Cheap flights from Indianapolis to Chicago from $67

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 1/16. 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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Frontier Logo
12:38 pm - 10:19 pmIND-MDW
10h 41m1 stop
Frontier Logo
5:01 pm - 11:43 amMDW-IND
17h 42m1 stop
$127Frontier
Find Deal
Mon, Jan 26 - Thu, Jan 29
Frontier Logo
5:06 pm - 4:19 pmIND-ORD
24h 13m1 stop
Frontier Logo
7:00 am - 4:11 pmORD-IND
8h 11m1 stop
$130Frontier
Find Deal
Tue, Feb 10 - Thu, Feb 26
Frontier Logo
4:29 pm - 10:19 pmIND-MDW
6h 50m1 stop
Frontier Logo
1:20 pm - 11:43 amMDW-IND
21h 23m1 stop
$153Frontier
Find Deal
Fri, Jan 16 - Wed, Jan 21
Frontier Logo
12:38 pm - 10:46 pmIND-ORD
11h 08m1 stop
Frontier Logo
5:40 am - 11:43 amORD-IND
5h 03m1 stop
$162Frontier
Find Deal
Mon, Jan 26 - Thu, Jan 29
Frontier Logo
4:29 pm - 10:19 pmIND-MDW
6h 50m1 stop
Frontier Logo
1:20 pm - 7:36 pmMDW-IND
29h 16m2 stops
$162Frontier
Find Deal
Fri, Jan 16 - Wed, Jan 21
Multiple Airlines Logo
10:38 am - 5:52 pmIND-ORD
8h 14m1 stop
Multiple Airlines Logo
8:35 am - 11:26 amORD-IND
25h 51m1 stop
$166Multiple Airlines
Find Deal
Thu, Jan 8 - Mon, Jan 12
Spirit Airlines Logo
2:12 pm - 8:05 pmIND-ORD
6h 53m1 stop
Spirit Airlines Logo
5:15 am - 7:23 pmORD-IND
13h 08m1 stop
$171Spirit Airlines
Find Deal
Thu, Jan 8 - Mon, Jan 12
Multiple Airlines Logo
1:41 pm - 8:05 pmIND-ORD
7h 24m1 stop
Multiple Airlines Logo
8:27 pm - 9:43 amORD-IND
12h 16m1 stop
$173Multiple Airlines
Find Deal
Fri, Jan 9 - Sun, Jan 11
Spirit Airlines Logo
2:12 pm - 8:05 pmIND-ORD
6h 53m1 stop
Spirit Airlines Logo
7:29 am - 10:48 pmORD-IND
14h 19m1 stop
$179Spirit Airlines
Find Deal
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
4:25 pm - 4:25 pmIND-MDW
1h 00mnonstop
Southwest Logo
9:40 am - 11:50 amMDW-IND
1h 10mnonstop
$214Southwest
Find Deal
Tue, Jan 13 - Mon, Jan 19

Frontier flights from Indianapolis to Chicago

Our best Frontier deals on Indianapolis to Chicago flight tickets
Frontier
Jan 26
IND12:38 pmIndianapolis
10h 41m
1 stop
MDW10:19 pmChicago Midway
Jan 29
MDW5:01 pmChicago Midway
17h 42m
1 stop
IND11:43 amIndianapolis
Frontier
Feb 10
IND5:06 pmIndianapolis
24h 13m
1 stop
ORD4:19 pmChicago O'Hare Intl
Feb 26
ORD7:00 amChicago O'Hare Intl
8h 11m
1 stop
IND4:11 pmIndianapolis
Frontier
Jan 16
IND4:29 pmIndianapolis
6h 50m
1 stop
MDW10:19 pmChicago Midway
Jan 21
MDW1:20 pmChicago Midway
21h 23m
1 stop
IND11:43 amIndianapolis

Spirit Airlines flights from Indianapolis to Chicago

Our best Spirit Airlines deals on Indianapolis to Chicago flight tickets
Spirit Airlines
Jan 8
IND2:12 pmIndianapolis
6h 53m
1 stop
ORD8:05 pmChicago O'Hare Intl
Jan 12
ORD5:15 amChicago O'Hare Intl
13h 08m
1 stop
IND7:23 pmIndianapolis
Spirit Airlines
Jan 8
IND2:12 pmIndianapolis
6h 53m
1 stop
ORD8:05 pmChicago O'Hare Intl
Jan 12
ORD7:29 amChicago O'Hare Intl
14h 19m
1 stop
IND10:48 pmIndianapolis
Spirit Airlines
Jan 8
IND10:38 amIndianapolis
8h 14m
1 stop
ORD5:52 pmChicago O'Hare Intl
Jan 12
ORD4:38 pmChicago O'Hare Intl
24h 35m
2 stops
IND6:13 pmIndianapolis

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 November 26, 2025.
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

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Mon 1/26

12:38 pm-10:19 pm

1 stop10h 41m

Chicago Midway

Thu 1/29

5:01 pm-11:43 am

1 stop17h 42m

$127

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 2/10

5:06 pm-4:19 pm

1 stop24h 13m

Chicago O'Hare Intl

Thu 2/26

7:00 am-4:11 pm

1 stop8h 11m

$130

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Fri 1/16

4:29 pm-10:19 pm

1 stop6h 50m

Chicago Midway

Wed 1/21

1:20 pm-11:43 am

1 stop21h 23m

$153

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 1/26

12:38 pm-10:46 pm

1 stop11h 08m

Chicago O'Hare Intl

Thu 1/29

5:40 am-11:43 am

1 stop5h 03m

$162

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Fri 1/16

4:29 pm-10:19 pm

1 stop6h 50m

Chicago Midway

Wed 1/21

1:20 pm-7:36 pm

2 stops29h 16m

$162

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 1/8

10:38 am-5:52 pm

1 stop8h 14m

Chicago O'Hare Intl

Mon 1/12

8:35 am-11:26 am

1 stop25h 51m

$166

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 1/8

2:12 pm-8:05 pm

1 stop6h 53m

Chicago O'Hare Intl

Mon 1/12

5:15 am-7:23 pm

1 stop13h 08m

$171

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Fri 1/9

1:41 pm-8:05 pm

1 stop7h 24m

Chicago O'Hare Intl

Sun 1/11

8:27 pm-9:43 am

1 stop12h 16m

$173

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 1/8

2:12 pm-8:05 pm

1 stop6h 53m

Chicago O'Hare Intl

Mon 1/12

7:29 am-10:48 pm

1 stop14h 19m

$179

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 1/13

4:25 pm-4:25 pm

Nonstop1h 00m

Chicago Midway

Mon 1/19

9:40 am-11:50 am

Nonstop1h 10m

$214

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?

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 $513. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,041.

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 $278 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.

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

$204

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 $204. The best round-trip flight deal from Indianapolis to Chicago found on momondo in the last 72 hours is $332.
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)
  • 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
American AirlinesPriceFrom $141Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights
United AirlinesPriceFrom $188Free CancellationRating
7.4
9,050 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 36 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 15 flights to Chicago from Indianapolis in an average week. Users have rated it 7.2/10 across 11,038 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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.

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1 adult
Fri 12/26
Fri 1/2

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