Cheap Flight Tickets from Indianapolis (IND) to Chicago (MDW), Starting at $331

Good to Know: Cheapest and Fastest IND - MDW Flights

Useful information for finding best airline tickets from Indianapolis International to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$331

WN Southwest Airlines • 1 stop • 10h 50m

Dec 19 – Dec 21

The cheapest round trip flight from Indianapolis to Chicago (IND-MDW-IND) is currently $331

🔍 Search Flights

Cheapest Direct Flight

$363

UA United Airlines • nonstop • 2h 4m

Dec 19

The cheapest nonstop flight from Indianapolis to Chicago (IND-MDW) is currently $363

🔍 Search Flights

Fastest Flight

2h 3m

The fastest nonstop flight from Indianapolis to Chicago (IND-MDW) takes 2h 3m

Top Airlines Flying from Indianapolis to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Latest Flight Deals from Indianapolis (IND) to Chicago (MDW)

Compare and book low fare round-trip air tickets from Indianapolis to Chicago. Ideal for travelers with confirmed return itineraries.

Dec 19 - Dec 21, Economy
WN
Indianapolis → Chicago
10h 50m
5:10 PM - 11:00 PM • 1 stop
WN
Indianapolis → Chicago
7h 5m
9:15 AM - 2:40 PM • 1 stop
$331
Southwest Airlines
Dec 19 - Dec 21, Economy
WN
Indianapolis → Chicago
5h 50m
5:20 PM - 8:10 PM • 1 stop
WN
Indianapolis → Chicago
16h 55m
8:05 AM - 7:20 PM • 2 stops
$340
Southwest Airlines
Dec 19 - Dec 21, Economy
WN
Indianapolis → Chicago
10h 25m
5:35 PM - 11:00 PM • 1 stop
WN
Indianapolis → Chicago
1h 40m
9:50 AM - 11:50 AM • nonstop
$345
Southwest Airlines
Dec 19 - Dec 21, Economy
DL
Indianapolis → Chicago
5h 22m
2:00 PM - 4:22 PM • 1 stop
DL
Indianapolis → Chicago
8h 25m
5:59 PM - 12:04 AM • 1 stop
$497
Delta Airlines
Dec 19 - Dec 21, Economy
DL
Indianapolis → Chicago
7h 34m
7:05 AM - 10:59 AM • 1 stop
DL
Indianapolis → Chicago
7h 8m
9:30 AM - 6:33 PM • 2 stops
$763
Delta Airlines
Dec 19 - Dec 21, Economy
DL
Indianapolis → Chicago
35h 4m
1:48 PM - 9:52 AM • 1 stop
DL
Indianapolis → Chicago
16h 47m
1:05 PM - 12:12 AM • 1 stop
$906
Delta Airlines

Fly from Indianapolis to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Indianapolis to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Indianapolis to Chicago Flights

What are the airports in Indianapolis?
IND
What’s the most popular airline flying from IND to MDW?
The most popular airline flying from Indianapolis to Chicago are
Can I fly from IND to MDW non-stop?
Yes, you can fly IND to MDW non-stop on
Which airlines fly nonstop between Indianapolis and Chicago?
The non-stop flights between Indianapolis and Chicago are .
What’s the earliest departure time from IND to MDW Airport?
The earliest flight leaves IND at 5:45 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Indianapolis to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from IND to MDW?
Read the fare rules of the Indianapolis to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Indianapolis and Chicago?
operate flights between Indianapolis and Chicago
How long does a flight from Indianapolis to Chicago take?
It takes approximately 1 hour to fly non-stop from IND to MDW, which is 161.95 miles by air.
Which airlines provide the cheapest flights from Indianapolis (IND) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from IND were found on DL : USD 906
Do I need a passport to fly between IND and MDW?
No
What’s the latest departure time from IND to MDW ?
The last flight leaves IND at 5:35 pm

Indianapolis (IND) to Chicago (MDW): Airport Information

Origin Airport Indianapolis International , Indianapolis, US
Destination Airport Chicago Midway International , Chicago, US
Distance 162 miles

More Flight Options for Indianapolis (IND) and Chicago (MDW)

Why Fareleaders for IND to MDW Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Indianapolis to Chicago flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on IND to MDW flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Indianapolis to Chicago flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Indianapolis (IND) to Chicago (MDW)
Terms and Conditions*