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$120+ 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MSN
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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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 November 21, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

December

Cheapest in

August

Round-trip from

$179
(American Airlines)

One-way from

$120
(United Airlines)
Provider with most accurate pricing for Chicago (CHI)-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Madison Truax Field flights.
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High demand for flights, 29% potential price rise
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Best time to find cheap flights, 32% potential price drop
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From Chicago (CHI) to Madison Truax Field
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One-way flight from Chicago (CHI) to Madison Truax Field
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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 November 21, 2024.

This American Airlines deal was found by Cheapflights users on 11/20. 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.
Tue 12/1010:05 amORD - MSN
Nonstop1h 01mAmerican Airlines
Tue 12/175:30 amMSN - ORD
Nonstop1h 03mAmerican Airlines
Deal found 11/20$179
This United Airlines deal was found by Cheapflights users on 11/19. 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.
Thu 12/198:50 amORD - MSN
Nonstop1h 20mUnited Airlines
Thu 12/266:19 amMSN - ORD
Nonstop1h 13mUnited Airlines
Deal found 11/19$239
This Mytrip deal was found by Cheapflights users on 11/19. 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.
Thu 12/198:30 amORD - MSN
1 stop9h 11mMultiple Airlines
Thu 12/267:10 pmMSN - ORD
2 stops23h 28mMultiple Airlines
Deal found 11/19$872
This Mytrip deal was found by Cheapflights users on 11/19. 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.
Thu 12/1911:47 amORD - MSN
2 stops25h 03mSun Country Air
Thu 12/267:10 pmMSN - ORD
2 stops23h 28mSun Country Air
Deal found 11/19$950

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 2,629,791 searches. Data last updated November 21, 2024.

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Route

Depart

Return

Price

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 1/8

12:40 pm-1:46 pm

Nonstop1h 06m

Madison Truax Field

Wed 1/22

10:38 am-11:50 am

Nonstop1h 12m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sun 1/5

9:27 pm-10:30 pm

Nonstop1h 03m

Madison Truax Field

Sun 1/12

6:30 am-7:43 am

Nonstop1h 13m

$239

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Tue 1/7

10:19 am-10:39 pm

1 stop12h 20m

Madison Truax Field

Wed 1/22

9:38 am-5:47 pm

1 stop8h 09m

$375

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 1/8

6:15 am-5:40 pm

1 stop11h 25m

Madison Truax Field

Tue 1/21

5:40 pm-8:59 am

1 stop15h 19m

$375

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 1/11

4:27 pm-5:46 pm

3 stops25h 19m

Madison Truax Field

Sat 1/18

9:48 am-11:12 am

3 stops25h 24m

$601

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 12/19

11:47 am-12:50 pm

2 stops25h 03m

Madison Truax Field

Thu 12/26

7:10 pm-6:38 pm

2 stops23h 28m

$950

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 12/17

1:55 pm-2:49 pm

Nonstop0h 54m

$120

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 12/20

1:20 pm-2:29 pm

Nonstop1h 09m

$125

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 12/20

6:05 am-5:41 pm

1 stop11h 36m

$183

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 12/24

5:50 pm-2:00 pm

1 stop20h 10m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 11 results
1
2

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*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 $336). 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 November 21, 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 33% on your trip compared to booking a flight in the morning.

Weekly flight availability from Chicago to Madison

Explore weekly flight availability from Chicago to Madison. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 21, 2024.

The most flights from CHI to MSN are scheduled on a Monday (35 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

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 November 21, 2024.
Delta
8.0
Very good
8,758 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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

Delta
8.0
Very good
8,758 reviews
Delta
8.0
Very good
8,758 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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

United Airlines
7.4
Good
9,172 reviews
Delta
8.0
Very good
8,758 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,758 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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

Sun Country Air
7.0
Good
416 reviews
Delta
8.0
Very good
8,758 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

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 25 inbound flights from Chicago per day from 2 airlines. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

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

    Cheapflights users have booked flights from Chicago to Madison round-trip from $179. Other airlines that can offer you cheap pricing are United Airlines, from $239, and Delta, from $375. You may be able to fly from Chicago to Madison for 40% less than the average price by searching for these airlines.

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

    $120 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $125 and $258, 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 Republic Airways (99%), Iberia (94%) or Copa Airlines (92%) 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 $265 for a flight from Chicago to Madison. The cheapest flight overall is $121 while the most popular route, (Chicago O'Hare Intl - Madison Truax Field) is currently priced at $179.

  • 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.

  • 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 $336). 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.

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Alternative routes for Chicago to Madison

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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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$176Average$279FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$339FlexibilityNo cancel feeOn-time69%
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