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Cheap flight deals from Chicago to Madison Starting at PHP 5,486

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

  • One way
  • Round-trip
      • Cheapest nonstop
        ORD10:16 am
        59m
        Nonstop
        MSN11:15 am
        Tue, Feb 25|Chicago - Madison|American Airlines
        PHP 5,486PHP 11,693
        53% OFF
        53% OFF
        PHP 11,693PHP 5,486

        Choose American Airlines flights from Chicago to Madison. The one-way direct flight with American Airlines departs from O'Hare International Airport on Tue, Feb 25, arriving at Dane County Regional Airport. One-way Prices start from PHP 5,486 including taxes and charges.

      • ORD08:08 pm
        1h 6m
        Nonstop
        MSN09:14 pm
        Tue, Feb 25|Chicago - Madison|United Airlines
        PHP 7,045PHP 11,693
        40% OFF
        40% OFF
        PHP 11,693PHP 7,045

        Choose United Airlines flights from Chicago to Madison. The one-way direct flight with United Airlines departs from O'Hare International Airport on Tue, Feb 25, arriving at Dane County Regional Airport. One-way Prices start from PHP 7,045 including taxes and charges.

      • ORD09:05 am
        1h 6m
        Nonstop
        MSN10:11 am
        Sat, Feb 22|Chicago - Madison|United Airlines
        PHP 7,157PHP 11,693
        39% OFF
        39% OFF
        PHP 11,693PHP 7,157

        Choose United Airlines flights from Chicago to Madison. The one-way direct flight with United Airlines departs from O'Hare International Airport on Sat, Feb 22, arriving at Dane County Regional Airport. One-way Prices start from PHP 7,157 including taxes and charges.

      • ORD02:50 pm
        51m
        Nonstop
        MSN03:41 pm
        Sat, Feb 22|Chicago - Madison|American Airlines
        PHP 7,157
        PHP 7,157

        Choose American Airlines flights from Chicago to Madison. The one-way direct flight with American Airlines departs from O'Hare International Airport on Sat, Feb 22, arriving at Dane County Regional Airport. One-way Prices start from PHP 7,157 including taxes and charges.

      • ORD11:05 am
        59m
        Nonstop
        MSN12:04 pm
        Wed, Mar 12|Chicago - Madison|United Airlines
        PHP 7,189
        PHP 7,189

        Choose United Airlines flights from Chicago to Madison. The one-way direct flight with United Airlines departs from O'Hare International Airport on Wed, Mar 12, arriving at Dane County Regional Airport. One-way Prices start from PHP 7,189 including taxes and charges.

      • ORD01:34 pm
        52m
        Nonstop
        MSN02:26 pm
        Wed, Mar 12|Chicago - Madison|American Airlines
        PHP 7,189
        PHP 7,189

        Choose American Airlines flights from Chicago to Madison. The one-way direct flight with American Airlines departs from O'Hare International Airport on Wed, Mar 12, arriving at Dane County Regional Airport. One-way Prices start from PHP 7,189 including taxes and charges.

      • ORD09:05 am
        1h 6m
        Nonstop
        MSN10:11 am
        Wed, Mar 5|Chicago - Madison|United Airlines
        PHP 7,309
        PHP 7,309

        Choose United Airlines flights from Chicago to Madison. The one-way direct flight with United Airlines departs from O'Hare International Airport on Wed, Mar 5, arriving at Dane County Regional Airport. One-way Prices start from PHP 7,309 including taxes and charges.

      • ORD02:50 pm
        51m
        Nonstop
        MSN03:41 pm
        Wed, Mar 5|Chicago - Madison|American Airlines
        PHP 7,453
        PHP 7,453

        Choose American Airlines flights from Chicago to Madison. The one-way direct flight with American Airlines departs from O'Hare International Airport on Wed, Mar 5, arriving at Dane County Regional Airport. One-way Prices start from PHP 7,453 including taxes and charges.

      • ORD01:30 pm
        52m
        Nonstop
        MSN02:22 pm
        Sun, Mar 23|Chicago - Madison|American Airlines
        PHP 7,605
        PHP 7,605

        Choose American Airlines flights from Chicago to Madison. The one-way direct flight with American Airlines departs from O'Hare International Airport on Sun, Mar 23, arriving at Dane County Regional Airport. One-way Prices start from PHP 7,605 including taxes and charges.

      • ORD11:10 am
        1h 7m
        Nonstop
        MSN12:17 pm
        Sat, Apr 26|Chicago - Madison|United Airlines
        PHP 8,205
        PHP 8,205

        Choose United Airlines flights from Chicago to Madison. The one-way direct flight with United Airlines departs from O'Hare International Airport on Sat, Apr 26, arriving at Dane County Regional Airport. One-way Prices start from PHP 8,205 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        MSN02:00 pm
        Fri, Feb 28|Chicago - Madison|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.

Chicago to Madison Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA6076

    American Airlines

    02:50 pm

    ORD

    0.8h

    Nonstop

    03:41 pm

    MSN

    SMTWTFS
    Search

  2. UA3526

    United Airlines

    06:17 pm

    ORD

    1.0h

    Nonstop

    07:16 pm

    MSN

    SMTWTFS
    Search

  3. UA2466

    United Airlines

    08:05 pm

    ORD

    1.1h

    Nonstop

    09:11 pm

    MSN

    SMTWTFS
    Search

  4. UA4588

    United Airlines

    09:05 am

    ORD

    1.1h

    Nonstop

    10:11 am

    MSN

    SMTWTFS
    Search

  5. AA5794

    American Airlines

    10:24 am

    ORD

    1.1h

    Nonstop

    11:29 am

    MSN

    SMTWT-S
    Search

  6. UA4475

    United Airlines

    12:45 pm

    ORD

    1.0h

    Nonstop

    01:44 pm

    MSN

    SMTWTFS
    Search
Find more flights and airlines

When is the cheapest time to fly from Chicago to Madison?

We monitor flight fares to help you find the best deals effortlessly

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

Frequently Asked Questions

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

    Airlines adjust prices for flights from Chicago to Madison 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 Chicago (CHI) to Madison (MSN) cost?

    According to Trip.com's data, the lowest price is around PHP 15,409.

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

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

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

    • The distance from Dane County Regional Airport to downtown is about 9 km. It takes about 20 minutes by taxi.

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

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

How to find a cheap flight from Chicago to Madison

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 Chicago to Madison. 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 Info | Chicago to Madison

Cheapest nonstop flight pricePHP 5,485
Cheapest round-trip ticket pricePHP 13,890
Off-season for travelJanuary
Peak season for travelMay
Flight distance197.9 km
Average flight time1 hour
Popular airlineAmerican Airlines

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