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$49+ Cheap flights from Indiana 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Indiana to Chicago

Keep the following information in mind while searching for Indiana to Chicago flight deals. Data was last updated June 12, 2025.

Round-trip from

$97
(American Airlines)

One-way from

$49
(Southwest)

Popular in

March

Cheapest in

December

Average price

$277

Good round-trip deal

$316 or less

Good one-way deal

$94 or less
From Indiana to Chicago (CHI)
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One-way flight from Indiana to Chicago (CHI)
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Highest demand for flights based on searches. 7% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Indiana to Chicago (CHI).
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Price to beat on a one-way flight from Indiana to Chicago (CHI).
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Find flight deals from Indiana to Chicago

Cheapest flights from Indiana to Chicago
Explore the most affordable flight options available from Indiana to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/12. 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.
Mon 8/46:50 pmSDF - ORD
Nonstop1h 35mAmerican Airlines
Wed 8/273:13 pmORD - SDF
Nonstop1h 25mAmerican Airlines
Deal found 6/12$97
This Southwest deal was found by Cheapflights users on 6/10. 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.
Mon 8/43:55 pmSDF - MDW
Nonstop1h 15mSouthwest
Wed 8/2710:05 amMDW - SDF
Nonstop1h 20mSouthwest
Deal found 6/10$97
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 8/183:55 pmIND - ORD
Nonstop1h 23mAmerican Airlines
Mon 8/1810:07 pmORD - IND
Nonstop1h 13mAmerican Airlines
Deal found 6/10$109
This Southwest deal was found by Cheapflights users on 6/10. 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.
Mon 8/186:35 amIND - MDW
Nonstop1h 05mSouthwest
Mon 8/188:55 pmMDW - IND
Nonstop1h 00mSouthwest
Deal found 6/10$109
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Mon 9/2910:55 amSDF - ORD
Nonstop1h 38mUnited Airlines
Mon 9/297:50 pmORD - SDF
Nonstop1h 40mUnited Airlines
Deal found 6/11$116
This Southwest deal was found by Cheapflights users on 6/11. 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 9/25:30 amSDF - ORD
1 stop7h 20mSouthwest
Tue 9/97:30 amORD - SDF
1 stop6h 05mSouthwest
Deal found 6/11$117
This Southwest deal was found by Cheapflights users on 6/11. 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.
Wed 8/276:20 amIND - ORD
1 stop5h 25mSouthwest
Wed 9/33:10 pmORD - IND
1 stop4h 50mSouthwest
Deal found 6/11$129
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 8/2712:14 pmIND - ORD
Nonstop1h 24mUnited Airlines
Mon 9/12:20 pmORD - IND
Nonstop1h 12mUnited Airlines
Deal found 6/11$169
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Mon 7/71:57 pmSDF - ORD
1 stop20h 41mSpirit Airlines
Thu 7/1011:21 amORD - SDF
1 stop20h 43mSpirit Airlines
Deal found 6/10$172
This Delta deal was found by Cheapflights users on 6/9. 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.
Sat 8/3012:30 pmSDF - ORD
1 stop7h 49mDelta
Sat 9/65:30 pmORD - SDF
1 stop4h 30mDelta
Deal found 6/9$177
This Delta deal was found by Cheapflights users on 6/12. 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.
Tue 11/1110:15 amSDF - MDW
1 stop3h 17mDelta
Tue 11/115:25 pmMDW - SDF
1 stop5h 31mDelta
Deal found 6/12$177
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/49:45 amFWA - ORD
Nonstop1h 09mAmerican Airlines
Sat 7/128:23 amORD - FWA
Nonstop1h 01mAmerican Airlines
Deal found 6/11$179

Cheapflights Fare Finder

Customize your flight search to find flights from Indiana 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 June 12, 2025.
Use the filters below to find and compare flights from Indiana to Chicago that are best for you.

Fly from

Indiana

Fly to

Chicago

Route

Depart

Return

Price

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 8/4

6:50 pm-7:25 pm

Nonstop1h 35m

Chicago O'Hare Intl

Wed 8/27

3:13 pm-5:38 pm

Nonstop1h 25m

$97

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Mon 8/4

3:55 pm-4:10 pm

Nonstop1h 15m

Chicago Midway

Wed 8/27

10:05 am-12:25 pm

Nonstop1h 20m

$97

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 8/18

3:55 pm-4:18 pm

Nonstop1h 23m

Chicago O'Hare Intl

Mon 8/18

10:07 pm-12:20 am

Nonstop1h 13m

$109

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Mon 8/18

6:35 am-6:40 am

Nonstop1h 05m

Chicago Midway

Mon 8/18

8:55 pm-10:55 pm

Nonstop1h 00m

$109

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 9/29

10:55 am-11:33 am

Nonstop1h 38m

Chicago O'Hare Intl

Mon 9/29

7:50 pm-10:30 pm

Nonstop1h 40m

$116

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 9/2

5:30 am-11:50 am

1 stop7h 20m

Chicago O'Hare Intl

Tue 9/9

7:30 am-2:35 pm

1 stop6h 05m

$117

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Wed 8/27

6:20 am-10:45 am

1 stop5h 25m

Chicago O'Hare Intl

Wed 9/3

3:10 pm-9:00 pm

1 stop4h 50m

$129

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Wed 8/27

12:14 pm-12:38 pm

Nonstop1h 24m

Chicago O'Hare Intl

Mon 9/1

2:20 pm-4:32 pm

Nonstop1h 12m

$169

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 7/7

1:57 pm-9:38 am

1 stop20h 41m

Chicago O'Hare Intl

Thu 7/10

11:21 am-9:04 am

1 stop20h 43m

$172

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 8/30

12:30 pm-7:19 pm

1 stop7h 49m

Chicago O'Hare Intl

Sat 9/6

5:30 pm-11:00 pm

1 stop4h 30m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 60 results
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Best time to book a flight from Indiana to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Indiana 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 Indiana to Chicago

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

Currently, August is the cheapest month in which you can book a flight from Indiana to Chicago (average of $245). Flying from Indiana 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 IN to CHI?

Find hourly flight availability from Indiana 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 June 12, 2025.

When flying from Indiana to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Indiana to Chicago

Explore weekly flight availability from Indiana 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 June 12, 2025.

The most flights from USIN to CHI are scheduled on a Wednesday (73 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 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 June 12, 2025.
To help decide which airline to fly from Indiana to Chicago, see what other customers have to say about Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

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.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

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.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

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.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

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.
Allegiant Air
7.3
Good
725 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

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.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

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 Indiana to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $49. However, be on the lookout for offers from United Airlines and Spirit Airlines, as they are both options that can get you from Indiana to Chicago for a low price.

  • What are the most popular routes from Indiana to Chicago?

    While some choose either Louisville Intl - Chicago O'Hare Intl or Cincinnati Cinci./N. Kentucky - Chicago Midway, Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl is the most popular route from Indiana to Chicago.

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

    The top 3 most reliable airlines when flying from Indiana to Chicago are Copa Airlines (96%), Japan Airlines (95%) and GoJet (94%).

  • What are the cheapest flights from Indiana to Chicago?

    Looking at all options, your cheapest flight can be booked for $114. While the most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl) can be booked for $109 on average our data indicates $1,724 when flying from Indiana to Chicago.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Indiana 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 Indiana to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Indiana to Chicago (average of $245). Flying from Indiana 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 Indiana?

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

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Alternative routes for Indiana to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
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Hobby to O'Hare Intl flights
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Sky Harbor Intl to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
San Francisco to Midway flights
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LaGuardia to Midway flights
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Dulles Intl to Midway flights
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George Bush Intcntl to O'Hare Intl flights
Atlanta to Midway flights
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Miami to O'Hare Intl flights
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Love Field to O'Hare Intl flights
Los Angeles to Midway flights
Philadelphia to Midway flights
Boston to Midway flights
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Hartford to O'Hare Intl flights
Baltimore to Midway flights
Minneapolis to Midway flights
Seattle to Midway flights
Newark to St. Louis flights
Salt Lake City to O'Hare Intl flights
Dulles Intl to St. Louis flights

Top 3 airlines flying from Indiana to Chicago

Discover the top 3 airlines that operate flights from Indiana 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$278FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$307FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$189Average$228FlexibilityNo cancel feeOn-timeN/A

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