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Cheap flights from Indianapolis to Chicago from $79

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Indianapolis to Chicago departing on 7/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Indianapolis to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:40 am - 6:50 am
IND
-
MDW
1h 10mnonstop
Southwest Logo
10:10 am - 12:10 pm
MDW
-
IND
1h 00mnonstop
$157Southwest
Tue, Jul 21 - Tue, Jul 28
Southwest Logo
6:40 am - 6:50 am
IND
-
MDW
1h 10mnonstop
Southwest Logo
9:10 am - 3:30 pm
MDW
-
IND
5h 20m
1 stop
$167Southwest
Tue, Jul 21 - Tue, Jul 28
Southwest Logo
6:40 am - 6:50 am
IND
-
MDW
1h 10mnonstop
Southwest Logo
8:40 am - 3:30 pm
MDW
-
IND
5h 50m
2 stops
$172Southwest
Wed, Jul 22 - Wed, Jul 29
Delta Logo
6:34 am - 9:17 am
IND
-
MDW
3h 43m
1 stop
Delta Logo
9:24 am - 1:39 pm
MDW
-
IND
3h 15m
1 stop
$176Delta
Sat, Aug 8 - Sat, Aug 15
Delta Logo
2:18 pm - 6:25 pm
IND
-
MDW
5h 07m
1 stop
Delta Logo
9:19 am - 3:17 pm
MDW
-
IND
4h 58m
1 stop
$177Delta
Tue, Jul 14 - Tue, Jul 21
Southwest Logo
12:45 pm - 5:55 pm
IND
-
MDW
6h 10m
1 stop
Southwest Logo
8:40 am - 3:30 pm
MDW
-
IND
5h 50m
2 stops
$182Southwest
Wed, Jul 22 - Wed, Jul 29
Southwest Logo
7:00 am - 1:35 pm
IND
-
MDW
7h 35m
2 stops
Southwest Logo
1:05 pm - 9:00 pm
MDW
-
IND
6h 55m
2 stops
$187Southwest
Tue, Jul 28 - Tue, Aug 4
Southwest Logo
2:15 pm - 2:20 pm
IND
-
MDW
1h 05mnonstop
Southwest Logo
8:35 pm - 10:35 pm
MDW
-
IND
1h 00mnonstop
$192Southwest
Sat, Aug 8 - Mon, Aug 10
Southwest Logo
5:50 am - 1:05 pm
IND
-
MDW
8h 15m
2 stops
Southwest Logo
8:35 pm - 10:35 pm
MDW
-
IND
1h 00mnonstop
$197Southwest
Sat, Aug 15 - Mon, Aug 17
Southwest Logo
5:50 am - 1:05 pm
IND
-
MDW
8h 15m
2 stops
Southwest Logo
8:35 pm - 10:35 pm
MDW
-
IND
1h 00mnonstop
$198Southwest
Sat, Aug 15 - Mon, Aug 17

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Delta flights from Indianapolis to Chicago Midway Airport

Our best Delta deals on Indianapolis to Chicago Midway Airport flight tickets
Delta
Aug 8
IND6:34 amIndianapolis
3h 43m
1 stop
MDW9:17 amChicago Midway
Aug 12
MDW1:25 pmChicago Midway
4h 36m
1 stop
IND7:01 pmIndianapolis
$176
Delta
Jul 14
IND2:18 pmIndianapolis
5h 07m
1 stop
MDW6:25 pmChicago Midway
Jul 21
MDW9:19 amChicago Midway
4h 58m
1 stop
IND3:17 pmIndianapolis
$177
Delta
Aug 8
IND10:32 amIndianapolis
3h 07m
1 stop
MDW12:39 pmChicago Midway
Aug 13
MDW9:24 amChicago Midway
3h 20m
1 stop
IND1:44 pmIndianapolis
$212

Southwest flights from Indianapolis to Chicago Midway Airport

Our best Southwest deals on Indianapolis to Chicago Midway Airport flight tickets
Southwest
Jul 21
IND6:40 amIndianapolis
1h 10m
MDW6:50 amChicago Midway
Jul 28
MDW10:10 amChicago Midway
1h 00m
IND12:10 pmIndianapolis
$157
Southwest
Jul 21
IND6:40 amIndianapolis
1h 10m
MDW6:50 amChicago Midway
Jul 28
MDW9:10 amChicago Midway
5h 20m
1 stop
IND3:30 pmIndianapolis
$167
Southwest
Jul 22
IND6:40 amIndianapolis
1h 10m
MDW6:50 amChicago Midway
Jul 29
MDW8:40 amChicago Midway
5h 50m
2 stops
IND3:30 pmIndianapolis
$172

momondo Fare Finder

 
Customize your flight search to find flights from Indianapolis to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 28, 2026.
Use the filters below to find and compare flights from Indianapolis to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 7/21

6:40 am-6:50 am

Nonstop1h 10m

Chicago Midway

Tue 7/28

10:10 am-12:10 pm

Nonstop1h 00m

$157

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 7/21

6:40 am-6:50 am

Nonstop1h 10m

Chicago Midway

Tue 7/28

9:10 am-3:30 pm

1 stop5h 20m

$167

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 7/22

6:40 am-6:50 am

Nonstop1h 10m

Chicago Midway

Wed 7/29

8:40 am-3:30 pm

2 stops5h 50m

$172

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 8/8

6:34 am-9:17 am

1 stop3h 43m

Chicago Midway

Sat 8/15

9:24 am-1:39 pm

1 stop3h 15m

$176

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 7/14

2:18 pm-6:25 pm

1 stop5h 07m

Chicago Midway

Tue 7/21

9:19 am-3:17 pm

1 stop4h 58m

$177

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 7/22

12:45 pm-5:55 pm

1 stop6h 10m

Chicago Midway

Wed 7/29

8:40 am-3:30 pm

2 stops5h 50m

$182

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 7/28

7:00 am-1:35 pm

2 stops7h 35m

Chicago Midway

Tue 8/4

1:05 pm-9:00 pm

2 stops6h 55m

$187
Quickest round-trip

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 8/8

2:15 pm-2:20 pm

Nonstop1h 05m

Chicago Midway

Mon 8/10

8:35 pm-10:35 pm

Nonstop1h 00m

$192

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 8/15

5:50 am-1:05 pm

2 stops8h 15m

Chicago Midway

Mon 8/17

8:35 pm-10:35 pm

Nonstop1h 00m

$197

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 8/15

5:50 am-1:05 pm

2 stops8h 15m

Chicago Midway

Mon 8/17

8:35 pm-10:35 pm

Nonstop1h 00m

$198

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Indianapolis to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of May is, on average, the cheapest month to fly to Chicago Midway Airport from Indianapolis, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of May, then departing from Indianapolis during the month March is also very affordable. Most momondo users find prices during this month for around $0.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Indianapolis. The lowest ticket price found for a Tuesday departure recently was $358. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Indianapolis because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $420.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Indianapolis in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $394 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $595. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Indianapolis to Chicago Midway flight route?

Fly from Indianapolis to Chicago Midway for the best Indianapolis - Chicago Midway flight prices

What cabin class options are available on Indianapolis to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Indianapolis to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Indianapolis to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Indianapolis to Chicago Midway Airport.

When to book flights from Indianapolis to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Indianapolis to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Indianapolis to Chicago Midway Airport (IND to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Indianapolis to Chicago Midway Airport

Best Price Found

$172

Fastest flight time

1h 00m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Indianapolis in the past 72 hours is $172. The best round-trip flight deal from Indianapolis to Chicago Midway Airport found on momondo in the last 72 hours is $378.
The fastest flight from Indianapolis to Chicago Midway Airport takes 1h 00m
Direct flights go from Indianapolis to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Indianapolis to Chicago Midway Airport

  • How far is Indianapolis to Chicago Midway by plane?

    A flight from Indianapolis to Chicago Midway will travel around 162.2 mi. In terms of flight time, this usually takes a little over 1h 00m.

  • When did momondo last update prices for flights from Indianapolis Airport to Chicago Midway Airport?

    Prices for flights from Indianapolis Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Indianapolis Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Indianapolis Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Indianapolis Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Indianapolis to Chicago Midway Airport?

  • What is the most popular airline from Indianapolis to Chicago Midway Airport?

Best airlines flying from Indianapolis to Chicago Midway Airport

Compare and see reviews for airlines that fly from Indianapolis to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $192Free CancellationRating
7.9
4,246 reviews
Search Southwest flights

  • Southwest Flights From Indianapolis to Chicago Midway Airport

    The lowest priced Southwest flight from Indianapolis to Chicago Midway Airport from the last 72 hours was $192. Generally, Southwest has 10 flights on this route every week with an average price of $337. Southwest is rated 7.9/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Indianapolis to Chicago?

Finding the right flight to Chicago from Indianapolis is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Indianapolis to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Indianapolis with this policy.

How can momondo help me find flights from Indianapolis to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Indianapolis to Chicago.

I’m not ready to book a flight from Indianapolis to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Indianapolis to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago Midway Airport trip

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