Cheap flights from Wisconsin to Chicago (CHI) from $37

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/16. 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.
MKE — CHI
May 29 — Jun 51

What is the cheapest month to fly from Wisconsin to Chicago?

Our data shows that September tends to be the cheapest month to fly to Chicago from Wisconsin. Users have commonly found prices around $227 for the month, but tickets can be as low as $138. Due to multiple factors, prepare for potentially higher prices in February.

When is the cheapest time to fly from Wisconsin to Chicago (WI - CHI)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wisconsin to Chicago as you normally would.

Cheap American Airlines flights from Wisconsin to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Wisconsin and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,725,499 searches. Data last updated May 24, 2024.
Find some of the cheapest American Airlines flights traveling from Wisconsin to Chicago. It's recommended that users confirm their flight details before booking.
Tue 8/65:57 pmMSP - ORD
Nonstop1h 34mAmerican Airlines
Sat 8/108:48 pmORD - MSP
Nonstop1h 41mAmerican Airlines
Deal found 5/22$122
Sat 8/315:57 pmMSP - ORD
Nonstop1h 34mAmerican Airlines
Mon 9/23:41 pmORD - MSP
Nonstop1h 26mAmerican Airlines
Deal found 5/22$185
Sat 6/14:00 pmMSP - ORD
Nonstop1h 34mAmerican Airlines
Sat 6/18:47 pmORD - MSP
Nonstop1h 34mAmerican Airlines
Deal found 5/22$194
Tue 8/2711:25 amGRB - ORD
Nonstop1h 09mAmerican Airlines
Tue 8/274:49 pmORD - GRB
Nonstop1h 02mAmerican Airlines
Deal found 5/22$219
Wed 6/195:38 amMKE - ORD
Nonstop1h 01mAmerican Airlines
Wed 6/265:20 pmORD - MKE
Nonstop0h 47mAmerican Airlines
Deal found 5/22$239
Wed 9/116:46 amMKE - ORD
Nonstop0h 59mAmerican Airlines
Mon 9/166:20 pmORD - MKE
Nonstop0h 44mAmerican Airlines
Deal found 5/23$249
Wed 6/126:21 pmGRB - ORD
Nonstop1h 09mAmerican Airlines
Sun 6/239:50 amORD - GRB
Nonstop1h 13mAmerican Airlines
Deal found 5/22$278
Fri 6/145:35 amMSN - ORD
Nonstop1h 00mAmerican Airlines
Fri 6/2111:04 amORD - MSN
Nonstop0h 58mAmerican Airlines
Deal found 5/23$279
Sun 6/236:18 pmMSN - ORD
Nonstop1h 00mAmerican Airlines
Mon 7/811:10 amORD - MSN
Nonstop1h 01mAmerican Airlines
Deal found 5/22$298

Cheap Sun Country Air flights from Wisconsin to Chicago

Explore cheap flight options specifically provided by Sun Country Air for the route between Wisconsin and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,725,499 searches. Data last updated May 24, 2024.
Some of the lowest-priced Sun Country Air flights we've found at this time heading from Wisconsin to Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Fri 6/2110:00 amMSP - ORD
Nonstop1h 38mSun Country Air
Sun 6/237:00 amORD - MSP
Nonstop1h 30mSun Country Air
Deal found 5/22$77
Thu 6/279:54 amMSP - ORD
Nonstop1h 39mSun Country Air
Tue 7/25:35 pmORD - MSP
Nonstop1h 30mSun Country Air
Deal found 5/22$78
Fri 7/56:00 pmMSP - ORD
Nonstop1h 39mSun Country Air
Mon 7/158:05 pmORD - MSP
Nonstop1h 44mSun Country Air
Deal found 5/23$82
Thu 6/205:34 pmMSP - ORD
Nonstop1h 36mSun Country Air
Sun 6/237:00 amORD - MSP
Nonstop1h 30mSun Country Air
Deal found 5/22$84
Fri 6/215:40 pmMSP - ORD
Nonstop1h 36mSun Country Air
Sun 6/237:00 amORD - MSP
Nonstop1h 30mSun Country Air
Deal found 5/21$85
Fri 6/285:50 pmMSP - ORD
Nonstop1h 36mSun Country Air
Mon 7/18:42 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$88
Mon 6/105:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Fri 6/148:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$90
Wed 6/195:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Fri 6/218:11 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/21$91
Wed 6/55:30 pmMSP - ORD
Nonstop1h 33mSun Country Air
Mon 6/108:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/21$92

Cheap Wisconsin to Chicago flights in May & June 2024

Find cheap flight options from Wisconsin to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,725,499 searches. Prices were last updated on May 24, 2024.
Scroll through some of the best deals on flights from Wisconsin to Chicago in 2024. Check back in a little while for more flight options.
Wed 6/195:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Mon 6/248:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$88
Mon 6/105:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Fri 6/148:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$90
Fri 6/285:50 pmMSP - ORD
Nonstop1h 36mSun Country Air
Mon 7/18:42 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$91
Fri 6/145:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Fri 6/218:11 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/22$94
Mon 6/105:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Wed 6/128:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$103
Wed 6/55:30 pmMSP - ORD
Nonstop1h 33mSun Country Air
Fri 6/148:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$110
Thu 6/275:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Sun 6/3010:15 pmORD - MSP
Nonstop1h 39mSun Country Air
Deal found 5/23$113
Thu 6/134:07 pmMSP - ORD
Nonstop1h 35mSun Country Air
Thu 6/208:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$116
Sat 6/228:00 amMSP - ORD
Nonstop1h 35mUnited Airlines
Wed 6/267:25 amORD - MSP
Nonstop1h 35mUnited Airlines
Deal found 5/23$117

Wisconsin to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Wisconsin and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,725,499 searches. Data last updated May 24, 2024.
Scroll through some of the best deals on flights from Wisconsin to Chicago in 2024. Check back in a little while for more flight options.
Fri 7/56:00 pmMSP - ORD
Nonstop1h 39mSun Country Air
Mon 7/158:05 pmORD - MSP
Nonstop1h 44mSun Country Air
Deal found 5/23$82
Wed 6/195:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Mon 6/248:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$88
Mon 6/105:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Fri 6/148:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$90
Wed 7/37:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Tue 7/96:55 pmORD - MSP
Nonstop1h 35mSun Country Air
Deal found 5/23$91
Fri 7/56:00 pmMSP - ORD
Nonstop1h 39mSun Country Air
Thu 7/118:05 pmORD - MSP
Nonstop1h 44mSun Country Air
Deal found 5/23$92
Fri 6/145:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Fri 6/218:11 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/22$94
Sun 7/285:30 pmMSP - ORD
Nonstop1h 40mSun Country Air
Mon 7/297:00 amORD - MSP
Nonstop1h 35mSun Country Air
Deal found 5/23$102
Mon 6/105:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Wed 6/128:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$103
Wed 7/245:30 pmMSP - ORD
Nonstop1h 40mSun Country Air
Wed 7/318:05 pmORD - MSP
Nonstop1h 44mSun Country Air
Deal found 5/23$105

Non-stop flights to Chicago from Wisconsin

Discover non-stop flight options from Wisconsin to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,725,499 searches. Data last updated May 24, 2024.
For a quicker trip, book one of these direct flights from Wisconsin to Chicago. Those looking to potentially save on 1 or 2-stop flights from Wisconsin to Chicago should utilize the search form at the the top of the page.
Fri 6/2110:00 amMSP - ORD
Nonstop1h 38mSun Country Air
Sun 6/237:00 amORD - MSP
Nonstop1h 30mSun Country Air
Deal found 5/22$77
Thu 6/279:54 amMSP - ORD
Nonstop1h 39mSun Country Air
Tue 7/25:35 pmORD - MSP
Nonstop1h 30mSun Country Air
Deal found 5/22$78
Fri 7/56:00 pmMSP - ORD
Nonstop1h 39mSun Country Air
Mon 7/158:05 pmORD - MSP
Nonstop1h 44mSun Country Air
Deal found 5/23$82
Thu 6/205:34 pmMSP - ORD
Nonstop1h 36mSun Country Air
Sun 6/237:00 amORD - MSP
Nonstop1h 30mSun Country Air
Deal found 5/22$84
Fri 6/215:40 pmMSP - ORD
Nonstop1h 36mSun Country Air
Sun 6/237:00 amORD - MSP
Nonstop1h 30mSun Country Air
Deal found 5/21$85
Fri 6/285:50 pmMSP - ORD
Nonstop1h 36mSun Country Air
Mon 7/18:42 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$88
Mon 6/105:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Fri 6/148:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$90
Wed 6/195:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Fri 6/218:11 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/21$91
Mon 6/105:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Fri 6/218:11 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/22$92

Wisconsin to Chicago flights leaving soon

Find last-minute flight options from Wisconsin to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,725,499 searches. Data last updated May 24, 2024.
Have a look at some of the last-minute flights available departing from Wisconsin to Chicago. It's wise to confirm all flight details are correct before booking.
Wed 6/55:30 pmMSP - ORD
Nonstop1h 33mSun Country Air
Mon 6/108:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/21$92
Wed 6/55:30 pmMSP - ORD
Nonstop1h 33mSun Country Air
Sun 6/166:25 amORD - MSP
Nonstop1h 30mSun Country Air
Deal found 5/22$98
Thu 6/64:00 pmMSP - ORD
Nonstop1h 35mSun Country Air
Fri 6/78:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/22$103
Wed 6/55:30 pmMSP - ORD
Nonstop1h 33mSun Country Air
Wed 6/198:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/22$105
Wed 6/55:30 pmMSP - ORD
Nonstop1h 33mSun Country Air
Fri 6/148:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/23$110
Sun 6/25:30 pmMSP - ORD
Nonstop1h 33mSun Country Air
Wed 6/58:00 pmORD - MSP
Nonstop1h 43mSun Country Air
Deal found 5/22$113
Sun 6/25:30 pmMSP - ORD
Nonstop1h 33mSun Country Air
Mon 6/108:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/21$115
Wed 6/55:30 pmMSP - ORD
Nonstop1h 33mSun Country Air
Fri 6/78:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/22$116
Wed 6/55:30 pmMSP - ORD
Nonstop1h 33mSun Country Air
Mon 6/178:05 pmORD - MSP
Nonstop1h 48mSun Country Air
Deal found 5/22$118

One-way flights to Chicago from Wisconsin

Search for one-way flight options from Wisconsin to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,725,499 searches. Data last updated May 24, 2024.
Take a look at some of the one-way flights we've detected from Wisconsin to Chicago. Users can also find round-trip Wisconsin to Chicago flights by using the search form above.
Mon 9/164:20 pmMSP - ORD
Nonstop1h 42mSun Country Air
Deal found 5/23$37
Wed 6/265:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Deal found 5/23$38
Thu 6/279:54 amMSP - ORD
Nonstop1h 39mSun Country Air
Deal found 5/22$39
Thu 7/44:00 pmMSP - ORD
Nonstop1h 35mSun Country Air
Deal found 5/22$44
Wed 6/55:30 pmMSP - ORD
Nonstop1h 33mSun Country Air
Deal found 5/21$45
Thu 7/255:30 pmMSP - ORD
Nonstop1h 40mSun Country Air
Deal found 5/22$46
Mon 6/245:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Deal found 5/22$47
Tue 8/2710:20 amMSP - ORD
1 stop10h 15mSpirit Airlines
Deal found 5/22$54
Wed 6/125:30 pmMSP - ORD
Nonstop1h 36mSun Country Air
Deal found 5/22$58

Find flights from Wisconsin to Chicago within your budget

Customize your flight search to find flights from Wisconsin to Chicago 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, Cheapflights users made 2,725,499 searches. Data last updated May 24, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$77 - $181

Route

Depart

Return

Price

Minneapolis St PaulChicago O'Hare Intl

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 6/21

Nonstop1h 38m

Chicago O'Hare Intl

Sun 6/23

Nonstop1h 30m

$77

Minneapolis St PaulChicago O'Hare Intl

MSP - ORD

MSPORD

Minneapolis St Paul

Thu 6/27

Nonstop1h 39m

Chicago O'Hare Intl

Tue 7/2

Nonstop1h 30m

$78

Minneapolis St PaulChicago O'Hare Intl

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 7/5

Nonstop1h 39m

Chicago O'Hare Intl

Mon 7/15

Nonstop1h 44m

$82

Minneapolis St PaulChicago O'Hare Intl

MSP - ORD

MSPORD

Minneapolis St Paul

Tue 6/25

Nonstop1h 36m

Chicago O'Hare Intl

Tue 6/25

Nonstop1h 33m

$112

Minneapolis St PaulChicago Midway

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 7/1

Nonstop1h 38m

Chicago Midway

Thu 7/4

Nonstop1h 39m

$117

Minneapolis St PaulChicago O'Hare Intl

MSP - ORD

MSPORD

Minneapolis St Paul

Tue 8/6

Nonstop1h 34m

Chicago O'Hare Intl

Sat 8/10

Nonstop1h 41m

$122

Minneapolis St PaulChicago O'Hare Intl

MSP - ORD

MSPORD

Minneapolis St Paul

Tue 6/11

2 stops23h 53m

Chicago O'Hare Intl

Sun 6/16

Nonstop1h 30m

$125

Minneapolis St PaulChicago O'Hare Intl

MSP - ORD

MSPORD

Minneapolis St Paul

Tue 6/11

1 stop10h 39m

Chicago O'Hare Intl

Wed 6/12

3 stops21h 54m

$152

Minneapolis St PaulChicago Midway

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 6/10

1 stop11h 30m

Chicago Midway

Thu 6/13

Nonstop1h 30m

$181

Flights are sorted by cheapest first

Deals found on 5/22

No data available for this route at this time. Please check back soon.

Best time to book a flight from Wisconsin to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Wisconsin with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 24, 2024.
Read reviews from past customers who have flown American Airlines, Sun Country Air and Frontier from Wisconsin to Chicago. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
5,997 reviews

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.2
Very good
5,997 reviews
Southwest
8.2
Very good
5,997 reviews

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

8.1
Very good
9,175 reviews
Southwest
8.2
Very good
5,997 reviews

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

8.0
Very good
10,561 reviews
Southwest
8.2
Very good
5,997 reviews

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

7.6
Good
4,417 reviews
Southwest
8.2
Very good
5,997 reviews

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

7.5
Good
2,895 reviews
Southwest
8.2
Very good
5,997 reviews

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find flights from Wisconsin to Chicago for under $100 on Cheapflights?

    Yes, there are multiple flights from Wisconsin to Chicago for under $100. The cheapest flight booked recently is on Sun Country Air for just $77, but on average you can expect to pay $94.

  • Are there nonstop flights from Wisconsin to Chicago for under $100 on Cheapflights?

    Cheapflights has at least 20 direct flights from Wisconsin to Chicago under $100. A good price for a nonstop flight from Wisconsin to Chicago is less than $94.

  • Are there last-minute flights available from Wisconsin to Chicago for under $100?

    There are currently 20+ open flights from Wisconsin to Chicago within the next 7 days for less than $100.

  • What days are nonstop flights available from Wisconsin to Chicago?

    Nonstop flights can be found on the following days: Sunday, Monday, Wednesday, Friday, Saturday.

  • How many flights depart from Wisconsin to Chicago on average per day?

    On average 10 flights depart from Wisconsin to Chicago per day.
    Morning (6am - Noon) - 70% of flight departures
    Afternoon (Noon - 6pm) - 30% of flight departures

  • How long is the flight from Wisconsin to Chicago?

    A quick flight from Wisconsin to Chicago can take about 1h 36m. Sun Country Air provides one of the quickest options available for as low as $77. Wisconsin and Chicago are separated by a distance of 67 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Wisconsin to Chicago one-way?

    One-way options have recently been found by users for as low as $37 on Sun Country Air. Other airlines that offer cheap prices include Spirit Airlines from $54 and Delta from $59 one-way.

  • What are the most popular routes from Wisconsin to Chicago?

  • What are the most reliable airlines from Wisconsin to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Wisconsin to Chicago on time: Envoy Air (88%), Japan Airlines (87%), Aer Lingus (84%).

  • What are the cheapest flights from Wisconsin to Chicago?

    Looking for the cheapest flight from Wisconsin to Chicago? While on average our users pay $1,248, our data indicates the cheapest price to be $132. The most popular route (Minneapolis St Paul - Chicago O'Hare Intl), is priced around $77.

  • What does MKE to ORD mean?

    MKE and ORD are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. MKE to ORD refers to a flight route from Milwaukee-Mitchell Airport to Chicago O'Hare Intl Airport. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from Wisconsin to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Wisconsin to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Wisconsin to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Wisconsin to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Wisconsin to Chicago that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Chicago.

  • Can I find deals for business class flights from Wisconsin to Chicago?

    Yes. Cheapflights offers flight deals from Wisconsin to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Wisconsin to Chicago that allow pets onboard?

    Many airlines flying from Wisconsin to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Wisconsin to Chicago?

    Yes, you can often find last-minute deals on Wisconsin to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Wisconsin to Chicago flight deals updated?

    The Wisconsin to Chicago flight deals you see on this page were last updated on 5/23.

  • When is the best time to book a flight from Wisconsin to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Wisconsin to Chicago (average of $244). Flying from Wisconsin to Chicago in June is currently the most expensive (average of $330). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Wisconsin to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Wisconsin to Chicago

Discover the top 2 airlines that operate flights from Wisconsin to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,725,499 searches. Data last updated May 24, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$110Average$208FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$138Average$303FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Search flights from Wisconsin to Chicago by cabin class

Find flights from Wisconsin to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Wisconsin to Chicago

Find hourly flight availability from Wisconsin to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 24, 2024.
18%of flight departuresEarly morningMidnight to 6 am
49%of flight departuresMorning6 am to noon
33%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations