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$55+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Indiana to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Indiana (USIN) 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 January 21, 2025.

Round-trip from

$110
(Frontier)

One-way from

$55
(Frontier)

Good round-trip deal

$225 or less

Good one-way deal

$129 or less
From Indiana to Chicago (CHI)
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One-way flight from Indiana to Chicago (CHI)
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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 January 21, 2025.

This Frontier deal was found by Cheapflights users on 1/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/66:47 pmIND - ORD
1 stop6h 36mFrontier
Mon 3/108:50 amORD - IND
1 stop6h 55mFrontier
Deal found 1/21$110
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Wed 2/126:35 amSDF - ORD
Nonstop1h 39mAmerican Airlines
Mon 2/176:30 pmORD - SDF
Nonstop1h 37mAmerican Airlines
Deal found 1/21$137
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/198:40 pmIND - ORD
1 stop15h 36mSpirit Airlines
Wed 2/265:15 amORD - IND
1 stop13h 20mSpirit Airlines
Deal found 1/20$146
This Southwest deal was found by Cheapflights users on 1/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/112:55 pmSDF - MDW
Nonstop1h 15mSouthwest
Thu 4/39:50 pmMDW - SDF
Nonstop1h 15mSouthwest
Deal found 1/21$167
This Justfly.com deal was found by Cheapflights users on 1/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/16:47 pmIND - ORD
1 stop6h 28mMultiple Airlines
Tue 4/85:22 pmORD - IND
1 stop18h 05mMultiple Airlines
Deal found 1/20$169
This Booking.com deal was found by Cheapflights users on 1/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/66:00 amCVG - MDW
1 stop19h 17mFrontier
Sun 2/98:45 amMDW - CVG
1 stop12h 34mFrontier
Deal found 1/21$170
This Booking.com deal was found by Cheapflights users on 1/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/66:00 amCVG - ORD
1 stop9h 02mFrontier
Sun 2/97:00 amORD - CVG
1 stop14h 19mFrontier
Deal found 1/21$170
This Southwest deal was found by Cheapflights users on 1/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/204:40 pmCVG - MDW
1 stop6h 20mSouthwest
Thu 2/276:25 amMDW - CVG
1 stop5h 10mSouthwest
Deal found 1/21$172
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/121:25 pmSDF - ORD
1 stop3h 48mDelta
Mon 2/174:58 pmORD - SDF
1 stop3h 42mDelta
Deal found 1/21$177
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/37:35 amSDF - MDW
1 stop6h 30mDelta
Wed 3/56:00 amMDW - SDF
1 stop4h 51mDelta
Deal found 1/21$177
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1110:31 amCVG - MDW
1 stop3h 34mDelta
Wed 2/126:00 amMDW - CVG
1 stop7h 09mDelta
Deal found 1/21$177
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/116:11 amCVG - ORD
1 stop4h 05mDelta
Tue 2/184:58 pmORD - CVG
1 stop4h 40mDelta
Deal found 1/21$177

Find flights from Indiana to Chicago within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 3/6

6:47 pm-12:23 am

1 stop6h 36m

Chicago O'Hare Intl

Mon 3/10

8:50 am-4:45 pm

1 stop6h 55m

$110

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 2/18

8:40 pm-11:05 am

1 stop15h 25m

Chicago O'Hare Intl

Tue 2/25

5:15 am-7:35 pm

1 stop13h 20m

$136

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 2/12

6:35 am-7:14 am

Nonstop1h 39m

Chicago O'Hare Intl

Mon 2/17

6:30 pm-9:07 pm

Nonstop1h 37m

$137

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Tue 4/1

12:55 pm-1:10 pm

Nonstop1h 15m

Chicago Midway

Thu 4/3

9:50 pm-12:05 am

Nonstop1h 15m

$167

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 2/6

6:00 am-12:17 am

1 stop19h 17m

Chicago Midway

Sun 2/9

8:45 am-10:19 pm

1 stop12h 34m

$170

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 2/6

6:00 am-2:02 pm

1 stop9h 02m

Chicago O'Hare Intl

Sun 2/9

7:00 am-10:19 pm

1 stop14h 19m

$170

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Sat 3/22

7:04 am-7:30 am

Nonstop1h 26m

Chicago O'Hare Intl

Fri 3/28

6:33 pm-8:57 pm

Nonstop1h 24m

$171

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 2/20

4:40 pm-10:00 pm

1 stop6h 20m

Chicago Midway

Thu 2/27

6:25 am-12:35 pm

1 stop5h 10m

$172

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 2/12

1:25 pm-4:13 pm

1 stop3h 48m

Chicago O'Hare Intl

Mon 2/17

4:58 pm-9:40 pm

1 stop3h 42m

$177

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Mon 3/3

7:35 am-1:05 pm

1 stop6h 30m

Chicago Midway

Wed 3/5

6:00 am-11:51 am

1 stop4h 51m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

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.

Travel insights for flights from Indiana to Chicago

Get recent, data-driven insights about flights from Indiana to Chicago including ideal travel times, pricing trends, and more.

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 $320). 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 January 21, 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 January 21, 2025.

The most flights from USIN to CHI are scheduled on a Monday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (43 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 January 21, 2025.
To help decide which airline to fly from Indiana to Chicago, see what other customers have to say about American Airlines, United Airlines and Frontier. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,985 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
801 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Frontier, with whom users have recently found tickets for as low as $55. However, be on the lookout for offers from Spirit Airlines and United 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 Air Chathams (100%), Copa Airlines (92%) and ANA (89%).

  • What are the cheapest flights from Indiana to Chicago?

    Looking at all options, your cheapest flight can be booked for $110. While the most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl) can be booked for $137 on average our data indicates $1,123 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 $320). 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
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
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.
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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$178Average$277FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$178Average$315FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$192Average$226FlexibilityNo cancel feeOn-timeN/A
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