S$114 Cheap Flights from Indianapolis to Chicago

View S$114 flight on Thu, 16 Oct, 2025Opens in a new window

Popular airlines from Indianapolis Intl. Airport (IND) to Chicago Midway Airport (MDW)

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Cheap Flights from Indianapolis to Chicago (IND-MDW)

Prices were available within the past 7 days and start at S$114 for one-way flights and S$227 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 16 Oct - Mon, 20 Oct
IND
Indianapolis
MDW
Chicago
S$227 Return, found 5 days ago
S$227
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Indianapolis to Chicago, returning Mon, 20 Oct, priced at S$227 found 5 days ago
Delta
Thu, 16 Oct - Sun, 19 Oct
IND
Indianapolis
MDW
Chicago
S$626 Return, found 5 days ago
S$626
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Indianapolis to Chicago, returning Sun, 19 Oct, priced at S$626 found 5 days ago
Delta
Thu, 16 Oct - Sun, 19 Oct
IND
Indianapolis
MDW
Chicago
S$693 Return, found 5 days ago
S$693
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Indianapolis to Chicago, returning Sun, 19 Oct, priced at S$693 found 5 days ago
Delta
Thu, 16 Oct - Sun, 19 Oct
IND
Indianapolis
MDW
Chicago
S$741 Return, found 5 days ago
S$741
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Indianapolis to Chicago, returning Sun, 19 Oct, priced at S$741 found 5 days ago
Delta
Thu, 16 Oct - Sun, 19 Oct
IND
Indianapolis
MDW
Chicago
S$743 Return, found 5 days ago
S$743
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Indianapolis to Chicago, returning Sun, 19 Oct, priced at S$743 found 5 days ago
Delta
Thu, 16 Oct - Sun, 19 Oct
IND
Indianapolis
MDW
Chicago
S$754 Return, found 5 days ago
S$754
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Indianapolis to Chicago, returning Sun, 19 Oct, priced at S$754 found 5 days ago
Delta
Thu, 16 Oct - Sun, 19 Oct
IND
Indianapolis
MDW
Chicago
S$794 Return, found 5 days ago
S$794
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Indianapolis to Chicago, returning Sun, 19 Oct, priced at S$794 found 5 days ago
Delta
Thu, 16 Oct - Sun, 19 Oct
IND
Indianapolis
MDW
Chicago
S$809 Return, found 5 days ago
S$809
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Indianapolis to Chicago, returning Sun, 19 Oct, priced at S$809 found 5 days ago
Delta
Thu, 16 Oct - Sun, 19 Oct
IND
Indianapolis
MDW
Chicago
S$810 Return, found 5 days ago
S$810
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Indianapolis to Chicago, returning Sun, 19 Oct, priced at S$810 found 5 days ago
Delta
Thu, 16 Oct - Sun, 19 Oct
IND
Indianapolis
MDW
Chicago
S$835 Return, found 5 days ago
S$835
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Indianapolis to Chicago, returning Sun, 19 Oct, priced at S$835 found 5 days ago

Find the cheapest month to fly from Indianapolis (IND) to Chicago (MDW)

August is typically the cheapest month to fly

From S$163 - S$394 per traveller.
0
Indianapolis to Chicago route information
Origin airport
Indianapolis Intl.
Destination airport
Midway Intl.
Return price
S$227
Distance
259 km

Perfect flights from Indianapolis to Chicago

Your Journey from Indianapolis to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Indianapolis to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta. Our selection of flights from Indianapolis Intl. to Midway Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Indianapolis to Chicago Flights

Experience the joy of finding cheap flights from Indianapolis Intl. to Midway Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$114 and roundtrip prices from S$227*.
 

Pre-Flight Essentials

Ensure a smooth journey from Indianapolis to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of Chicago. From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Indianapolis to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Indianapolis to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Indianapolis to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Indianapolis to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from Indianapolis Intl. Airport (IND) to Midway Airport?
Start packing your bags, because round-trip journeys from Indianapolis Airport to Midway Intl. Airport (MDW) start from S$227. That's based on fares advertised within the last 7 days on Expedia for flights departing within the next year. Prices can go up quickly, so book now to secure the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Indianapolis Airport to MDW?
This can differ between airlines, as each has its own terms and conditions. Head to the Customer Service Portal, where you'll find instructions on how to cancel online.
How do I find cheap flights from Indianapolis Airport to Midway Intl. Airport (MDW) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Indianapolis Intl. Airport (IND) to Midway Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Indianapolis Airport to Midway Intl. Airport (MDW)?
A flight distance of just 260 kilometres separates Indianapolis and Chicago. Once you're up in the air, you won't have time to do much more than browse the magazine in your seat-back pocket.
Which airlines fly direct from Indianapolis Airport to MDW?
At the moment, no airlines offer flights directly from IND to MDW. You'll have to book a flight with at least one stop. To score the best price and connections, lock in your airfare well in advance.
Are Indianapolis Airport to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute?
Booking last minute from Indianapolis Intl. Airport (IND) to MDW can be hit-or-miss. You might be lucky and score a bargain, but then again, you could miss out! If you'd prefer to play it safe and start your travel planning early, Expedia compares flight deals up to 12 months in advance. Just keep in mind that not all airlines issue their prices that far in advance. Our advice? Check back often as updates are made frequently.

Explore a world of travel with Expedia

Chicago Airports

Chicago

Indianapolis to O'Hare Intl.
S$203.90
*Available to Expedia members.