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Flights from Madison to Chicago
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Book flight tickets from Madison to Chicago starting at ₹ 7,706

For as little as ₹ 7,706, you can take your next adventure to Chicago without breaking the bank. Choose between one-way and return tickets from Madison below.

  • One way
  • Round-trip
      • Cheapest nonstop
        MSN10:38
        1h 12m
        Nonstop
        ORD11:50
        Wed, Jan 22|Madison - Chicago|American Airlines
        ₹ 7,706₹ 11,496
        33% OFF
        33% OFF
        ₹ 11,496₹ 7,706

        Choose American Airlines flights from Madison to Chicago. The one-way direct flight with American Airlines departs from Dane County Regional Airport on Wed, Jan 22, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 7,706 including taxes and charges.

      • MSN05:30
        1h 11m
        Nonstop
        ORD06:41
        Fri, Jan 24|Madison - Chicago|American Airlines
        ₹ 7,706₹ 11,496
        33% OFF
        33% OFF
        ₹ 11,496₹ 7,706

        Choose American Airlines flights from Madison to Chicago. The one-way direct flight with American Airlines departs from Dane County Regional Airport on Fri, Jan 24, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 7,706 including taxes and charges.

      • MSN18:27
        1h 8m
        Nonstop
        ORD19:35
        Tue, Jan 21|Madison - Chicago|American Airlines
        ₹ 7,718₹ 11,496
        33% OFF
        33% OFF
        ₹ 11,496₹ 7,718

        Choose American Airlines flights from Madison to Chicago. The one-way direct flight with American Airlines departs from Dane County Regional Airport on Tue, Jan 21, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 7,718 including taxes and charges.

      • MSN12:33
        1h 13m
        Nonstop
        ORD13:46
        Wed, Dec 18|Madison - Chicago|American Airlines
        ₹ 8,487
        ₹ 8,487

        Choose American Airlines flights from Madison to Chicago. The one-way direct flight with American Airlines departs from Dane County Regional Airport on Wed, Dec 18, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 8,487 including taxes and charges.

      • MSN14:54
        1h 11m
        Nonstop
        ORD16:05
        Tue, Dec 31|Madison - Chicago|American Airlines
        ₹ 8,872
        ₹ 8,872

        Choose American Airlines flights from Madison to Chicago. The one-way direct flight with American Airlines departs from Dane County Regional Airport on Tue, Dec 31, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 8,872 including taxes and charges.

      • MSN15:53
        1h 12m
        Nonstop
        ORD17:05
        Sat, Feb 8|Madison - Chicago|United Airlines
        ₹ 9,373
        ₹ 9,373

        Choose United Airlines flights from Madison to Chicago. The one-way direct flight with United Airlines departs from Dane County Regional Airport on Sat, Feb 8, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 9,373 including taxes and charges.

      • MSN05:00
        1h 13m
        Nonstop
        ORD06:13
        Tue, Dec 31|Madison - Chicago|United Airlines
        ₹ 9,432
        ₹ 9,432

        Choose United Airlines flights from Madison to Chicago. The one-way direct flight with United Airlines departs from Dane County Regional Airport on Tue, Dec 31, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 9,432 including taxes and charges.

      • MSN08:10
        1h 13m
        Nonstop
        ORD09:23
        Wed, Jan 1|Madison - Chicago|United Airlines
        ₹ 9,432
        ₹ 9,432

        Choose United Airlines flights from Madison to Chicago. The one-way direct flight with United Airlines departs from Dane County Regional Airport on Wed, Jan 1, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 9,432 including taxes and charges.

      • MSN10:38
        1h 12m
        Nonstop
        ORD11:50
        Wed, Jan 8|Madison - Chicago|American Airlines
        ₹ 9,711
        ₹ 9,711

        Choose American Airlines flights from Madison to Chicago. The one-way direct flight with American Airlines departs from Dane County Regional Airport on Wed, Jan 8, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 9,711 including taxes and charges.

      • MSN06:20
        1h 13m
        Nonstop
        ORD07:33
        Mon, Dec 30|Madison - Chicago|United Airlines
        ₹ 9,781
        ₹ 9,781

        Choose United Airlines flights from Madison to Chicago. The one-way direct flight with United Airlines departs from Dane County Regional Airport on Mon, Dec 30, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 9,781 including taxes and charges.

      • MSN01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Sun, Dec 22|Madison - Chicago|American Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Find the best time to fly from Madison to Chicago

Price trend charts are a great way of tracking how much your flights cost in the lead up to departure and can help you choose when to book your tickets. See how prices to Chicago from Madison have changed and are set to move below.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying from Madison to Chicago

Compare prices from various providers below to understand which option best suits your travel needs, before enjoying a comfortable journey with a trusted airline from Madison to Chicago.

American Airlines
From ₹ 7,706
United Airlines
From ₹ 9,373
Delta Air Lines
From ₹ 20,239

Find more flights and airlines

Alternative Routes from Madison to Chicago

Did you know that you can save money and time on an alternative route from Madison to Chicago? Check out some of the different available routes below.

  • Cheapest
    American Airlines
    MSN
    05:30
    1h 11m
    Nonstop
    ORD
    06:41
    Dane County Regional Airport - O'Hare International Airport
    Fri, Jan 24American Airlines
    ₹ 7,706
  • Delta Air Lines
    MSN
    17:04
    15h 46m
    1 transfer
    MDW
    08:50
    Dane County Regional Airport - Midway International Airport
    Tue, Dec 31Delta Air Lines
    ₹ 20,239
  • Delta Air Lines
    MSN
    17:04
    15h 46m
    1 transfer
    MDW
    08:50
    Dane County Regional Airport - Midway International Airport
    Tue, Dec 31Delta Air Lines
    ₹ 20,239
    Find More Flights

FAQ

  • When are flight tickets from Madison (MSN) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Madison to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Madison (MSN) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around ₹ 24,704.

  • How long does it take to fly from Madison (MSN) to Chicago (CHI) and what is the distance?

    It takes around 1 hour 7 minutes to fly from Madison (MSN) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Madison (MSN) to Chicago (CHI)?

    Airlines with flights from Madison (MSN) to Chicago (CHI): American Airlines, Alaska Airlines, Qatar Airways, avianca and United Airlines.

How to find a cheap flight from Madison to Chicago

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from Madison to Chicago

Cheapest nonstop flight price₹ 7,706
Cheapest round-trip ticket price₹ 14,946
Off-season for travelJanuary
Peak season for travelSeptember
Flight distance197.9 km
Average flight time1 hour 7 minutes
Popular airlineUnited Airlines

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