Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Indianapolis to Chicago from $71

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 4/23. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Indianapolis to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:34 pm - 10:26 pm
IND
-
MDW
10h 52m
1 stop
Frontier Logo
2:00 pm - 10:34 am
MDW
-
IND
19h 34m
2 stops
$192Frontier
Fri, Apr 24 - Sun, Apr 26
Frontier Logo
12:14 pm - 10:11 pm
IND
-
MDW
10h 57m
1 stop
Frontier Logo
12:27 pm - 11:19 am
MDW
-
IND
21h 52m
1 stop
$193Frontier
Wed, Jun 10 - Sun, Jun 14
Southwest Logo
6:40 am - 6:35 am
IND
-
MDW
0h 55mnonstop
Southwest Logo
10:00 am - 12:05 pm
MDW
-
IND
1h 05mnonstop
$201Southwest
Wed, Apr 22 - Wed, Apr 29
Frontier Logo
12:17 pm - 7:31 pm
IND
-
MDW
8h 14m
1 stop
Frontier Logo
9:14 am - 11:11 am
MDW
-
IND
24h 57m
1 stop
$204Frontier
Thu, Apr 23 - Mon, Apr 27
Frontier Logo
12:34 pm - 7:31 pm
IND
-
MDW
7h 57m
1 stop
Frontier Logo
9:14 am - 11:11 am
MDW
-
IND
24h 57m
1 stop
$207Frontier
Mon, Apr 20 - Mon, Apr 27
Multiple Airlines Logo
8:00 am - 7:31 pm
IND
-
MDW
12h 31m
2 stops
Multiple Airlines Logo
2:15 pm - 11:32 am
MDW
-
IND
20h 17m
1 stop
$210Multiple Airlines
Wed, Apr 22 - Wed, Apr 29
Southwest Logo
5:10 pm - 5:10 pm
IND
-
MDW
1h 00mnonstop
Southwest Logo
5:00 pm - 10:30 pm
MDW
-
IND
4h 30m
1 stop
$211Southwest
Wed, Apr 22 - Wed, Apr 29
Southwest Logo
6:40 am - 6:35 am
IND
-
MDW
0h 55mnonstop
Southwest Logo
7:50 am - 5:15 pm
MDW
-
IND
8h 25m
2 stops
$216Southwest
Wed, Apr 22 - Wed, Apr 29
Multiple Airlines Logo
8:00 am - 10:14 pm
IND
-
MDW
15h 14m
2 stops
Multiple Airlines Logo
2:15 pm - 11:32 am
MDW
-
IND
20h 17m
1 stop
$217Multiple Airlines
Wed, Apr 22 - Wed, Apr 29
Delta Logo
6:13 am - 8:47 am
IND
-
MDW
3h 34m
1 stop
Delta Logo
1:24 pm - 6:53 pm
MDW
-
IND
4h 29m
1 stop
$221Delta
Tue, Apr 14 - Tue, Apr 21

Frontier flights from Indianapolis to Chicago Midway Airport

Our best Frontier deals on Indianapolis to Chicago Midway Airport flight tickets
Frontier
Apr 24
IND12:34 pmIndianapolis
10h 52m
1 stop
MDW10:26 pmChicago Midway
Apr 26
MDW2:00 pmChicago Midway
19h 34m
2 stops
IND10:34 amIndianapolis
$192
Frontier
Jun 10
IND12:14 pmIndianapolis
10h 57m
1 stop
MDW10:11 pmChicago Midway
Jun 14
MDW12:27 pmChicago Midway
21h 52m
1 stop
IND11:19 amIndianapolis
$193
Frontier
Apr 23
IND12:17 pmIndianapolis
8h 14m
1 stop
MDW7:31 pmChicago Midway
Apr 27
MDW9:14 amChicago Midway
24h 57m
1 stop
IND11:11 amIndianapolis
$204

Southwest flights from Indianapolis to Chicago Midway Airport

Our best Southwest deals on Indianapolis to Chicago Midway Airport flight tickets
Southwest
Apr 22
IND6:40 amIndianapolis
0h 55m
MDW6:35 amChicago Midway
Apr 29
MDW10:00 amChicago Midway
1h 05m
IND12:05 pmIndianapolis
$201
Southwest
Apr 22
IND5:10 pmIndianapolis
1h 00m
MDW5:10 pmChicago Midway
Apr 29
MDW5:00 pmChicago Midway
4h 30m
1 stop
IND10:30 pmIndianapolis
$211
Southwest
Apr 22
IND6:40 amIndianapolis
0h 55m
MDW6:35 amChicago Midway
Apr 29
MDW7:50 amChicago Midway
8h 25m
2 stops
IND5:15 pmIndianapolis
$216

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 March 25, 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

Fri 4/24

12:34 pm-10:26 pm

1 stop10h 52m

Chicago Midway

Sun 4/26

2:00 pm-10:34 am

2 stops19h 34m

$192

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 6/10

12:14 pm-10:11 pm

1 stop10h 57m

Chicago Midway

Sun 6/14

12:27 pm-11:19 am

1 stop21h 52m

$193
Quickest round-trip

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 4/22

6:40 am-6:35 am

Nonstop0h 55m

Chicago Midway

Wed 4/29

10:00 am-12:05 pm

Nonstop1h 05m

$201

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Thu 4/23

12:17 pm-7:31 pm

1 stop8h 14m

Chicago Midway

Mon 4/27

9:14 am-11:11 am

1 stop24h 57m

$204

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Mon 4/20

12:34 pm-7:31 pm

1 stop7h 57m

Chicago Midway

Mon 4/27

9:14 am-11:11 am

1 stop24h 57m

$207

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 4/22

8:00 am-7:31 pm

2 stops12h 31m

Chicago Midway

Wed 4/29

2:15 pm-11:32 am

1 stop20h 17m

$210

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 4/22

5:10 pm-5:10 pm

Nonstop1h 00m

Chicago Midway

Wed 4/29

5:00 pm-10:30 pm

1 stop4h 30m

$211

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 4/22

6:40 am-6:35 am

Nonstop0h 55m

Chicago Midway

Wed 4/29

7:50 am-5:15 pm

2 stops8h 25m

$216

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 4/22

8:00 am-10:14 pm

2 stops15h 14m

Chicago Midway

Wed 4/29

2:15 pm-11:32 am

1 stop20h 17m

$217

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 4/14

6:13 am-8:47 am

1 stop3h 34m

Chicago Midway

Tue 4/21

1:24 pm-6:53 pm

1 stop4h 29m

$221

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Indianapolis. The lowest ticket price found for a Wednesday departure recently was $338. 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, Saturday 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 $411.

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 $372 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 flights?

There is only 1 cabin class available to choose from on Indianapolis to Chicago Midway 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

$189

Fastest flight time

0h 55m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Indianapolis in the past 72 hours is $189. The best round-trip flight deal from Indianapolis to Chicago Midway Airport found on momondo in the last 72 hours is $314.
The fastest flight from Indianapolis to Chicago Midway Airport takes 0h 55m
Direct flights go from Indianapolis to Chicago Midway Airport every day.
Search flight deals

  • 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 0h 55m.

  • 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
8.0
4,333 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 11 flights on this route every week with an average price of $337. Southwest is rated 8.0/10 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
Saint Joseph
Benton Harbor
Portage
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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 4/24
Fri 5/1
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago