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

United Airlines, Southwest, and Delta are the most popular carriers operating from Indianapolis to Chicago

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.

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

As of November 2025, 52 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.

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

As of November 2025, 367 flights take off from Indianapolis and land in Chicago each week. The most common flight departure day for this route is Thu, with 19% of weekly flights taking off on this day.

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.

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.

$55 Cheap Flights from Indianapolis to Chicago in 2025/26

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Cheap round-trip flights

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12:21 pm - 12:42 pmIND-ORD

25h 21m1 stop

11:51 am - 11:15 pmORD-IND

10h 24m1 stop

$158Multiple Airlines

Find Deal

Tue, Jan 27 - Mon, Feb 2

7:34 pm - 9:58 pmIND-ORD

27h 24m1 stop

5:05 am - 12:08 pmORD-IND

6h 03m1 stop

$160Frontier

Find Deal

Thu, Feb 19 - Mon, Feb 23

12:21 pm - 12:05 pmIND-MDW

24h 44m2 stops

1:00 pm - 6:13 pmMDW-IND

28h 13m1 stop

$167Multiple Airlines

Find Deal

Tue, Jan 27 - Mon, Feb 2

12:38 pm - 7:17 pmIND-ORD

31h 39m2 stops

10:39 am - 1:41 pmORD-IND

26h 02m1 stop

$169Multiple Airlines

Find Deal

Wed, Jan 7 - Wed, Jan 14

10:38 am - 8:05 pmIND-ORD

10h 27m1 stop

7:29 am - 7:23 pmORD-IND

10h 54m1 stop

$171Spirit Airlines

Find Deal

Thu, Jan 8 - Mon, Jan 12

10:38 am - 8:05 pmIND-ORD

10h 27m1 stop

4:38 pm - 12:18 amORD-IND

6h 40m1 stop

$175Spirit Airlines

Find Deal

Thu, Jan 8 - Mon, Jan 12

5:15 am - 7:02 pmIND-ORD

14h 47m1 stop

6:20 am - 6:13 pmORD-IND

10h 53m1 stop

$177Spirit Airlines

Find Deal

Wed, Jan 7 - Wed, Jan 14

7:10 am - 7:25 amIND-MDW

1h 15mnonstop

6:40 am - 4:40 pmMDW-IND

9h 00m1 stop

$213Southwest

Find Deal

Wed, Dec 17 - Wed, Dec 24

5:00 pm - 5:10 pmIND-MDW

1h 10mnonstop

10:00 am - 12:10 pmMDW-IND

1h 10mnonstop

$214Southwest

Find Deal

Wed, Dec 17 - Wed, Dec 24

10:32 am - 12:34 pmIND-MDW

3h 02m1 stop

6:08 pm - 10:54 pmMDW-IND

3h 46m1 stop

$217Delta

Find Deal

Wed, Dec 17 - Wed, Dec 24

American Airlines flights from Indianapolis to Chicago

Our best American Airlines deals on Indianapolis to Chicago flight tickets

American Airlines

Dec 17

IND4:53 pmIndianapolis

1h 30m

ORD5:23 pmChicago O'Hare Intl

Dec 24

ORD11:25 amChicago O'Hare Intl

1h 15m

IND1:40 pmIndianapolis

$197

Find similar

American Airlines

Jan 19

IND6:18 pmIndianapolis

1h 37m

ORD6:55 pmChicago O'Hare Intl

Jan 21

ORD3:34 pmChicago O'Hare Intl

1h 14m

IND5:48 pmIndianapolis

$231

Find similar

American Airlines

Dec 3

IND8:26 amIndianapolis

1h 28m

ORD8:54 amChicago O'Hare Intl

Dec 6

ORD7:44 pmChicago O'Hare Intl

1h 18m

IND10:02 pmIndianapolis

$237

Find similar

Delta flights from Indianapolis to Chicago

Our best Delta deals on Indianapolis to Chicago flight tickets

Delta

Dec 17

IND10:32 amIndianapolis

4h 18m

1 stop

ORD1:50 pmChicago O'Hare Intl

Dec 24

ORD1:35 pmChicago O'Hare Intl

4h 25m

1 stop

IND7:00 pmIndianapolis

$217

Find similar

Delta

Jan 19

IND3:43 pmIndianapolis

6h 22m

1 stop

ORD9:05 pmChicago O'Hare Intl

Jan 21

ORD1:58 pmChicago O'Hare Intl

6h 18m

1 stop

IND9:16 pmIndianapolis

$234

Find similar

Delta

Jan 8

IND10:28 amIndianapolis

3h 20m

1 stop

MDW12:48 pmChicago Midway

Jan 12

MDW5:31 pmChicago Midway

5h 35m

1 stop

IND12:06 amIndianapolis

$251

Find similar

Fly from

Fly to

Route

Depart

Return

Price

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 1/27

12:21 pm-12:42 pm

1 stop25h 21m

Chicago O'Hare Intl

Mon 2/2

11:51 am-11:15 pm

1 stop10h 24m

$158

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 2/19

7:34 pm-9:58 pm

1 stop27h 24m

Chicago O'Hare Intl

Mon 2/23

5:05 am-12:08 pm

1 stop6h 03m

$160

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 1/27

12:21 pm-12:05 pm

2 stops24h 44m

Chicago Midway

Mon 2/2

1:00 pm-6:13 pm

1 stop28h 13m

$167

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Wed 1/7

12:38 pm-7:17 pm

2 stops31h 39m

Chicago O'Hare Intl

Wed 1/14

10:39 am-1:41 pm

1 stop26h 02m

$169

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 1/8

10:38 am-8:05 pm

1 stop10h 27m

Chicago O'Hare Intl

Mon 1/12

7:29 am-7:23 pm

1 stop10h 54m

$171

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 1/8

10:38 am-8:05 pm

1 stop10h 27m

Chicago O'Hare Intl

Mon 1/12

4:38 pm-12:18 am

1 stop6h 40m

$175

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Wed 1/7

5:15 am-7:02 pm

1 stop14h 47m

Chicago O'Hare Intl

Wed 1/14

6:20 am-6:13 pm

1 stop10h 53m

$177

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 12/17

7:10 am-7:25 am

Nonstop1h 15m

Chicago Midway

Wed 12/24

6:40 am-4:40 pm

1 stop9h 00m

$213

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 12/17

5:00 pm-5:10 pm

Nonstop1h 10m

Chicago Midway

Wed 12/24

10:00 am-12:10 pm

Nonstop1h 10m

$214

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 12/17

10:32 am-12:34 pm

1 stop3h 02m

Chicago Midway

Wed 12/24

6:08 pm-10:54 pm

1 stop3h 46m

$217

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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 $244.

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 $277 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	1h 00m
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 1h 00m

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.
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 11,047 reviews		Search American Airlines flights
United Airlines	PriceFrom $188	Free Cancellation	Rating 7.4 9,028 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 39 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 24 flights to Chicago from Indianapolis in an average week. Users have rated it 7.2/10 across 11,047 reviews.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

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.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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Flights to San Franciscofrom $55

Flights to Washington, D.C.from $36

Flights to Bostonfrom $58

Flights to Atlantafrom $38

Flights to Dallasfrom $45

Flights to Seattlefrom $57

Flights to Denverfrom $48

Cheap flights from Indianapolis to Chicago from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Indianapolis to Chicago departing on 1/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Indianapolis to Chicago

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American Airlines flights from Indianapolis to Chicago

Our best American Airlines deals on Indianapolis to Chicago flight tickets

Delta flights from Indianapolis to Chicago

Our best Delta deals on Indianapolis to Chicago flight tickets

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Use the filters below to find and compare flights from Indianapolis to Chicago that are best for you.

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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

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 $244.

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

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?

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.

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

United Airlines, Southwest, and Delta are the most popular carriers operating from Indianapolis to Chicago

What airlines fly to Chicago?

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

As of November 2025, 52 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.

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

As of November 2025, 367 flights take off from Indianapolis and land in Chicago each week. The most common flight departure day for this route is Thu, with 19% of weekly flights taking off on this day.

When to book flights from Indianapolis to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

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

How far is Indianapolis to Chicago by plane?

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

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

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

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

What is the most popular plane model from Indianapolis to Chicago?

What is the most popular airline from Indianapolis to Chicago?

Best airlines flying from Indianapolis to Chicago

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

United Airlines Flights From Indianapolis to Chicago

American Airlines Flights From Indianapolis to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago