Cheap flights from Madison to Chicago from $137
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Chicago departing on 6/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Madison to Chicago
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United Airlines flights from Madison to Chicago
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How to get the cheapest flight ticket from Madison to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $475. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Madison to Chicago for around $625.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Madison to Chicago during this time can be as low as $501. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $554.
What is the cheapest Madison Truax Field to Chicago flight route?
Fly from Madison Truax Field to Chicago O'Hare Intl for the best Madison Truax Field - Chicago flight prices
What cabin class options are available on Madison Truax Field to Chicago flights?
There are 4 cabin classes available to choose from on Madison Truax Field to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Madison Truax Field to Chicago?
American Airlines, Delta, and United Airlines are the most popular carriers operating from Madison Truax Field to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Denver Air Connection are the top three most popular airlines that fly to Chicago from Madison according to our data. American Airlines is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Madison to Chicago on average per day?
The number of flights available between Madison and Chicago is 22 per day as of April 2025. The most frequent departure time is 3:00PM, with 53% of daily flights leaving in the afternoon.
How many flights depart from Madison to Chicago on average per week?
160 flights are operational weekly from Madison to Chicago as of April 2025. The most popular departure day for this route is Tue, with 26% of flights per week taking off on this day.
When to book flights from Madison to Chicago
Cheap Madison to Chicago (MSN to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Madison to Chicago
How far is Madison Truax Field to Chicago by plane?
Madison Truax Field and Chicago are 122.4 mi apart from one another. In terms of flight time, this usually takes a little over 1h 01m.
When did momondo last update prices for flights from Madison Truax Field Airport to Chicago?
Prices for flights from Madison Truax Field Airport to Chicago were last updated today.
How many operators does momondo search for flights from Madison Truax Field Airport to Chicago?
There are 2 operators available for flights from Madison Truax Field Airport to Chicago as of April 2025.
How old do you have to be to fly from Madison Truax Field Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Madison Truax Field Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Madison to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Madison to Chicago is Embraer 170 (12.45% of total bookings). The next most popular plane models are Embraer 175 (Enhanced Winglets) (10.86%), Boeing 737-800 (7.07%), and Boeing 787-9 Dreamliner (6.86%).
What is the most popular airline from Madison to Chicago?
momondo data reveals that the most frequently booked airline on the route from Madison to Chicago is American Airlines, representing 53% of all bookings. The subsequent popular airline is United Airlines at 47%.
Best airlines flying from Madison to Chicago
Compare and see reviews for airlines that fly from Madison to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $179 | Free Cancellation | Rating 7.4 8,696 reviews | |||
| PriceFrom $218 | Free Cancellation | Rating 7.2 10,000 reviews |
United Airlines Flights From Madison to Chicago
Across 26 United Airlines flights from Madison to Chicago this week, the average price was $302, with the best United Airlines deals starting from $179 round-trip. 8,696 users have rated United Airlines on momondo, with an average score of 7.4/10.
American Airlines Flights From Madison to Chicago
Another popular option for Madison to Chicago flights is American Airlines (7.2/10, 10,000 ratings). American Airlines flies from Madison to Chicago around 12 times per week, with deals starting from $218 round-trip and rising to an average price of around $284.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Madison to Chicago?
Finding the right flight to Chicago from Madison is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Madison to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Madison to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Madison to Chicago?
Once all potential Madison to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Madison to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Madison to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.