Cheap flights from Chicago to Madison (CHI - MSN)

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How to find the cheapest flight from
Chicago (CHI) to Madison (MSN)

All the information you need to plan the best CHI to MSN flight in 2022: compare Chicago to Madison flight prices with the expected peak season, weather and rainfall in Madison.
CHI - MSN
Price
$30 - $384
MSN
Temperature
19.4 - 71.6 °F
MSN
Rainfall
1.2 - 4.5 inches

Popular in

January

High demand for flights, 31% potential price rise

Cheapest in

May

Best time to find cheap flights, 89% potential price drop

Average price

$30

Average for round-trip flights in May 2022

Round-trip from

$30

From Chicago (CHI) to Madison Truax Field

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
When is the cheapest time to fly from Chicago to Madison (CHI - MSN)?

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 44% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly round-trip from Chicago to Madison?

Flying to your destination on a Sunday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Madison. Check prices with Cheapflights to find a great deal for your trip.

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

May can be a great time to fly to Madison from Chicago with a flight ticket averaging about $265. Cheapflights users have found deals in the month of May for as cheap as $29. The most expensive prices can be found in the month of January.

Cheap flights from Chicago to Madison in May, June 2022

The best prices found for CHI to MSN flights for May, June
10 Jun - 12 Jun
$168pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
15 Jun - 22 Jun
$172pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
7 Jun - 14 Jun
$188pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Chicago to Madison 2022 flight deals

Cheap flights to Madison from Chicago found for this year
20 Dec - 16 Jan
$168pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
15 Jun - 22 Jun
$172pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
3 Jul - 9 Jul
$178pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Madison from Chicago

Save time with Chicago to Madison direct flight deals
10 Jun - 12 Jun
$168pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
15 Jun - 22 Jun
$172pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
3 Jul - 9 Jul
$178pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Madison

Late deals on round-trip flights to Madison from Chicago, departing today and this week
27 May - 30 May
$258pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
27 May - 30 May
$358pp
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
27 May - 30 May
$406pp
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
MSN
Madison Truax Field
MSN
Madison Truax Field
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Truax Field from Chicago

The cheapest one-way flights from Chicago to Madison
3:15 am - 10:03 am
United Airlines
1 Stop
6h 48m
ORD - MSN
United Airlines
$316
United
10:55 am - 9:01 am
Frontier
1 Stop
22h 06m
MDW - MSN
Frontier
$422
Kiwi.com
4:45 am - 6:32 pm
Delta
1 Stop
13h 47m
ORD - MSN
Delta
$428
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Madison</span> flights.

Flight FAQs

From Chicago to Madison

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 24 inbound flights from Chicago per day from 3 airlines. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

Which airlines flying from Chicago to Madison Truax Field have flexible cancellations due to COVID-19?

Some of our airline partners flying from Chicago to Madison Truax Field have new flexible policies in place due to COVID-19. United Airlines, American Airlines, and Bus are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like United Airlines with this kind of flexibility.

Are there nonstop flights from Chicago to Madison for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Madison under $200. A good price for a nonstop flight from Chicago to Madison is less than $299.

Are there last-minute flights available from Chicago to Madison for under $300?

There are currently 20+ open flights from Chicago to Madison within the next 7 days for less than $300.

What days are nonstop flights available from Chicago to Madison?

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

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

On average, you can expect to see 8 flights from Chicago to Madison a day.
Morning (6am - Noon) - 38% of flight departures
Afternoon (Noon - 6pm) - 25% of flight departures
Evening (6pm - Midnight) - 38% of flight departures

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

$184 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 Frontier, with prices starting from $194 and $306, respectively.

What are the most popular airlines that fly from Chicago to Madison?

Before booking your flight from Chicago to Madison check out the most popular airlines for this route: Bus, American Airlines or United Airlines.

What are the cheapest flights from Chicago to Madison?

On average you can expect to pay $202 for a flight from Chicago to Madison. The cheapest flight overall is $152 while the most popular route, (Chicago O'Hare Intl - Madison Truax Field) is currently priced at $211.

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 Air Wisconsin (92%), GoJet (89%) or Piedmont Airlines (87%) as they are the most reliable in getting you off to your destination on time.

COVID Restrictions

View COVID Travel Restrictions for Madison, WI

Do I need a COVID test to fly to Madison from Chicago?

Information is based on travel restrictions for travel to Madison Truax Field within the United States

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Madison Truax Field.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Madison Truax Field.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Madison Truax Field.

Do I need a test to fly back to Chicago from Madison?

Returning to Chicago from Madison Truax Field

COVID-19 testing requirements
Visitors from Madison Truax Field must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Chicago.

Quarantine requirements
Visitors from Madison Truax Field are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for Madison, WI

Destination information for Madison

Things to know before you go - useful duration and weather info for your trip from Chicago to Madison.
Average temperature for May in Madison
71.6 °F
Avg rainfall for May in Madison
3.9 ″

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing Madison

Hourly flight availability from Chicago to Madison

See what time of day planes typically take off from Chicago towards Madison.
Afternoon Noon to 6 PM 35% of CHI to MSN departures
Morning 6 AM to noon 32% of CHI to MSN departures
Evening 6 PM to midnight 32% of CHI to MSN departures
Early morning Midnight to 6 AM 1% of CHI to MSN departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to Madison
See how many times per day planes take to the skies headed from Chicago to Madison.
Sunday
22 daily flights
Monday
25 daily flights
Tuesday
26 daily flights
Wednesday
27 daily flights
Thursday
26 daily flights
Friday
24 daily flights
Saturday
22 daily flights
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