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$64+ 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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
mai 6 — mai 131
mar. 5/6
mar. 5/13
1 adult, Economy
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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”

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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 Friday or Wednesday 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 mai 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$162
(Frontier)

One-way from

$64
(Mytrip)

Popular in

March

Cheapest in

December

Average price

$296

Good round-trip deal

$321 or less

Good one-way deal

$173 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. 10% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 mai 1, 2025.

This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 5/283:29 pmIND - ORD
1 stop9h 51mFrontier
sam. 5/318:04 amORD - IND
1 stop5h 31mFrontier
Deal found 4/30$162
This Mytrip deal was found by Cheapflights users on 4/29. 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.
dim. 5/119:20 amIND - ORD
1 stop24h 35mSpirit Airlines
jeu. 5/1510:00 amORD - IND
1 stop21h 15mSpirit Airlines
Deal found 4/29$168
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/308:30 amIND - ORD
Nonstop1h 20mAmerican Airlines
ven. 6/66:47 amORD - IND
Nonstop1h 05mAmerican Airlines
Deal found 4/30$179
This Mytrip deal was found by Cheapflights users on 4/30. 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.
mer. 5/2810:50 amIND - ORD
2 stops28h 16mMultiple Airlines
sam. 5/314:35 pmORD - IND
1 stop21h 13mMultiple Airlines
Deal found 4/30$192
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 5/226:00 amIND - MDW
1 stop3h 40mDelta
dim. 5/259:16 amMDW - IND
1 stop4h 56mDelta
Deal found 4/30$199
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 7/308:20 amIND - ORD
1 stop4h 30mSouthwest
ven. 8/11:50 pmORD - IND
1 stop9h 30mSouthwest
Deal found 4/30$203
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 5/296:00 amIND - ORD
1 stop4h 51mDelta
jeu. 5/297:25 pmORD - IND
1 stop3h 34mDelta
Deal found 4/30$214
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 7/306:10 pmIND - MDW
1 stop7h 20mSouthwest
ven. 8/14:55 pmMDW - IND
1 stop5h 20mSouthwest
Deal found 4/30$226
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 8/156:11 pmIND - ORD
Nonstop1h 20mUnited Airlines
sam. 8/2311:05 amORD - IND
Nonstop1h 12mUnited Airlines
Deal found 4/30$239
This Mytrip deal was found by Cheapflights users on 4/30. 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.
jeu. 5/229:20 amIND - MDW
3 stops29h 44mMultiple Airlines
dim. 5/2511:03 amMDW - IND
1 stop7h 16mMultiple Airlines
Deal found 4/30$349

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 mai 1, 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

mer. 5/28

3:29 pm-12:20 am

1 stop9h 51m

Chicago O'Hare Intl

sam. 5/31

8:04 am-2:35 pm

1 stop5h 31m

$162

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

dim. 5/11

9:20 am-8:55 am

1 stop24h 35m

Chicago O'Hare Intl

jeu. 5/15

10:00 am-8:15 am

1 stop21h 15m

$168

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

ven. 5/30

8:30 am-8:50 am

Nonstop1h 20m

Chicago O'Hare Intl

ven. 6/6

6:47 am-8:52 am

Nonstop1h 05m

$179

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

mer. 5/28

10:50 am-2:06 pm

2 stops28h 16m

Chicago O'Hare Intl

sam. 5/31

4:35 pm-2:48 pm

1 stop21h 13m

$192

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

jeu. 5/22

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

dim. 5/25

9:16 am-3:12 pm

1 stop4h 56m

$199

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

jeu. 5/29

6:00 am-9:51 am

1 stop4h 51m

Chicago O'Hare Intl

jeu. 5/29

7:25 pm-11:59 pm

1 stop3h 34m

$214

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

mar. 7/8

2:35 pm-9:40 pm

2 stops8h 05m

Chicago Midway

mer. 7/9

10:55 am-6:25 pm

1 stop6h 30m

$216

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

ven. 8/15

6:11 pm-6:31 pm

Nonstop1h 20m

Chicago O'Hare Intl

sam. 8/23

11:05 am-1:17 pm

Nonstop1h 12m

$239

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

jeu. 5/22

9:20 am-2:04 pm

3 stops29h 44m

Chicago Midway

dim. 5/25

11:03 am-7:19 pm

1 stop7h 16m

$349

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

lun. 5/12

5:30 am-11:50 am

1 stop7h 20m

Chicago O'Hare Intl

lun. 5/12

1:30 pm-11:35 pm

1 stop9h 05m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 23 results
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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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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 eDreams the most. eDreams 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.

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 efficient security with an average wait time under 3 minutes. Check wait times online before heading to the airport.

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 common with taxis or rideshares.

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 April 25, 2025.

Booking 65 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 mai 1, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 57% 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 March 30, 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 evenings 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 mai 1, 2025.

The most flights from IND to CHI are scheduled on a Thursday (70 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (20 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 mai 1, 2025.
Read through reviews of airlines operating flights from Indianapolis to Chicago, such as Alaska Airlines, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Allegiant Air
7.3
Good
734 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 47 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 $162 on this airline. Additional options worth looking into are Spirit Airlines and American Airlines, starting at $168 and $179 round-trip. Frontier is priced at 39% 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 Spirit Airlines. According to our data, you can fly for as low as $64. Users have also found prices from $81 and $90 on Frontier 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: Copa Airlines (95%), SkyWest Airlines (88%), ANA (88%).

  • What are the cheapest flights from Indianapolis to Chicago?

    Looking at all options, your cheapest flight can be booked for $144. While the most popular route (Indianapolis - Chicago O'Hare Intl) can be booked for $168 on average our data indicates $955 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
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Indianapolis to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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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 mai 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$274FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$189Average$302FlexibilityNo cancel feeOn-time69%

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