Madison

$115+ Cheap flights from Chicago (CHI) to Madison (MSN)

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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MSN
Nov 5 — Nov 121
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Cheap flight deals from Chicago to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 31, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

December

Cheapest in

August

Round-trip from

$229
(United Airlines)

One-way from

$115
(American Airlines)
Provider with most accurate pricing for Chicago (CHI)-Madison Truax Field flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Madison Truax Field flights.
High demand for flights, 32% potential price rise
Best time to find cheap flights, 29% potential price drop
From Chicago (CHI) to Madison Truax Field
One-way flight from Chicago (CHI) to Madison Truax Field

Find flight deals from Chicago to Madison

Cheapest flights from Chicago to Madison
Explore the most affordable flight options available from Chicago to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2024.

This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/131:55 pmORD - MSN
Nonstop0h 54mUnited Airlines
Sun 12/157:00 amMSN - ORD
Nonstop1h 04mUnited Airlines
Deal found 10/31$229
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/275:43 pmORD - MSN
1 stop5h 05mAmerican Airlines
Wed 12/46:07 pmMSN - ORD
Nonstop1h 04mAmerican Airlines
Deal found 10/30$263
This Mytrip deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2710:55 amORD - MSN
1 stop6h 35mMultiple Airlines
Wed 12/49:40 amMSN - ORD
2 stops23h 57mMultiple Airlines
Deal found 10/30$328
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/305:15 pmORD - MSN
1 stop15h 30mDelta
Sun 11/39:25 amMSN - ORD
1 stop6h 56mDelta
Deal found 10/30$1,875
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/305:45 pmMDW - MSN
1 stop15h 00mDelta
Sun 11/39:25 amMSN - MDW
1 stop7h 38mDelta
Deal found 10/30$1,906

Find flights from Chicago to Madison within your budget

Customize your flight search to find flights from Chicago to Madison 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 2,570,725 searches. Data last updated October 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 12/5

10:05 am-11:08 am

Nonstop1h 03m

$115

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Mon 12/2

8:20 pm-9:24 pm

Nonstop1h 04m

$145

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 11/15

4:21 pm-5:25 pm

2 stops25h 04m

$152

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 11/29

5:20 pm-9:06 pm

1 stop3h 46m

$203

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 12/13

1:55 pm-2:49 pm

Nonstop0h 54m

Madison Truax Field

Sun 12/15

7:00 am-8:04 am

Nonstop1h 04m

$229

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 11/27

5:43 pm-10:48 pm

1 stop5h 05m

Madison Truax Field

Wed 12/4

6:07 pm-7:11 pm

Nonstop1h 04m

$263

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 11/27

10:55 am-5:30 pm

1 stop6h 35m

Madison Truax Field

Wed 12/4

9:40 am-9:37 am

2 stops23h 57m

$328

Flights are sorted by cheapest first

Deals found on 10/31

Compare providers for flights from Chicago to Madison

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Madison in October.
ProviderPrice AccuracyTrust Score*Cancellation Policy
ExpediaPrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy
FlightHubPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
eDreamsPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Madison flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Chicago 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.

Travel insights for flights from Chicago to Madison

Get recent, data-driven insights about flights from Chicago to Madison including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Madison?

Currently, February is the cheapest month in which you can book a flight from Chicago to Madison (average of $335). Flying from Chicago to Madison in July is currently the most expensive (average of $419). 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.

What is the cheapest time of day to fly from CHI to MSN?

Find hourly flight availability from Chicago to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 31, 2024.

A simple way to save on the total cost of your ticket is to fly from Chicago to Madison in the evening. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking a flight in the morning.

Rainfall in Madison by month

Plan your trip to Madison by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.

Temperature in Madison by month

Plan your trip to Madison by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Madison, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated October 31, 2024.
To help decide which airline to fly from Chicago to Madison, see what other customers have to say about United Airlines and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
8,835 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

8.0
Very good
8,835 reviews
8.0
Very good
8,835 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

7.4
Good
9,240 reviews
8.0
Very good
8,835 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

7.2
Good
10,000 reviews
8.0
Very good
8,835 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

7.1
Good
435 reviews
8.0
Very good
8,835 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Chicago to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to Madison from Chicago?

    Most people fly into Madison Truax Field (MSN) if they book a flight to Madison from Chicago. On average, Truax Field has 9 inbound flights from Chicago per day from 2 airlines. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

  • Can I find flights from Chicago to Madison for under $300 on Cheapflights?

    Yes, there are multiple flights from Chicago to Madison for under $300. The cheapest flight booked recently is on United Airlines for just $229, but on average you can expect to pay $273.

  • Are there nonstop flights from Chicago to Madison for under $300 on Cheapflights?

    Cheapflights has at least 2 direct flights from Chicago to Madison under $300. A good price for a nonstop flight from Chicago to Madison is less than $258.

  • Are there last-minute flights available from Chicago to Madison for under $500?

    There are currently 3+ open flights from Chicago to Madison within the next 7 days for less than $500.

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

    You can find nonstop flights on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

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

    On average, you can expect to see 78 flights from Chicago to Madison a day.
    Morning (6am - Noon) - 13% of flight departures
    Afternoon (Noon - 6pm) - 55% of flight departures
    Evening (6pm - Midnight) - 32% of flight departures

  • How long is the flight from Chicago to Madison?

    There are many flights that can get you from Chicago to Madison in 54m. Fly via United Airlines or American Airlines to get the fastest option. The distance between Chicago and Madison is about 109 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Madison round-trip?

    Cheapflights users have booked flights from Chicago to Madison round-trip from $229. Another airline that can offer you cheap pricing is American Airlines. You may be able to fly from Chicago to Madison for 20% less than the average price by searching for these airlines.

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

    $115 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $145 and $203, respectively.

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

    No one likes to see their flight delayed. When booking a flight from Chicago to Madison consider choosing Copa Airlines (96%), Piedmont Airlines (92%) or Air Wisconsin (89%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Madison?

    On average you can expect to pay $252 for a flight from Chicago to Madison. The cheapest flight overall is $108 while the most popular route, (Chicago O'Hare Intl - Madison Truax Field) is currently priced at $229.

  • What does ORD to MSN mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago O'Hare Intl Airport to Madison Truax Field Airport flight would often be abbreviated as a ORD to MSN flight. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

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

    The amount of baggage you can bring on your Chicago to Madison 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 Chicago to Madison with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Madison 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 Chicago to Madison that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Madison 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 Chicago to Madison that allow pets onboard?

    Many airlines flying from Chicago to Madison 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 Chicago to Madison?

    Yes, you can often find last-minute deals on Chicago to Madison 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 Chicago to Madison flight deals updated?

    The Chicago to Madison flight deals you see on this page were last updated on 10/31.

  • What is the cheapest month to book a flight from Chicago to Madison?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Madison (average of $335). Flying from Chicago to Madison in July is currently the most expensive (average of $419). 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 Chicago to Madison

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Chicago to Madison

Discover the top 2 airlines that operate flights from Chicago to Madison. 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 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$169Average$383FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$268FlexibilityNo cancel feeOn-time71%
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