HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$72+ Cheap flights from Indianapolis (IND) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Indianapolis to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Indianapolis to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Indianapolis (IND) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 16, 2025.

Round-trip from

$143
(Priceline)

One-way from

$72
(Frontier)

Popular in

March

Cheapest in

August

Average price

$257

Good round-trip deal

$260 or less

Good one-way deal

$157 or less
From Indianapolis to Chicago (CHI)
Search Deals
One-way flight from Indianapolis to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Indianapolis to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Indianapolis to Chicago (CHI).
Search Deals

Find flight deals from Indianapolis to Chicago

Cheapest flights from Indianapolis to Chicago
Explore the most affordable flight options available from Indianapolis to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Priceline deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/712:17 pmIND - ORD
1 stop5h 39mFrontier
Mon 11/105:05 amORD - IND
1 stop5h 17mFrontier
Deal found 9/15$143
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1412:17 pmIND - ORD
1 stop5h 39mFrontier
Sun 11/166:00 amORD - IND
1 stop12h 44mFrontier
Deal found 9/14$144
This Frontier deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/133:34 pmIND - ORD
1 stop10h 57mFrontier
Wed 10/157:15 amORD - IND
1 stop8h 14mFrontier
Deal found 9/15$148
This Booking.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/258:54 pmIND - ORD
1 stop13h 43mFrontier
Sun 9/288:49 pmORD - IND
1 stop19h 21mFrontier
Deal found 9/16$156
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/233:33 pmIND - ORD
1 stop10h 51mFrontier
Sun 10/265:25 amORD - IND
1 stop7h 26mFrontier
Deal found 9/14$157
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2912:06 pmIND - MDW
1 stop4h 54mFrontier
Fri 10/39:48 amMDW - IND
1 stop6h 33mFrontier
Deal found 9/14$159
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/203:34 pmIND - MDW
1 stop8h 46mFrontier
Fri 11/1412:30 pmMDW - IND
1 stop6h 14mFrontier
Deal found 9/14$163
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1410:14 pmIND - MDW
1 stop13h 12mFrontier
Mon 11/179:27 amMDW - IND
1 stop10h 52mFrontier
Deal found 9/14$165
This Frontier deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1110:14 pmIND - ORD
1 stop10h 00mFrontier
Mon 10/136:50 amORD - IND
1 stop11h 34mFrontier
Deal found 9/15$166
This Booking.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/243:34 pmIND - MDW
1 stop8h 46mFrontier
Sun 10/269:26 pmMDW - IND
1 stop12h 11mFrontier
Deal found 9/16$167
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/173:34 pmIND - ORD
1 stop10h 57mFrontier
Sun 10/195:25 amORD - IND
1 stop7h 26mFrontier
Deal found 9/14$170
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2612:06 pmIND - MDW
1 stop4h 54mFrontier
Mon 9/298:19 amMDW - IND
1 stop7h 51mFrontier
Deal found 9/14$173

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indianapolis to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Indianapolis to Chicago that are best for you.

Fly from

Indianapolis

Fly to

Chicago

Route

Depart

Return

Price

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Sat 11/8

4:20 pm-12:12 am

1 stop8h 52m

Chicago O'Hare Intl

Mon 11/10

5:05 am-11:22 am

1 stop5h 17m

$144

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 10/23

10:06 pm-7:34 am

1 stop10h 28m

Chicago O'Hare Intl

Sun 10/26

5:25 am-1:51 pm

1 stop7h 26m

$157

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 10/9

10:06 pm-7:34 am

1 stop10h 28m

Chicago O'Hare Intl

Sun 10/12

6:50 am-8:06 pm

1 stop12h 16m

$185

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 10/14

5:30 am-11:25 pm

2 stops18h 55m

Chicago Midway

Tue 10/21

5:56 pm-5:07 pm

1 stop22h 11m

$202

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Fri 10/17

3:34 pm-11:20 pm

1 stop8h 46m

Chicago Midway

Mon 10/20

5:10 am-1:51 pm

1 stop7h 41m

$219

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Wed 11/5

6:35 am-9:00 pm

1 stop15h 25m

Chicago O'Hare Intl

Sat 11/8

8:50 pm-12:33 pm

1 stop14h 43m

$222

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Mon 10/20

3:34 pm-11:20 pm

1 stop8h 46m

Chicago Midway

Fri 11/14

6:29 pm-10:56 pm

2 stops27h 27m

$222

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 10/13

12:46 pm-1:03 pm

Nonstop1h 17m

Chicago O'Hare Intl

Wed 10/15

9:55 pm-12:09 am

Nonstop1h 14m

$227

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 10/14

2:35 pm-8:50 pm

1 stop7h 15m

Chicago Midway

Tue 10/21

8:50 pm-10:50 pm

Nonstop1h 00m

$227

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Fri 10/3

7:44 pm-10:28 am

1 stop15h 44m

Chicago Midway

Sun 10/5

11:07 am-11:38 pm

1 stop11h 31m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 39 results
1
2
3
4

The best insider tips for Indianapolis to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Indianapolis to Chicago trip
Airports
IND

IND offers fast security lines with an average wait time of less than 3 minutes, making it ideal for business travelers.

Read more about INDby Barbara Noe Kennedy
ORD

For a quick city transfer, take the 'L' train from ORD to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Barbara Noe Kennedy

Barbara Noe Kennedy

Expert on IND

Barbara Noe Kennedy

Barbara Noe Kennedy

Award-winning travel journalist Barbara Noe Kennedy writes about destinations around the world—but her heart is in her home state of Virginia, where she’s always researching her next travel story.

Read more

Best time to book a flight from Indianapolis to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Indianapolis with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Indianapolis to Chicago

What is the cheapest month to book a flight from Indianapolis to Chicago?

Currently, August is the cheapest month in which you can book a flight from Indianapolis to Chicago (average of $245). Flying from Indianapolis to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IND to CHI?

Find hourly flight availability from Indianapolis to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 51% on flights from Indianapolis to Chicago by exploring options for tickets in the morning.

What is the cheapest day to fly from Indianapolis to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Indianapolis to Chicago. Price data was last updated on September 14, 2025.

Travelers seeking maximum savings on their Indianapolis to Chicago flight should consider departing on Friday mornings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Indianapolis to Chicago

Explore weekly flight availability from Indianapolis to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 16, 2025.

The most flights from IND to CHI are scheduled on a Monday (75 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (50 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 16, 2025.
Get a feel of what it's like to fly with United Airlines and American Airlines from Indianapolis to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,924 reviews

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,924 reviews
United Airlines
7.4
Good
8,924 reviews

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,924 reviews

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Indianapolis to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Indianapolis to Chicago?

    Located just 8.3 mi from the city center, Indianapolis is the airport most travelers will use when flying to Chicago from Indianapolis. Booking flights from Indianapolis (IND) to Chicago should be relatively easy as there are 61 daily outbound flights to Chicago from 2 different airlines.

  • How long is the flight from Indianapolis to Chicago?

    Frontier, Spirit Airlines, and Southwest can get you from Indianapolis to Chicago in just under 7h 15m. Your travel time can differ by up to 8h 10m. Airlines will cover a distance of 162 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Indianapolis to Chicago round-trip?

    Our cheapest airline available from Indianapolis to Chicago is American Airlines. Our recent data shows that you can find tickets from as low as $148 on this airline. An additional option worth looking into is United Airlines, starting at $197. American Airlines is priced at 43% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Indianapolis to Chicago one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $80. Users have also found prices from $109 and $109 on United Airlines and American Airlines, respectively.

  • What are the most reliable airlines from Indianapolis to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Indianapolis to Chicago on time: Air Chathams (100%), Copa Airlines (91%), Finnair (87%).

  • What are the cheapest flights from Indianapolis to Chicago?

    Looking at all options, your cheapest flight can be booked for $108. While the most popular route (Indianapolis - Chicago O'Hare Intl) can be booked for $187 on average, our data indicates $910 when flying from Indianapolis to Chicago.

  • Can I find deals for flights from Indianapolis to Chicago that include hotel bookings?

    Yes. In addition to deals on Indianapolis to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Indianapolis to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Indianapolis to Chicago.

  • Can I find deals for business class flights from Indianapolis to Chicago?

    Yes. Cheapflights offers flight deals from Indianapolis to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Indianapolis to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Indianapolis to Chicago (average of $245). Flying from Indianapolis to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Indianapolis to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Cincinnati to O'Hare Intl flights
Indianapolis to O'Hare Intl flights
O'Hare Intl to St. Louis flights
Cincinnati to Midway flights
Louisville to O'Hare Intl flights
Indianapolis to Midway flights
Dayton to O'Hare Intl flights
Midway to St. Louis flights
Louisville to Midway flights
Fort Wayne to O'Hare Intl flights
Cincinnati to St. Louis flights
Dayton to Midway flights
Cincinnati to Moline flights
Indianapolis to St. Louis flights
Dayton to St. Louis flights
South Bend to O'Hare Intl flights
O'Hare Intl to Burlington flights
O'Hare Intl to Peoria flights
O'Hare Intl to Decatur flights
O'Hare Intl to Evansville flights
Evansville to O'Hare Intl flights
Kalamazoo to O'Hare Intl flights
South Bend to St. Louis flights
Cincinnati to Rockford flights
Fort Wayne to St. Louis flights
Kalamazoo to St. Louis flights
Louisville to St. Louis flights
Kalamazoo to Midway flights
Evansville to Midway flights
South Bend to Midway flights
Dayton to Moline flights
O'Hare Intl to Springfield flights
Fort Wayne to Midway flights
Midway to Bloomington flights
O'Hare Intl to Paducah flights
O'Hare Intl to Champaign flights
O'Hare Intl to Bloomington flights
Louisville to Moline flights
O'Hare Intl to Moline flights
Midway to Peoria flights
Dayton to Quincy flights
Dayton to Evansville flights
Owensboro to St. Louis flights
Cincinnati to Evansville flights

Top 2 airlines flying from Indianapolis to Chicago

Discover the top 2 airlines that operate flights from Indianapolis to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$148Average$246FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$197Average$301FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.