AED 471 Cheap flights from Indianapolis to Chicago Midway

Compare Indianapolis to Chicago Midway flight deals

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 round-trip flight from Indianapolis to Chicago Midway? Find the lowest prices on one-way and round-trip tickets right here.

Chicago.AED 471 per passenger.Departing Thu, Apr 30, returning Sat, May 2.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Indianapolis on Thu, Apr 30, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departing from Chicago Midway on Sat, May 2, arriving in Indianapolis.Price includes taxes and charges.From AED 471, select.

Chicago.AED 517 per passenger.Departing Thu, Apr 9, returning Mon, Apr 13.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Indianapolis on Thu, Apr 9, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Mon, Apr 13, arriving in Indianapolis.Price includes taxes and charges.From AED 517, select.

Chicago.AED 629 per passenger.Departing Sat, Mar 28, returning Mon, Mar 30.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Indianapolis on Sat, Mar 28, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Mon, Mar 30, arriving in Indianapolis.Price includes taxes and charges.From AED 629, select.

Chicago.AED 676 per passenger.Departing Thu, Apr 30, returning Sat, May 2.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Indianapolis on Thu, Apr 30, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sat, May 2, arriving in Indianapolis.Price includes taxes and charges.From AED 676, select.

Chicago.AED 708 per passenger.Departing Mon, May 4, returning Mon, May 4.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Indianapolis on Mon, May 4, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Mon, May 4, arriving in Indianapolis.Price includes taxes and charges.From AED 708, select.

Chicago.AED 738 per passenger.Departing Sat, Mar 28, returning Wed, Apr 1.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Indianapolis on Sat, Mar 28, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Wed, Apr 1, arriving in Indianapolis.Price includes taxes and charges.From AED 738, select.

Chicago.AED 910 per passenger.Departing Mon, May 4, returning Tue, Jun 2.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Indianapolis on Mon, May 4, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Tue, Jun 2, arriving in Indianapolis.Price includes taxes and charges.From AED 910, select.

Chicago.AED 1,090 per passenger.Departing Thu, Jul 16, returning Sun, Jul 19.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Indianapolis on Thu, Jul 16, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sun, Jul 19, arriving in Indianapolis.Price includes taxes and charges.From AED 1,090, select.

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 April.

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Direct flights from Indianapolis to Chicago Midway

Indianapolis to Chicago Midway: Alternative routes

Compare routes from Indianapolis to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Indianapolis to Chicago: Flight information

The things to know before you go.

Cheapest flight found	AED 471
Cheapest month to fly	April
Average flight time	1 hr, 2 mins
Most popular airline	Southwest Airlines
Average flights per week	15

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

How much are round-trip flights from Indianapolis to Chicago Midway?

The best price we found for a round-trip flight from Indianapolis to Chicago Midway is AED 471. 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.

How long does it take to fly from Indianapolis to Chicago Midway?

1 hour and 2 minutes is the average flight time from Indianapolis to Chicago Midway.

Which airlines fly direct from Indianapolis to Chicago Midway?

Southwest Airlines flies direct from Indianapolis to Chicago Midway.

How many flights are there a week from Indianapolis to Chicago Midway?

There are 15 flights per week flying from Indianapolis to Chicago Midway, as of March 2026.

When is the cheapest time to fly from Indianapolis to Chicago Midway?

The cheapest month to fly from Indianapolis to Chicago Midway is usually April.

Which upcoming date is cheapest to fly from Indianapolis Airport to Chicago Midway Airport on?

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 Thursday, April 30, 2026.

Can I get a direct flight from Indianapolis Airport to Chicago Midway Airport?

Yes – the average flight time is 1 hour and 2 minutes.

When is the best time to book flights to Chicago?

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.

Which is the cheapest airline to fly with from Indianapolis Airport to Chicago Midway?

Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Chicago Midway.

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

Chicago is one hour behind Indianapolis and observes the UTC-5 timezone.
Get to the airport on time so you don't miss your IND to MDW flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid the stress of rushing.
Be prepared for longer lines during popular months such as July. Arriving up to four hours in advance for an international flight and two hours for domestic departures is a good idea.
We make it simple to book a flight with a stopover. To see your options for tickets from Indianapolis International Airport to Chicago Midway International Airport, deselect 'Direct flights only.' Then, pick a flight with a stop long enough to explore your chosen city. Popular stopovers between IND and MDW include:
- Detroit Metropolitan Wayne County Airport
- Hartsfield-Jackson Atlanta International Airport
- Baltimore/Wash International Thurgood Marshall Airport

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

Right now, AED 247 is the lowest price we've seen for a one-way Indianapolis International Airport to Chicago Midway International Airport flight. The best price for a return plane ticket is AED 471. Bear in mind that fares can change due to availability at the time of booking.
It's usually smart to book early if you want to find cheap tickets from IND to MDW. That's because flight prices are based on demand, which tends to increase closer to departure.
If you're willing to be flexible with your travel dates, use the 'Whole month' tool. It'll find the cheapest price across every month when searching for your flight from Indianapolis International Airport to Chicago Midway International Airport.
You won't have to check back in every day to see if fares have dropped when you create a Price Alert. We'll update you the moment there's a better deal on cheap flights from IND to MDW.
Tailor your trip using filters. Pick your ideal departure and arrival times, total journey duration and airlines. You can also sort your results by 'Cheapest,' 'Fastest' or 'Best' flights from Indianapolis International Airport to Chicago Midway International Airport.

Handy information about Indianapolis International Airport (IND)

IND is located at 7800 Col. H. Weir Cook Memorial Drive.
When it comes to Indianapolis International Airport's on-time performance, 79.86% of flights complete their journey on time.
To reach Indianapolis International Airport from central Indianapolis, it'll take about 25 minutes if you're planning to drive. Of course, this depends on traffic. It's approximately 24 kilometers from the airport to the city center.
You can expect a journey time of around 1 hour on public transport.
Taking an early flight from Indianapolis International Airport to Chicago Midway International Airport? Avoid rushing to the terminal (and enjoy a little extra shut-eye) by choosing one of these hotels near IND:

Arriving at Chicago Midway International Airport (MDW)

Reserve a hotel close to MDW if you have a late Indianapolis International Airport to Chicago Midway International Airport flight. Settle into one of these accommodation options and make your arrival easier:
Grab a Chicago Midway International Airport rental car and explore Chicago and beyond with your own wheels. Dollar, Hertz and Budget are top providers to choose from here.
Booking your vehicle from Chicago Midway International Airport about four weeks ahead can help you get the lowest rate.

Getting from Chicago Midway International Airport (MDW) to central Chicago

MDW is located at 5700 South Cicero.
From Chicago Midway International Airport, Chicago is approximately 19 kilometers away. It takes around 20 minutes to reach the center driving.
It'll take around 45 minutes if you're using public transport.

When to fly to Chicago Midway International Airport (MDW)

July is the busiest month for flights from Indianapolis International Airport to Chicago Midway International Airport. For a quieter experience, visit Chicago in May.
Lock in your flight from Indianapolis International Airport to Chicago Midway International Airport for July if you'd like to go to Chicago during its warmest month. Expect temperatures of between 15ºC (59ºF) and 29ºC (84ºF).
Look for cheap tickets from IND to MDW in January if you like traveling in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

Explore more of United States

You've done Chicago, now it's time to explore other corners of United States. Journey around 451 kilometers south-east to Columbus to tick off its top attractions. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you'll have a full itinerary ahead.
Around 257 kilometers south-east of Chicago, Indianapolis is another favorite stop in United States. Get a taste of what this destination has to offer at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.