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Cheap flights from Indianapolis to Chicago from $59

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 1/14. 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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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
12:21 pm - 1:13 pm
IND
-
ORD
25h 52m1 stop
Spirit Airlines Logo
7:20 am - 10:48 pm
ORD
-
IND
14h 28m1 stop
$141Spirit Airlines
Tue, Jan 20 - Tue, Jan 27
Multiple Airlines Logo
1:41 pm - 1:13 pm
IND
-
ORD
24h 32m1 stop
Multiple Airlines Logo
9:07 pm - 10:11 am
ORD
-
IND
12h 04m1 stop
$147Multiple Airlines
Mon, Jan 12 - Fri, Feb 20
Multiple Airlines Logo
11:55 am - 7:41 pm
IND
-
ORD
8h 46m1 stop
Multiple Airlines Logo
6:20 am - 3:34 pm
ORD
-
IND
8h 14m1 stop
$154Multiple Airlines
Sat, Jan 17 - Mon, Jan 19
Multiple Airlines Logo
2:12 pm - 4:40 pm
IND
-
ORD
27h 28m1 stop
Multiple Airlines Logo
4:38 pm - 11:26 am
ORD
-
IND
17h 48m1 stop
$157Multiple Airlines
Fri, Jan 30 - Mon, Feb 2
Spirit Airlines Logo
12:21 pm - 11:47 am
IND
-
ORD
24h 26m3 stops
Spirit Airlines Logo
7:20 am - 10:48 pm
ORD
-
IND
14h 28m1 stop
$161Spirit Airlines
Tue, Jan 20 - Tue, Jan 27
Frontier Logo
12:38 pm - 10:46 pm
IND
-
ORD
11h 08m1 stop
Frontier Logo
5:40 am - 11:43 am
ORD
-
IND
5h 03m1 stop
$162Frontier
Thu, Jan 22 - Mon, Jan 26
Southwest Logo
4:45 pm - 4:45 pm
IND
-
MDW
1h 00mnonstop
Southwest Logo
9:40 am - 11:50 am
MDW
-
IND
1h 10mnonstop
$193Southwest
Sat, Jan 17 - Mon, Jan 19
Frontier Logo
4:04 pm - 10:19 pm
IND
-
MDW
7h 15m1 stop
Frontier Logo
6:10 am - 3:34 pm
MDW
-
IND
8h 24m1 stop
$196Frontier
Thu, Jan 15 - Mon, Jan 19
Southwest Logo
3:35 pm - 7:00 pm
IND
-
MDW
4h 25m1 stop
Southwest Logo
9:40 am - 11:50 am
MDW
-
IND
1h 10mnonstop
$203Southwest
Sat, Jan 17 - Mon, Jan 19
Delta Logo
6:13 am - 8:52 am
IND
-
MDW
3h 39m1 stop
Delta Logo
6:35 pm - 12:07 am
MDW
-
IND
4h 32m1 stop
$213Delta
Sat, Jan 17 - Mon, Jan 19

Spirit Airlines flights from Indianapolis to Chicago

Our best Spirit Airlines deals on Indianapolis to Chicago flight tickets
Spirit Airlines
Jan 20
IND12:21 pmIndianapolis
25h 52m
1 stop
ORD1:13 pmChicago O'Hare Intl
Jan 27
ORD7:20 amChicago O'Hare Intl
14h 28m
1 stop
IND10:48 pmIndianapolis
$141
Find similar
Spirit Airlines
Jan 20
IND12:21 pmIndianapolis
24h 26m
3 stops
ORD11:47 amChicago O'Hare Intl
Jan 27
ORD7:20 amChicago O'Hare Intl
14h 28m
1 stop
IND10:48 pmIndianapolis
$161
Find similar
Spirit Airlines
Jan 20
IND12:21 pmIndianapolis
24h 26m
3 stops
ORD11:47 amChicago O'Hare Intl
Jan 27
ORD6:05 amChicago O'Hare Intl
15h 43m
2 stops
IND10:48 pmIndianapolis
$181
Find similar

United Airlines flights from Indianapolis to Chicago

Our best United Airlines deals on Indianapolis to Chicago flight tickets
United Airlines
Jan 19
IND5:50 pmIndianapolis
1h 20m
ORD6:10 pmChicago O'Hare Intl
Jan 21
ORD9:13 pmChicago O'Hare Intl
1h 17m
IND11:30 pmIndianapolis
$253
Find similar
United Airlines
Jan 15
IND7:15 amIndianapolis
1h 24m
ORD7:39 amChicago O'Hare Intl
Jan 19
ORD12:45 pmChicago O'Hare Intl
1h 12m
IND2:57 pmIndianapolis
$254
Find similar
United Airlines
Dec 31
IND1:45 pmIndianapolis
1h 25m
ORD2:10 pmChicago O'Hare Intl
Dec 31
ORD5:50 pmChicago O'Hare Intl
19h 53m
2 stops
IND2:43 pmIndianapolis
$324
Find similar

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 December 23, 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 - ORD

INDORD

Indianapolis

Tue 1/20

12:21 pm-1:13 pm

1 stop25h 52m

Chicago O'Hare Intl

Tue 1/27

7:20 am-10:48 pm

1 stop14h 28m

$141

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 1/12

1:41 pm-1:13 pm

1 stop24h 32m

Chicago O'Hare Intl

Fri 2/20

9:07 pm-10:11 am

1 stop12h 04m

$147

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Sat 1/17

11:55 am-7:41 pm

1 stop8h 46m

Chicago O'Hare Intl

Mon 1/19

6:20 am-3:34 pm

1 stop8h 14m

$154

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Fri 1/30

2:12 pm-4:40 pm

1 stop27h 28m

Chicago O'Hare Intl

Mon 2/2

4:38 pm-11:26 am

1 stop17h 48m

$157

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 1/20

12:21 pm-11:47 am

3 stops24h 26m

Chicago O'Hare Intl

Tue 1/27

7:20 am-10:48 pm

1 stop14h 28m

$161

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 1/22

12:38 pm-10:46 pm

1 stop11h 08m

Chicago O'Hare Intl

Mon 1/26

5:40 am-11:43 am

1 stop5h 03m

$162

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 1/17

4:45 pm-4:45 pm

Nonstop1h 00m

Chicago Midway

Mon 1/19

9:40 am-11:50 am

Nonstop1h 10m

$193

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Thu 1/15

4:04 pm-10:19 pm

1 stop7h 15m

Chicago Midway

Mon 1/19

6:10 am-3:34 pm

1 stop8h 24m

$196

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 1/17

3:35 pm-7:00 pm

1 stop4h 25m

Chicago Midway

Mon 1/19

9:40 am-11:50 am

Nonstop1h 10m

$203

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 1/17

6:13 am-8:52 am

1 stop3h 39m

Chicago Midway

Mon 1/19

6:35 pm-12:07 am

1 stop4h 32m

$213

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 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 $245.

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 $588. 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 $766.

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 $512. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,016.

What is the cheapest Indianapolis to Chicago flight route?

Fly from Indianapolis to Chicago O'Hare Intl 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 $289 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?

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 December 2025, prices for Indianapolis to Chicago flights are approximately 51% 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

$194

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 $194. 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

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

    Based on just travel duration our users have found a bus from Indianapolis to Chicago to be the fastest option to their destination at just 3h 40m. If travel time is less of a concern you may want to look into booking some alternative forms of transportation like a flight from Indianapolis to Chicago or a train 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
American AirlinesPriceFrom $137Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
United AirlinesPriceFrom $163Free CancellationRating
7.4
9,105 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 $163. Generally, United Airlines has 49 flights on this route every week with an average price of $293. 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 $137 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $251. American Airlines operates 9 flights to Chicago from Indianapolis in an average week. Users have rated it 7.2/10 across 11,054 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
Valparaiso
Schererville
Munster
Crown Point
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

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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