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Cheap flights from Indianapolis to Chicago from $79

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 8/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Indianapolis to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
1:06 pm - 1:29 pm
IND
-
ORD
1h 23mnonstop
American Airlines Logo
11:45 am - 2:01 pm
ORD
-
IND
1h 16mnonstop
$156American Airlines
Mon, Sep 14 - Tue, Sep 15
American Airlines Logo
10:45 am - 11:10 am
IND
-
ORD
1h 25mnonstop
American Airlines Logo
4:58 pm - 7:06 pm
ORD
-
IND
1h 08mnonstop
$156American Airlines
Sat, Aug 22 - Sat, Aug 29
United Airlines Logo
9:21 am - 9:43 am
IND
-
ORD
1h 22mnonstop
United Airlines Logo
8:40 am - 10:57 am
ORD
-
IND
1h 17mnonstop
$157United Airlines
Tue, Sep 15 - Thu, Sep 17
United Airlines Logo
6:00 am - 6:20 am
IND
-
ORD
1h 20mnonstop
United Airlines Logo
9:25 pm - 11:35 pm
ORD
-
IND
1h 10mnonstop
$157United Airlines
Sat, Aug 15 - Mon, Aug 17
Southwest Logo
6:45 am - 6:45 am
IND
-
MDW
1h 00mnonstop
Southwest Logo
10:10 am - 12:10 pm
MDW
-
IND
1h 00mnonstop
$157Southwest
Mon, Sep 7 - Mon, Sep 14
Southwest Logo
5:00 pm - 5:05 pm
IND
-
MDW
1h 05mnonstop
Southwest Logo
8:35 pm - 10:35 pm
MDW
-
IND
1h 00mnonstop
$157Southwest
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
7:49 am - 8:20 am
IND
-
ORD
1h 31mnonstop
American Airlines Logo
8:46 pm - 11:03 pm
ORD
-
IND
1h 17mnonstop
$157American Airlines
Mon, Aug 17 - Mon, Aug 17
Southwest Logo
6:45 am - 6:45 am
IND
-
MDW
1h 00mnonstop
Southwest Logo
8:35 pm - 10:40 pm
MDW
-
IND
1h 05mnonstop
$157Southwest
Mon, Sep 7 - Mon, Sep 14
Frontier Logo
12:39 pm - 12:02 pm
IND
-
ORD
24h 23m
1 stop
Frontier Logo
8:00 am - 11:44 am
ORD
-
IND
26h 44m
2 stops
$166Frontier
Mon, Oct 26 - Wed, Nov 4
Frontier Logo
12:39 pm - 12:02 pm
IND
-
ORD
24h 23m
1 stop
Frontier Logo
2:03 pm - 11:44 am
ORD
-
IND
20h 41m
1 stop
$170Frontier
Mon, Oct 26 - Wed, Nov 4

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American Airlines flights from Indianapolis to Chicago

Our best American Airlines deals on Indianapolis to Chicago flight tickets
American Airlines
Aug 22
IND10:45 amIndianapolis
1h 25m
ORD11:10 amChicago O'Hare Intl
Aug 29
ORD4:58 pmChicago O'Hare Intl
1h 08m
IND7:06 pmIndianapolis
$156
American Airlines
Sep 9
IND2:31 pmIndianapolis
1h 35m
ORD3:06 pmChicago O'Hare Intl
Sep 16
ORD10:06 amChicago O'Hare Intl
1h 13m
IND12:19 pmIndianapolis
$158
American Airlines
Oct 26
IND12:39 pmIndianapolis
1h 29m
ORD1:08 pmChicago O'Hare Intl
Oct 31
ORD9:50 amChicago O'Hare Intl
1h 09m
IND11:59 amIndianapolis
$160

Frontier flights from Indianapolis to Chicago

Our best Frontier deals on Indianapolis to Chicago flight tickets
Frontier
Oct 26
IND12:39 pmIndianapolis
24h 23m
1 stop
ORD12:02 pmChicago O'Hare Intl
Nov 4
ORD8:00 amChicago O'Hare Intl
26h 44m
2 stops
IND11:44 amIndianapolis
$166
Frontier
Oct 26
IND12:39 pmIndianapolis
24h 23m
1 stop
ORD12:02 pmChicago O'Hare Intl
Nov 4
ORD2:03 pmChicago O'Hare Intl
20h 41m
1 stop
IND11:44 amIndianapolis
$170
Frontier
Oct 26
IND12:39 pmIndianapolis
24h 23m
1 stop
ORD12:02 pmChicago O'Hare Intl
Nov 2
ORD2:03 pmChicago O'Hare Intl
20h 41m
1 stop
IND11:44 amIndianapolis
$176

momondo 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, momondo users made 832,500 searches. Data last updated July 28, 2026.
Use the filters below to find and compare flights from Indianapolis to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 9/14

1:06 pm-1:29 pm

Nonstop1h 23m

Chicago O'Hare Intl

Tue 9/15

11:45 am-2:01 pm

Nonstop1h 16m

$156

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Sat 8/22

10:45 am-11:10 am

Nonstop1h 25m

Chicago O'Hare Intl

Sat 8/29

4:58 pm-7:06 pm

Nonstop1h 08m

$156

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 9/15

9:21 am-9:43 am

Nonstop1h 22m

Chicago O'Hare Intl

Thu 9/17

8:40 am-10:57 am

Nonstop1h 17m

$157

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Sat 8/15

6:00 am-6:20 am

Nonstop1h 20m

Chicago O'Hare Intl

Mon 8/17

9:25 pm-11:35 pm

Nonstop1h 10m

$157
Quickest round-trip

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Mon 9/7

6:45 am-6:45 am

Nonstop1h 00m

Chicago Midway

Mon 9/14

10:10 am-12:10 pm

Nonstop1h 00m

$157

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Thu 8/20

5:00 pm-5:05 pm

Nonstop1h 05m

Chicago Midway

Mon 8/24

8:35 pm-10:35 pm

Nonstop1h 00m

$157

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 8/17

7:49 am-8:20 am

Nonstop1h 31m

Chicago O'Hare Intl

Mon 8/17

8:46 pm-11:03 pm

Nonstop1h 17m

$157

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Mon 9/7

6:45 am-6:45 am

Nonstop1h 00m

Chicago Midway

Mon 9/14

8:35 pm-10:40 pm

Nonstop1h 05m

$157

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 10/26

12:39 pm-12:02 pm

1 stop24h 23m

Chicago O'Hare Intl

Wed 11/4

8:00 am-11:44 am

2 stops26h 44m

$166

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 10/26

12:39 pm-12:02 pm

1 stop24h 23m

Chicago O'Hare Intl

Wed 11/4

2:03 pm-11:44 am

1 stop20h 41m

$170

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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 typical price of a round-trip flight between Indianapolis and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from $207 to $295.
The lowest price recently found on this route was $156.

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Indianapolis, with most prices found around $245. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from Indianapolis to Chicago during April average around $253.

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 $535. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Indianapolis to Chicago for around $703.

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 $502. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $893.

What is the cheapest Indianapolis to Chicago flight route?

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

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?

No. A direct flight is the cheapest option for a flight between Indianapolis to Chicago.

How have Indianapolis to Chicago flight prices changed over time?

As of July 2026, prices for Indianapolis to Chicago flights are approximately 28% cheaper 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

$165

Fastest flight time

1h 00m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Indianapolis in the past 72 hours is $165. The best round-trip flight deal from Indianapolis to Chicago found on momondo in the last 72 hours is $365.
The fastest flight from Indianapolis to Chicago takes 1h 00m
Direct flights go from Indianapolis to Chicago every day.
There are 3 airports in Chicago. From Indianapolis there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

Frequently asked questions about flying 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $157Free CancellationRating
7.4
10,048 reviews
Search United Airlines flights
American AirlinesPriceFrom $177Free CancellationRating
7.1
11,839 reviews
Search American Airlines flights
SouthwestPriceFrom $192Free CancellationRating
8.0
4,228 reviews
Search Southwest flights

  • Southwest Flights From Indianapolis to Chicago

    The lowest priced Southwest flight from Indianapolis to Chicago from the last 72 hours was $192. Generally, Southwest has 11 flights on this route every week with an average price of $337. Southwest is rated 8.0/10 by our users.

  • United Airlines Flights From Indianapolis to Chicago

    United Airlines is also a popular choice for this route. United Airlines flight deals for Indianapolis to Chicago start from as low as $157 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $298. United Airlines operates 59 flights to Chicago from Indianapolis in an average week. Users have rated it 7.4/10 across 10,048 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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.

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport