Chicago

$79+ 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Jul 8 — Jul 151
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Cheapflights Tip: The best prices from Indianapolis to Chicago are usually found in December or January, booked 73 days in advance, depart on a Thursday or Friday and return on a Saturday

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 July 3, 2025.

Round-trip from

$122
(Priceline)

One-way from

$79
(Southwest)

Popular in

March

Cheapest in

December

Average price

$298

Good round-trip deal

$250 or less

Good one-way deal

$173 or less
From Indianapolis to Chicago (CHI)
One-way flight from Indianapolis to Chicago (CHI)
Highest demand for flights based on searches. 7% potential increase in price ($21 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in July 2025
Price to beat on a round-trip flight from Indianapolis to Chicago (CHI).
Price to beat on a one-way flight from Indianapolis to Chicago (CHI).

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 July 3, 2025.

This Priceline deal was found by Cheapflights users on 7/2. 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 8/13:30 pmIND - ORD
1 stop9h 52mFrontier
Fri 8/85:01 amORD - IND
1 stop8h 43mFrontier
Deal found 7/2$122
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Tue 11/45:47 pmIND - ORD
Nonstop1h 13mAmerican Airlines
Wed 11/198:00 amORD - IND
Nonstop1h 09mAmerican Airlines
Deal found 7/1$137
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/75:15 pmIND - MDW
Nonstop1h 05mSouthwest
Mon 8/118:55 pmMDW - IND
Nonstop1h 00mSouthwest
Deal found 7/1$137
This Southwest deal was found by Cheapflights users on 7/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/266:20 amIND - ORD
1 stop5h 25mSouthwest
Wed 8/271:30 pmORD - IND
1 stop7h 10mSouthwest
Deal found 7/2$157
This Tripair deal was found by Cheapflights users on 7/1. 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 Tripair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/74:43 pmIND - ORD
Nonstop1h 16mUnited Airlines
Mon 8/113:40 pmORD - IND
Nonstop1h 13mUnited Airlines
Deal found 7/1$186
This Frontier deal was found by Cheapflights users on 7/2. 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 8/71:00 pmIND - MDW
1 stop8h 54mFrontier
Mon 8/1112:35 pmMDW - IND
1 stop11h 08mFrontier
Deal found 7/2$195
This FlightHub deal was found by Cheapflights users on 6/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/296:00 amIND - ORD
1 stop19h 10mMultiple Airlines
Tue 8/54:36 pmORD - IND
1 stop15h 44mMultiple Airlines
Deal found 6/30$215
This Mytrip deal was found by Cheapflights users on 7/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/297:01 amIND - ORD
1 stop17h 10mSpirit Airlines
Thu 7/3110:00 amORD - IND
1 stop11h 48mSpirit Airlines
Deal found 7/2$218
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/48:10 amIND - MDW
1 stop5h 19mDelta
Fri 7/46:20 pmMDW - IND
1 stop4h 44mDelta
Deal found 7/1$265
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/96:00 amIND - MDW
1 stop10h 37mMultiple Airlines
Fri 7/1110:31 amMDW - IND
2 stops21h 49mMultiple Airlines
Deal found 6/30$348

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 July 3, 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

Fri 8/1

3:30 pm-12:22 am

1 stop9h 52m

Chicago O'Hare Intl

Fri 8/8

5:01 am-2:44 pm

1 stop8h 43m

$122

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 11/4

5:47 pm-6:00 pm

Nonstop1h 13m

Chicago O'Hare Intl

Wed 11/19

8:00 am-10:09 am

Nonstop1h 09m

$137

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Thu 8/7

5:15 pm-5:20 pm

Nonstop1h 05m

Chicago Midway

Mon 8/11

8:55 pm-10:55 pm

Nonstop1h 00m

$137

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 8/26

6:20 am-10:45 am

1 stop5h 25m

Chicago O'Hare Intl

Wed 8/27

1:30 pm-9:40 pm

1 stop7h 10m

$157

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 8/7

4:43 pm-4:59 pm

Nonstop1h 16m

Chicago O'Hare Intl

Mon 8/11

3:40 pm-5:53 pm

Nonstop1h 13m

$186

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Thu 8/7

1:00 pm-8:54 pm

1 stop8h 54m

Chicago Midway

Mon 8/11

12:35 pm-12:43 am

1 stop11h 08m

$195

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 7/29

6:00 am-12:10 am

1 stop19h 10m

Chicago O'Hare Intl

Tue 8/5

4:36 pm-9:20 am

1 stop15h 44m

$215

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 7/29

7:01 am-11:11 pm

1 stop17h 10m

Chicago O'Hare Intl

Thu 7/31

10:00 am-10:48 pm

1 stop11h 48m

$218

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 8/5

8:15 am-12:29 pm

1 stop5h 14m

Chicago Midway

Wed 8/20

9:31 am-1:27 pm

1 stop2h 56m

$265

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 10/27

5:30 am-10:45 am

1 stop6h 15m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 22 results
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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

How far ahead should I book a flight from Indianapolis to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Indianapolis to Chicago. Price data was last updated on June 27, 2025.

Booking 27 days in advance of your planned departure date is, on average, the best time to get cheap flights from Indianapolis to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 July 3, 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 June 29, 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. Sunday 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 July 3, 2025.

The most flights from IND to CHI are scheduled on a Thursday (72 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

How much does it cost to fly round-trip from Indianapolis to Chicago?

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 July 3, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United 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.

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 30 daily outbound flights to Chicago from 2 different airlines.

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

    Our cheapest airline available from Indianapolis to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $122 on this airline. Additional options worth looking into are American Airlines and Southwest, starting at $137 and $137 round-trip. Frontier is priced at 54% 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 Southwest. According to our data, you can fly for as low as $79. Users have also found prices from $82 and $106 on Frontier and Spirit 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: Japan Airlines (97%), GoJet (97%), Qatar Airways (95%).

  • What are the cheapest flights from Indianapolis to Chicago?

    Looking at all options, your cheapest flight can be booked for $130. While the most popular route (Indianapolis - Chicago O'Hare Intl) can be booked for $137 on average our data indicates $1,628 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 Indianapolis?

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

Browse thousands of different options on Cheapflights for your next trip

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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$298FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$241FlexibilityNo cancel feeOn-time71%

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