Q: Can I fly back to Madison Truax Field from Chicago?

Returning to Madison Truax Field from Chicago COVID-19 testing requirements Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering Madison Truax Field. Quarantine requirements Visitors from Chicago are not required to quarantine after entering Madison Truax Field.

Question 1

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

Accepted Answer

According to our current data, United Airlines ($168), and American Airlines ($175) offers the cheapest pricing from Madison to Chicago. United Airlines is priced at 43% lower than the current average price of a flight leaving 3 months from now.

Question 2

Can I fly to Chicago from Madison Truax Field right now?

Accepted Answer

Information is based on travel restrictions for travel to Chicago within the United States

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

COVID-19 testing requirements
Visitors from Madison Truax Field are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago.

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

Question 3

Can I fly back to Madison Truax Field from Chicago?

Accepted Answer

Returning to Madison Truax Field from Chicago

COVID-19 testing requirements
Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering Madison Truax Field.

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

Question 4

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

Accepted Answer

Train, Bus and American Airlines are the most popular airlines when flying from Madison to Chicago.

Question 5

What are the cheapest flights from Madison to Chicago?

Accepted Answer

Looking for the cheapest flight from Madison to Chicago? While on average our users pay $216, our data indicates the cheapest price to be $184. The most popular route (Madison Truax Field - Chicago O'Hare Intl), is priced around $168.

Question 6

What are the most reliable airlines from Madison to Chicago?

Accepted Answer

No one likes to see their flight delayed. When booking a flight from Madison to Chicago consider choosing Japan Airlines (95%), Republic Airways (93%) or Qatar Airways (92%) as they are the most reliable in getting you off to your destination on time.

Question 7

Can I find flights from Madison to Chicago for under $200 on Cheapflights?

Accepted Answer

Yes, there are multiple flights from Madison to Chicago for under $200. The cheapest flight booked recently is on United Airlines for just $168, but on average you can expect to pay $246.

Question 8

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

Accepted Answer

Cheapflights has at least 14 direct flights from Madison to Chicago under $200. A good price for a nonstop flight from Madison to Chicago is less than $345.

Question 9

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

Accepted Answer

There are currently 15+ open flights from Madison to Chicago within the next 7 days for less than $300.

Question 10

What airport do you fly from for flights from Madison to Chicago?

Accepted Answer

For a flight from Madison to Chicago, you will be flying from Truax Field. Madison Truax Field (MSN) is just 5.4 mi from the center of the city. Truax Field is the only Madison airport and it handles 25 outbound flights to Chicago per day. 4 airlines have flights to Chicago from Madison Truax Field on a regular basis.

Question 11

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

Accepted Answer

Some of our airline partners flying from Madison Truax Field to Chicago 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.

Question 12

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

Accepted Answer

Flights from Madison to Chicago are found to be more expensive on Sunday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

Question 13

How far in advance should I book a flight from Madison to Chicago?

Accepted Answer

To save on the cost of your flight from Madison to Chicago, book at least 46 days before your planned departure. Booking around this time can save you about 81% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $294 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $439.

Question 14

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

Accepted Answer

The best pricing can be found in the month of February. Prices to Chicago from Madison average $300. You can even find prices in February for less than $300, as users have found deals to Chicago from as low as $60. The month of November appears to be one of the more expensive times to travel to Chicago from Madison. Flying in the targeted month can save you up to 61%.

Question 15

When is the cheapest time to fly from Madison to Chicago (MSN - CHI)?

Accepted Answer

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

Popular in	November	High demand for flights, 38% potential price rise
Cheapest in	February	Best time to find cheap flights, 74% potential price drop
Average price	$327	Average for round-trip flights in October 2022
Round-trip from	$79	From Madison Truax Field to Chicago (CHI)

Airline	Cheapest	Average	Flexibility	On-time	COVID-19 safety
United Airlines	Cheapest$137	Average$222	FlexibilityNo cancel fee	On-time69%	COVID-19 safety	Search United Airlines flights
American Airlines	Cheapest$187	Average$355	FlexibilityNo cancel fee	On-time71%	COVID-19 safety	Search American Airlines flights

19%of flight departures	Early morningMidnight to 6 am
56%of flight departures	Morning6 am to noon
25%of flight departures	AfternoonNoon to 6 pm
0%of flight departures	Evening6 pm to midnight

Sunday	22daily flights
Monday	28daily flights
Tuesday	27daily flights
Wednesday	29daily flights
Thursday	27daily flights
Friday	26daily flights
Saturday	22daily flights

Cheap flights from Madison (MSN) to Chicago (CHI)

The best prices from Madison Truax Field to Chicago are usually found in February or August, booked 46 days in advance, depart on a Wednesday or Thursday and return on a Saturday

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

All the information you need to plan the best MSN to CHI flight in 2022: compare Madison to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

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

How far in advance should I book a flight from Madison to Chicago?

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

When is the cheapest time to fly from Madison to Chicago (MSN - CHI)?

Cheap flights from Madison to Chicago in October, November 2022

The best prices found for MSN to CHI flights for October, November

Madison to Chicago 2022 flight deals

Cheap flights to Chicago from Madison found for this year

Cheap American Airlines flights from Madison to Chicago

Cheap United Airlines flights from Madison to Chicago

Non-stop flights to Chicago from Madison

Save time with Madison to Chicago direct flight deals

Last minute flights from Madison to Chicago

Late deals on return flights to Chicago from Madison, departing today and this week

One-way flights to Chicago from Madison

The cheapest one-way flights from Madison to Chicago

Related info for your journey

Useful info, stats and facts about Madison to Chicago flights.

What airport do you fly from for flights from Madison to Chicago?

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

Can I find flights from Madison to Chicago for under $200 on Cheapflights?

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

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

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

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

What are the most reliable airlines from Madison to Chicago?

What are the cheapest flights from Madison to Chicago?

Other flights from Madison

Other flights to Chicago

Flights to Chicago from Madison

Rent a Car

COVID Restrictions

Can I fly to Chicago from Madison Truax Field right now?

Can I fly back to Madison Truax Field from Chicago?

Alternative routes for Madison to Chicago

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

Top 2 airlines flying from Madison to Chicago

The chart below displays the airlines Cheapflights users traveling from Madison to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2022

Hourly flight availability from Madison to Chicago

See what time of day planes typically take off from Madison to Chicago

Weekly flight availability from Madison to Chicago

See how many times per day planes take to the skies headed from Madison to Chicago