Cheap Flights from Indianapolis to Chicago Midway

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Find the cheapest month or even day of the year to fly to Chicago Midway

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Flight deals from Indianapolis to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Indianapolis Airport to Chicago Midway Airport? If you want to travel next month, return fares start from Rs43,220. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Indianapolis to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Indianapolis to Chicago Midway flights are currently cheapest in July.

Direct flights from Indianapolis to Chicago Midway

Indianapolis to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRs21,384
Cheapest month to flyJuly
Average flight time1 hr, 6 mins
Most popular airlineSouthwest Airlines
Average flights per week14

Finding cheap flights from Indianapolis to Chicago Midway: Frequently asked questions

The best price we found for a return flight from Indianapolis to Chicago Midway is Rs42,764. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 6 minutes is the average flight time from Indianapolis to Chicago Midway.
Southwest Airlines flies direct from Indianapolis to Chicago Midway.
As of June 2026, there are 14 flights per week flying from Indianapolis to Chicago Midway.
The cheapest month to fly from Indianapolis to Chicago Midway is usually July.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Indianapolis Airport to Chicago Midway Airport on Wednesday, 15 July 2026.
Yes – the average flight time is 1 hour and 6 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Southwest Airlines offers the cheapest flight tickets to Chicago Midway.

Travelling from Indianapolis Airport (IND) to Chicago Midway Airport (MDW): what you need to know

  • Take a direct flight from Indianapolis Airport to Chicago Midway Airport and you'll be travelling for an average of 1 hour 5 minutes.

  • Chicago is one hour behind Indianapolis and follows the UTC-6 timezone.

  • Choose from eight weekly Indianapolis Airport to Chicago Midway Airport flights. The 06:25 departure with Southwest Airlines is the earliest flight available. Southwest Airlines operates the latest service of the day at 19:20.

  • Leave plenty of time to catch your IND to MDW flight. As a general rule, turn up two hours before international departures and an hour ahead for domestic flights.

  • You can expect longer queues during popular months such as October. Arriving up to four hours ahead of international flights and two hours for domestic departures will help ensure a smooth travel experience.

  • Travelling to Chicago (and then seeing more of the United States!) is a cinch with Southwest Airlines. This popular airline offers direct flights from Indianapolis Airport to Chicago Midway Airport.

  • Southwest Airlines tops the list for bookings on this route.

  • Southwest Airlines is the most punctual carrier that operates IND to MDW flights, with 74.38% of its services reaching their destination on time.

  • We make it simple to book a flight with a stopover. To see your options for tickets from Indianapolis Airport to Chicago Midway Airport, uncheck 'Direct flights only.' Then, pick a flight with a stop long enough to explore your chosen city. Stopovers between IND and MDW include:

    • Atlanta Hartsfield-Jackson Airport

    • Detroit Wayne County Airport

    • Baltimore Washington International Airport

How to find the cheapest flights from Indianapolis Airport (IND) to Chicago Midway Airport (MDW)

  • Rs21,384 is currently the best price for a one-way Indianapolis Airport to Chicago Midway Airport flight. A return flight starts at Rs42,764. These fares can change based on demand.

  • Book two months before travelling. After crunching the numbers on our calendar, this is how far you should book ahead to secure cheap tickets from IND to MDW.

  • Schedule your trip for July. That's the cheapest month for flights from Indianapolis Airport to Chicago Midway Airport. If you have flexibility with your dates, try out the 'Whole month' tool to find the cheapest airfare across each month.

  • Spend less time searching for cheap flights from IND to MDW by setting up a Price Alert. You'll get an email or notification on the app when a special offer becomes available.

  • Lock in the right flight for you with the help of the filters. To see the 'Fastest,' 'Cheapest' or 'Best' flights from Indianapolis Airport to Chicago Midway Airport, use the 'Sort by' function. You can also filter by departure and arrival times, airline, and journey duration.

Handy information about Indianapolis Airport (IND)

  • You'll find IND at 7800 Col. H. Weir Cook Memorial Drive.

  • 78% of flights leaving from Indianapolis Airport make it to their destination on time.

  • To reach Indianapolis Airport from central Indianapolis, it'll take about 20 minutes if you're going by car. Of course, this depends on traffic conditions. It's approximately 18 kilometres from the airport to the city centre.

  • Planning to catch public transport? Expect a journey time of around 50 minutes.

  • Booked an early flight from Indianapolis Airport to Chicago Midway Airport? Avoid the hassle of rushing to the airport (and enjoy a little extra shut-eye) by choosing one of these hotels near IND:

Arriving at Chicago Midway Airport (MDW)

  • The last thing you want is a long trip to your hotel if you're arriving on a late Indianapolis Airport to Chicago Midway Airport flight. Stay at one of these accommodation options near MDW instead:

  • Begin your adventure by picking up a Chicago Midway Airport rental car. Grab a set of wheels from Dollar, Hertz or Budget and experience the lesser-explored corners of Chicago and beyond.

  • Reserving your ride from Chicago Midway Airport around four weeks in advance gives you the best chance of locking in a great deal.

Getting from Chicago Midway Airport (MDW) to central Chicago

  • You'll find MDW at 5700 South Cicero.

  • From Chicago Midway Airport, Chicago is approximately 16 kilometres away. It takes around 25 minutes to drive to the centre.

  • If you're using public transport, expect a journey time of about 30 minutes.

When to fly to Chicago Midway Airport (MDW)

  • It's time to work out your travel dates for your flight from Indianapolis Airport to Chicago Midway Airport. July is the busiest month to head to Chicago. If you want a more laid-back vibe, go in December.

  • The warmest month in Chicago is July, with temperatures ranging between 16ºC and 28ºC. Book your flights from Indianapolis Airport to Chicago Midway Airport in this month if you like this kind of weather.

  • Look for cheap tickets from IND to MDW in January if you'd rather travel during cooler conditions. Temperatures are at their lowest around then, ranging between -12ºC and 3ºC on average.

Explore more of the United States

  • You've visited Chicago, now it's time to discover more of the United States. Journey around 451 kilometres south-east to Columbus to tick off its leading attractions. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, you've got a jam-packed schedule ahead.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another essential stop in the United States. Experience this destination's highlights firsthand at Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.