HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$55+ 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
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.

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 October 22, 2025.

This American Airlines deal was found by Cheapflights users on 10/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:30 amIND - ORD
Nonstop1h 24mAmerican Airlines
Mon 1/58:09 amORD - IND
Nonstop1h 20mAmerican Airlines
Deal found 10/20$127
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:05 amIND - ORD
1 stop10h 26mMultiple Airlines
Thu 11/136:40 amORD - IND
1 stop15h 40mMultiple Airlines
Deal found 10/22$130
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:45 pmIND - MDW
1 stop14h 01mFrontier
Thu 12/117:47 pmMDW - IND
1 stop18h 23mFrontier
Deal found 10/21$133
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/53:45 pmIND - MDW
1 stop7h 27mFrontier
Mon 12/86:15 amMDW - IND
1 stop11h 35mFrontier
Deal found 10/20$134
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:29 pmIND - ORD
1 stop9h 38mFrontier
Fri 12/126:11 amORD - IND
1 stop7h 39mFrontier
Deal found 10/21$136
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/53:45 pmIND - ORD
1 stop7h 39mFrontier
Mon 12/811:01 amORD - IND
1 stop8h 25mFrontier
Deal found 10/20$139
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/101:47 pmIND - ORD
1 stop12h 12mMultiple Airlines
Tue 11/117:34 pmORD - IND
1 stop26h 46mMultiple Airlines
Deal found 10/20$142
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/219:00 amIND - ORD
Nonstop1h 33mUnited Airlines
Tue 12/239:27 pmORD - IND
Nonstop1h 17mUnited Airlines
Deal found 10/21$143
This Frontier deal was found by Cheapflights users on 10/19. 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 11/33:39 pmIND - ORD
1 stop10h 20mFrontier
Fri 11/77:20 amORD - IND
1 stop5h 54mFrontier
Deal found 10/19$144
This United Airlines deal was found by Cheapflights users on 10/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/511:15 amIND - ORD
Nonstop1h 20mUnited Airlines
Sun 12/712:55 pmORD - IND
Nonstop1h 13mUnited Airlines
Deal found 10/20$145
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:31 amIND - ORD
Nonstop1h 28mAmerican Airlines
Fri 12/127:05 amORD - IND
Nonstop1h 19mAmerican Airlines
Deal found 10/21$146
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1012:17 pmIND - MDW
1 stop7h 22mMultiple Airlines
Tue 11/116:26 pmMDW - IND
2 stops24h 38mMultiple Airlines
Deal found 10/20$150

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 October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$109
(American Airlines)

One-way from

$55
(United Airlines)

Popular in

March

Cheapest in

August

Average price

$264

Good round-trip deal

$318 or less

Good one-way deal

$161 or less
Provider with most accurate pricing for Indianapolis-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-Chicago (CHI) flights.
Search Deals
From Indianapolis to Chicago (CHI)
Search Deals
One-way flight from Indianapolis to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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

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 October 22, 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

Sun 12/21

9:00 am-9:33 am

Nonstop1h 33m

Chicago O'Hare Intl

Tue 12/23

9:27 pm-11:44 pm

Nonstop1h 17m

$143

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 12/17

6:45 am-1:08 pm

1 stop7h 23m

Chicago Midway

Thu 12/18

10:36 am-5:36 pm

1 stop6h 00m

$161

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 12/17

7:00 am-11:55 am

1 stop5h 55m

Chicago Midway

Mon 12/22

6:08 pm-10:54 pm

1 stop3h 46m

$161

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 11/4

5:05 am-11:20 am

1 stop7h 15m

Chicago O'Hare Intl

Wed 11/5

12:37 pm-11:20 pm

2 stops9h 43m

$162

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sun 12/14

2:08 pm-6:00 pm

1 stop4h 52m

Chicago Midway

Sun 12/21

6:08 pm-10:54 pm

1 stop3h 46m

$165

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Thu 12/18

6:22 am-8:54 am

1 stop3h 32m

Chicago Midway

Mon 12/22

5:59 pm-11:23 pm

1 stop4h 24m

$165

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Thu 2/26

6:05 am-8:50 am

1 stop3h 45m

Chicago Midway

Sun 3/1

5:59 pm-12:04 am

1 stop5h 05m

$165

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Thu 1/15

7:45 pm-7:45 pm

Nonstop1h 00m

Chicago Midway

Sat 1/17

7:50 pm-10:00 pm

Nonstop1h 10m

$174

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Fri 12/5

8:48 pm-8:42 am

2 stops36h 54m

Chicago O'Hare Intl

Fri 12/12

6:11 am-2:50 pm

1 stop7h 39m

$175

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 11/6

5:05 am-6:34 pm

1 stop14h 29m

Chicago O'Hare Intl

Thu 11/20

10:59 am-11:24 pm

1 stop11h 25m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 42 results
1
2
3
...
5

Compare providers for flights from Indianapolis to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Indianapolis to Chicago in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Indianapolis-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Indianapolis-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Indianapolis-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Indianapolis-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Indianapolis-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, March is the cheapest month in which you can book a flight from Indianapolis to Chicago (average of $131). Flying from Indianapolis to Chicago in June is currently the most expensive (average of $179). 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 October 22, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 33% 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 October 19, 2025.

Travelers seeking maximum savings on their Indianapolis to Chicago flight should consider departing on Sunday at noon when fares are most often at their lowest. Saturday 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 October 22, 2025.

The most flights from IND to CHI are scheduled on a Tuesday (72 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (23 on average).

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

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 October 22, 2025.
Get a feel of what it's like to fly with Southwest, 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.
Southwest
8.0
Very good
4,235 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,988 reviews
Southwest
8.0
Very good
4,235 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,029 reviews
Southwest
8.0
Very good
4,235 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 57 daily outbound flights to Chicago from 2 different airlines.

  • How long is the flight from Indianapolis to Chicago?

    United Airlines, Delta, and Frontier can get you from Indianapolis to Chicago in just under 1h 33m. Your travel time can differ by up to 35h 21m. Airlines will cover a distance of 177 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 $140 on this airline. An additional option worth looking into is United Airlines, starting at $183. American Airlines is priced at 47% 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 American Airlines. According to our data, you can fly for as low as $55. Users have also found prices from $55 and $78 on United Airlines and Southwest, 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 (95%), Finnair (91%).

  • What are the cheapest flights from Indianapolis to Chicago?

    Looking at all options, your cheapest flight can be booked for $118. While the most popular route (Indianapolis - Chicago O'Hare Intl) can be booked for $109 on average, our data indicates $837 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, March is the cheapest month in which you can book a flight from Indianapolis to Chicago (average of $131). Flying from Indianapolis to Chicago in June is currently the most expensive (average of $179). 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
Porter
Benton Harbor

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
O'Hare Intl to St. Louis flights
Louisville to O'Hare Intl flights
Indianapolis to O'Hare Intl flights
Cincinnati to Midway flights
Louisville to Midway flights
Indianapolis to Midway flights
Midway to St. Louis flights
Dayton to O'Hare Intl flights
Cincinnati to St. Louis flights
Fort Wayne to O'Hare Intl flights
Dayton to Midway flights
South Bend to O'Hare Intl flights
Fort Wayne to St. Louis flights
Louisville to St. Louis flights
Evansville to O'Hare Intl flights
Indianapolis to St. Louis flights
O'Hare Intl to Evansville flights
Cincinnati to Rockford flights
O'Hare Intl to Peoria flights
O'Hare Intl to Champaign flights
South Bend to St. Louis flights
O'Hare Intl to Decatur flights
Fort Wayne to Midway flights
Dayton to St. Louis flights
Evansville to Midway flights
O'Hare Intl to Moline flights
O'Hare Intl to Burlington flights
Kalamazoo to O'Hare Intl flights
Kalamazoo to Midway flights
O'Hare Intl to Bloomington flights
Dayton to Moline flights
O'Hare Intl to Springfield flights
Cincinnati to Moline flights
Midway to Bloomington flights
Dayton to Evansville flights
O'Hare Intl to Paducah flights
Kalamazoo to St. Louis flights
Louisville to Moline flights
Midway to Peoria flights
Cincinnati to Evansville flights
South Bend to Midway flights
Dayton to Quincy flights
Owensboro to St. Louis 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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$140Average$234FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$183Average$289FlexibilityNo 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.