What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Indianapolis according to our data. American Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Indianapolis to Chicago?

Frontier, Spirit Airlines, and United Airlines are the most popular carriers operating from Indianapolis to Chicago

How many flights depart from Indianapolis to Chicago on average per week?

As of November 2025, 415 flights take off from Indianapolis and land in Chicago each week. The most common flight departure day for this route is Thu, with 16% of weekly flights taking off on this day.

How many flights depart from Indianapolis to Chicago on average per day?

As of November 2025, 59 flights take off from Indianapolis and land in Chicago each day. The most common flight departure time for this route is 12:00PM, with 48% of daily flights taking off at noon.

Is flying the fastest way to get from Indianapolis to Chicago?

Based on just travel duration our users have found a flight from Indianapolis to Chicago to be the fastest option to their destination at just 1h 00m. If travel time is less of a concern you may want to look into booking some alternative forms of transportation like a train from Indianapolis to Chicago or a bus from Indianapolis to Chicago.

Is flying the cheapest way to get from Indianapolis to Chicago?

Expect a bus to be one of the cheapest options available to you for travel. Currently, a bus has deals available from $73. While they may not be the most cost-effective options currently available a flight from Indianapolis to Chicago or a train from Indianapolis to Chicago can also be options worth looking into if other factors outside of cost are a higher priority.

When did momondo last update prices for flights from Indianapolis Airport to Chicago?

Prices for flights from Indianapolis Airport to Chicago are updated daily.

How many operators does momondo search for flights from Indianapolis Airport to Chicago?

The number of operators available for flights from Indianapolis Airport to Chicago is 2 as of November 2025.

How old do you have to be to fly from Indianapolis Airport to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Indianapolis Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$61 Cheap Flights from Indianapolis to Chicago in 2025/26

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Find the cheapest flights from Indianapolis to Chicago

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Cheap round-trip flights

Enter your travel dates to find the best prices.

4:10 pm - 10:24 pmIND-ORD

7h 14m1 stop

11:44 am - 6:50 pmORD-IND

6h 06m1 stop

$131Frontier

Find Deal

Fri, Dec 12 - Mon, Dec 15

4:10 pm - 11:54 amIND-ORD

20h 44m1 stop

11:44 am - 6:50 pmORD-IND

6h 06m1 stop

$152Frontier

Find Deal

Fri, Dec 5 - Mon, Dec 8

11:23 am - 12:08 amIND-ORD

13h 45m1 stop

6:15 pm - 8:08 amORD-IND

12h 53m1 stop

$171Multiple Airlines

Find Deal

Mon, Nov 24 - Mon, Dec 1

9:55 pm - 7:46 amIND-ORD

10h 51m1 stop

6:15 pm - 8:08 amORD-IND

12h 53m1 stop

$179Multiple Airlines

Find Deal

Sun, Nov 23 - Mon, Dec 1

7:15 am - 7:29 amIND-ORD

1h 14mnonstop

7:51 pm - 9:59 pmORD-IND

1h 08mnonstop

$197United Airlines

Find Deal

Fri, Dec 12 - Sun, Dec 14

7:10 am - 7:25 amIND-MDW

1h 15mnonstop

8:35 pm - 10:35 pmMDW-IND

1h 00mnonstop

$197Southwest

Find Deal

Mon, Dec 15 - Tue, Dec 16

10:29 am - 10:55 amIND-ORD

1h 26mnonstop

7:25 pm - 9:39 pmORD-IND

1h 14mnonstop

$214American Airlines

Find Deal

Mon, Jan 19 - Wed, Jan 21

7:15 am - 7:29 amIND-ORD

1h 14mnonstop

9:30 pm - 11:38 pmORD-IND

1h 08mnonstop

$217United Airlines

Find Deal

Tue, Dec 2 - Tue, Dec 9

1:25 pm - 7:20 pmIND-MDW

6h 55m1 stop

5:00 am - 12:20 pmMDW-IND

6h 20m1 stop

$217Southwest

Find Deal

Mon, Dec 15 - Tue, Dec 16

9:34 am - 9:58 amIND-ORD

1h 24mnonstop

8:05 pm - 10:29 pmORD-IND

1h 24mnonstop

$223American Airlines

Find Deal

Mon, Dec 22 - Mon, Jan 5

United Airlines flights from Indianapolis to Chicago

Our best United Airlines deals on Indianapolis to Chicago flight tickets

United Airlines

Dec 12

IND7:15 amIndianapolis

1h 14m

ORD7:29 amChicago O'Hare Intl

Dec 14

ORD7:51 pmChicago O'Hare Intl

1h 08m

IND9:59 pmIndianapolis

$197

Find similar

United Airlines

Dec 2

IND7:15 amIndianapolis

1h 14m

ORD7:29 amChicago O'Hare Intl

Dec 9

ORD9:30 pmChicago O'Hare Intl

1h 08m

IND11:38 pmIndianapolis

$217

Find similar

United Airlines

Dec 4

IND2:15 pmIndianapolis

1h 14m

ORD2:29 pmChicago O'Hare Intl

Dec 11

ORD3:35 pmChicago O'Hare Intl

1h 09m

IND5:44 pmIndianapolis

$229

Find similar

Frontier flights from Indianapolis to Chicago

Our best Frontier deals on Indianapolis to Chicago flight tickets

Frontier

Dec 12

IND4:10 pmIndianapolis

7h 14m

1 stop

ORD10:24 pmChicago O'Hare Intl

Dec 15

ORD11:44 amChicago O'Hare Intl

6h 06m

1 stop

IND6:50 pmIndianapolis

$131

Find similar

Frontier

Dec 5

IND4:10 pmIndianapolis

20h 44m

1 stop

ORD11:54 amChicago O'Hare Intl

Dec 8

ORD11:44 amChicago O'Hare Intl

6h 06m

1 stop

IND6:50 pmIndianapolis

$152

Find similar

Frontier

Jan 26

IND1:11 pmIndianapolis

11h 24m

1 stop

ORD11:35 pmChicago O'Hare Intl

Jan 29

ORD7:51 pmChicago O'Hare Intl

15h 17m

2 stops

IND12:08 pmIndianapolis

$157

Find similar

Fly from

Fly to

Route

Depart

Return

Price

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Fri 12/12

4:10 pm-10:24 pm

1 stop7h 14m

Chicago O'Hare Intl

Mon 12/15

11:44 am-6:50 pm

1 stop6h 06m

$131

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Fri 12/5

4:10 pm-11:54 am

1 stop20h 44m

Chicago O'Hare Intl

Mon 12/8

11:44 am-6:50 pm

1 stop6h 06m

$152

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 11/24

11:23 am-12:08 am

1 stop13h 45m

Chicago O'Hare Intl

Mon 12/1

6:15 pm-8:08 am

1 stop12h 53m

$171

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Sun 11/23

9:55 pm-7:46 am

1 stop10h 51m

Chicago O'Hare Intl

Mon 12/1

6:15 pm-8:08 am

1 stop12h 53m

$179

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Fri 12/12

7:15 am-7:29 am

Nonstop1h 14m

Chicago O'Hare Intl

Sun 12/14

7:51 pm-9:59 pm

Nonstop1h 08m

$197

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Mon 12/15

7:10 am-7:25 am

Nonstop1h 15m

Chicago Midway

Tue 12/16

8:35 pm-10:35 pm

Nonstop1h 00m

$197

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 1/19

10:29 am-10:55 am

Nonstop1h 26m

Chicago O'Hare Intl

Wed 1/21

7:25 pm-9:39 pm

Nonstop1h 14m

$214

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 12/2

7:15 am-7:29 am

Nonstop1h 14m

Chicago O'Hare Intl

Tue 12/9

9:30 pm-11:38 pm

Nonstop1h 08m

$217

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Mon 12/15

1:25 pm-7:20 pm

1 stop6h 55m

Chicago Midway

Tue 12/16

5:00 am-12:20 pm

1 stop6h 20m

$217

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 12/22

9:34 am-9:58 am

Nonstop1h 24m

Chicago O'Hare Intl

Mon 1/5

8:05 pm-10:29 pm

Nonstop1h 24m

$223

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Indianapolis to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Indianapolis, with most prices found around $196. If you’re not able to fly to Chicago in August, then December is your next best option. Flight prices from Indianapolis to Chicago during December average around $234.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $594. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Indianapolis to Chicago for around $769.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Indianapolis to Chicago during this time can be as low as $516. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,051.

What is the cheapest Indianapolis to Chicago flight route?

Fly from Indianapolis to Chicago Midway for the best Indianapolis - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Indianapolis when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $271 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Indianapolis for as low as $139 on momondo.

What cabin class options are available on Indianapolis to Chicago flights?

There are 4 cabin classes available to choose from on Indianapolis to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Indianapolis to Chicago flights?

You could potentially save up to 16% on your flight if you consider stops on a Indianapolis to Chicago flight.

How have Indianapolis to Chicago flight prices changed over time?

As of November 2025, prices for Indianapolis to Chicago flights are approximately 22% more expensive when compared to flights at the same time last year.

When to book flights from Indianapolis to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Indianapolis to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Indianapolis to Chicago (IND to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Indianapolis to Chicago

Best Price Found	$161
Fastest flight time	0h 55m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Indianapolis in the past 72 hours is $161. The best round-trip flight deal from Indianapolis to Chicago found on momondo in the last 72 hours is $297.

The fastest flight from Indianapolis to Chicago takes 0h 55m

Direct flights go from Indianapolis to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

Is flying the fastest way to get from Indianapolis to Chicago?
Based on just travel duration our users have found a flight from Indianapolis to Chicago to be the fastest option to their destination at just 1h 00m. If travel time is less of a concern you may want to look into booking some alternative forms of transportation like a train from Indianapolis to Chicago or a bus from Indianapolis to Chicago.
Is flying the cheapest way to get from Indianapolis to Chicago?
Expect a bus to be one of the cheapest options available to you for travel. Currently, a bus has deals available from $73. While they may not be the most cost-effective options currently available a flight from Indianapolis to Chicago or a train from Indianapolis to Chicago can also be options worth looking into if other factors outside of cost are a higher priority.
How far is Indianapolis to Chicago by plane?
A flight from Indianapolis to Chicago will travel around 164.5 mi. In terms of flight time, this usually takes a little over 1h 00m.
When did momondo last update prices for flights from Indianapolis Airport to Chicago?
Prices for flights from Indianapolis Airport to Chicago are updated daily.
How many operators does momondo search for flights from Indianapolis Airport to Chicago?
The number of operators available for flights from Indianapolis Airport to Chicago is 2 as of November 2025.
How old do you have to be to fly from Indianapolis Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Indianapolis Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Indianapolis to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Indianapolis to Chicago is Embraer 175, representing 12.41% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 10.59%, Boeing 737-800 at 9.63%, and Boeing 737 MAX 8 at 9.03%.
What is the most popular airline from Indianapolis to Chicago?
momondo data reveals that the most frequently booked airline on the route from Indianapolis to Chicago is American Airlines, representing 58% of all bookings. The subsequent popular airlines are United Airlines at 35% and Southwest at 7%.

Best airlines flying from Indianapolis to Chicago

Compare and see reviews for airlines that fly from Indianapolis to Chicago with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $141	Free Cancellation	Rating 7.2 11,040 reviews		Search American Airlines flights
United Airlines	PriceFrom $188	Free Cancellation	Rating 7.4 9,007 reviews		Search United Airlines flights

United Airlines Flights From Indianapolis to Chicago
The lowest priced United Airlines flight from Indianapolis to Chicago from the last 72 hours was $188. Generally, United Airlines has 42 flights on this route every week with an average price of $289. United Airlines is rated 7.4/10 by our users.
American Airlines Flights From Indianapolis to Chicago
American Airlines is also a popular choice for this route. American Airlines flight deals for Indianapolis to Chicago start from as low as $141 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $235. American Airlines operates 31 flights to Chicago from Indianapolis in an average week. Users have rated it 7.2/10 across 11,040 reviews.

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Valparaiso

Crown Point

Munster

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Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Indianapolis to Chicago?

Finding the right flight to Chicago from Indianapolis is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Indianapolis to Chicago with flexible booking policies on momondo?

Flights from Indianapolis to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Indianapolis to Chicago?

Once all potential Indianapolis to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Indianapolis to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Indianapolis are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.