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Flights Madison — Chicago

Madison
MSN
Chicago
CHI

Cheap flights Madison — Chicago

Below you can see the best deals on flights Madison — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 4 July, from AED 710.

Top 10 cheap flights Madison — Chicago

Direct flights Madison — Chicago

Direct flight options for Madison — Chicago with no stopovers on upcoming dates. A direct flight is faster and more convenient — especially when travelling with luggage or children.

The fastest direct flight is operated by American Airlines — travel time is 1 h 9 min.

Top 10 direct flights Madison — Chicago

About the Madison — Chicago flight

On this page, you can find and book flights from Madison to Chicago. The distance between the cities is only 197 km, and the high flight frequency—approximately 74 departures per week—makes it easy to find the best option for business or leisure trips.

Regular flights are operated by United Airlines and American Airlines. Ticket prices change constantly, so to find the best deal, we recommend using the price trend chart and checking up-to-date information on how to get to the airport or get from the airport to the city center.

Flight schedule Madison — Chicago

The table shows direct flights Madison → Chicago on the selected date. The flight takes approximately 1 h 10 min. Regular flights are operated by United Airlines and American Airlines. Departures from Dane County Regional Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

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Flight ticket prices by day: Madison — Chicago

Below is a calendar of the lowest flight ticket prices for Madison — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 710 in y, and the most expensive are around AED 1,050 in n. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Madison → Chicago, average one-way price

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
JanAED 896lowMayAED 970mediumSepAED 952medium
FebAED 877lowJunAED 1,082highOctAED 914medium
MarAED 858lowJulAED 1,120highNovAED 1,026high
AprAED 914mediumAugAED 1,101highDecAED 1,064high

Some values are estimated based on seasonality.

When to fly

The weather in Chicago is seasonal: the warmest month is July, with temperatures reaching up to 26.5°C, while the coldest is January, when the thermometer drops to -5°C. Precipitation peaks in May, while November is considered one of the driest periods of the year.

The most budget-friendly flight options are available in July, with ticket prices starting AED 711. The most expensive month to book is March, when minimum fares rise AED 1,050.

July is the ideal time for a trip, combining comfortable temperatures with low ticket prices. We recommend avoiding March if saving money is your priority, and keep the high probability of rain in mind when planning a trip for May or October.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Madison — Chicago ticket

  • Given the short flight distance of 197 km, we recommend booking direct flights with United Airlines or American Airlines to minimize travel time.
  • To find the best deals AED 711, use the low-price calendar, which allows you to compare ticket prices for nearby dates.
  • Check the fare conditions carefully regarding baggage: on domestic flights within the US, economy class often only includes a personal item or carry-on bag.
  • Try to book your tickets 2–4 weeks before departure, as prices on this route tend to rise significantly just before the travel date.

Airlines

Direct air service between these cities is provided by two key American carriers—United Airlines and American Airlines. Thanks to the high frequency of flights, reaching up to 74 departures per week, passengers can choose the most convenient time slot throughout the day. A detailed schedule, information on aircraft types, and specific departure days for each airline are provided in the list below.

  • United Airlines
    United AirlinesUA
    42x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight MSN → ORD42x/week
      Duration
      1h 14m
      Days
      MTWTFSS
    56.8%Open →
  • American Airlines
    American AirlinesAA
    32x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight MSN → ORD32x/week
      Duration
      1h 16m
      Days
      MTWTFSS
    43.2%Open →

Cities and airports on the Madison — Chicago route

Flights Madison — Chicago depart from Dane County Regional Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Madison

MSN
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Madison — Chicago flight

How long is the flight from Madison to Chicago?

The distance between the cities is short, so the actual time in the air is usually between 30 and 50 minutes. Total flight time, including taxiing and landing, is about one hour.

Which airlines fly this route?

Regular direct flights are operated by United Airlines and American Airlines.

Are there direct flights between the cities?

Yes, this route is served primarily by direct flights. There are about 74 departures per week, making it easy to find a suitable option.

How much is the cheapest flight ticket?

Flight costs are dynamic and depend on the booking date. You can always check the current minimum for specific dates in the price calendar on this page.

Which airport does the flight arrive at?

Flights from Madison most often arrive at O'Hare International Airport (ORD), which is Chicago's main aviation hub.

Where else you can fly from Madison

DetroitNew York CityMinneapolisDenverPhiladelphiaWashington, D.C.CharlotteDallasAtlantaBostonPhoenixOrlandoLos AngelesTampa

Where else you can fly from Chicago

New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityMiamiPhoenixLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochesterCleveland
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