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Flights from Madison to Chicago
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Flights from Madison to Chicago Starting at Rs 25,260

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        MSN10:38
        1h 12m
        Nonstop
        ORD11:50
        Wed, Jan 22|Madison - Chicago|American Airlines
        Rs 25,260Rs 37,681
        33% OFF
        33% OFF
        Rs 37,681Rs 25,260

        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 Prices start from Rs 25,260 including taxes and charges.

      • MSN05:30
        1h 11m
        Nonstop
        ORD06:41
        Fri, Jan 24|Madison - Chicago|American Airlines
        Rs 25,260Rs 37,681
        33% OFF
        33% OFF
        Rs 37,681Rs 25,260

        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 Prices start from Rs 25,260 including taxes and charges.

      • MSN18:27
        1h 8m
        Nonstop
        ORD19:35
        Tue, Jan 21|Madison - Chicago|American Airlines
        Rs 25,298Rs 37,681
        33% OFF
        33% OFF
        Rs 37,681Rs 25,298

        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 Prices start from Rs 25,298 including taxes and charges.

      • MSN12:33
        1h 13m
        Nonstop
        ORD13:46
        Wed, Dec 18|Madison - Chicago|American Airlines
        Rs 27,820
        Rs 27,820

        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 Prices start from Rs 27,820 including taxes and charges.

      • MSN14:54
        1h 11m
        Nonstop
        ORD16:05
        Tue, Dec 31|Madison - Chicago|American Airlines
        Rs 29,081
        Rs 29,081

        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 Prices start from Rs 29,081 including taxes and charges.

      • MSN15:53
        1h 12m
        Nonstop
        ORD17:05
        Sat, Feb 8|Madison - Chicago|United Airlines
        Rs 30,725
        Rs 30,725

        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 Prices start from Rs 30,725 including taxes and charges.

      • MSN05:00
        1h 13m
        Nonstop
        ORD06:13
        Tue, Dec 31|Madison - Chicago|United Airlines
        Rs 30,916
        Rs 30,916

        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 Prices start from Rs 30,916 including taxes and charges.

      • MSN08:10
        1h 13m
        Nonstop
        ORD09:23
        Wed, Jan 1|Madison - Chicago|United Airlines
        Rs 30,916
        Rs 30,916

        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 Prices start from Rs 30,916 including taxes and charges.

      • MSN10:38
        1h 12m
        Nonstop
        ORD11:50
        Wed, Jan 8|Madison - Chicago|American Airlines
        Rs 31,833
        Rs 31,833

        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 Prices start from Rs 31,833 including taxes and charges.

      • MSN06:20
        1h 13m
        Nonstop
        ORD07:33
        Mon, Dec 30|Madison - Chicago|United Airlines
        Rs 32,062
        Rs 32,062

        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 Prices start from Rs 32,062 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

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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, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines
From Rs 25,260
United Airlines
From Rs 30,725
Delta Air Lines
From Rs 66,341

Find more flights and airlines

Alternative Routes from Madison to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Madison to Chicago.

  • Cheapest
    American Airlines
    MSN
    05:30
    1h 11m
    Nonstop
    ORD
    06:41
    Dane County Regional Airport - O'Hare International Airport
    Fri, Jan 24American Airlines
    Rs 25,260
  • 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
    Rs 66,341
  • 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
    Rs 66,341
    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 Rs 80,976.

  • 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

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Madison to Chicago. Book your flights at the right time and save more.
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 priceRs 25,259
Cheapest round-trip ticket priceRs 48,991
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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