

7:25 am-2:06 pm

1 stop6h 41m

$118

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 Chicago from

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

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 Midway Airport?

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Wisconsin. The lowest ticket price found for a Saturday departure recently was $403. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Tuesday is the most expensive day to depart from Wisconsin because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $453.

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

Flying to Chicago Midway Airport from Wisconsin at noon is the least expensive time of day to depart. momondo users have found prices as low as $385 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $422. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Wisconsin to Chicago Midway flight route?

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

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

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

Can stopping save me money on Wisconsin to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Wisconsin to Chicago Midway Airport.

Cheap Wisconsin to Chicago Midway Airport flight deals and tips

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

Best Price Found

$59

Fastest flight time

0h 50m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Wisconsin in the past 72 hours is $59. The best round-trip flight deal from Wisconsin to Chicago Midway Airport found on momondo in the last 72 hours is $117.
The fastest flight from Wisconsin to Chicago Midway Airport takes 0h 50m
Direct flights go from Wisconsin to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Wisconsin to Chicago Midway Airport

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

    Prices for flights from Wisconsin to Chicago Midway Airport refresh daily.

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

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

    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 Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
Griffith
Saint John

Why use momondo?

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

Finding the right flight to Chicago from Wisconsin is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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?

momondo helps you find the best flight between Wisconsin and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Wisconsin to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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