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 12/3. 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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Fly from
Fly to
Route
Depart
Return
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Wed 11/4
7:52 pm-9:00 am
1 stop14h 08m
Chicago O'Hare Intl
Thu 11/5
7:50 pm-6:20 pm
1 stop21h 30m
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Wed 11/4
7:52 pm-11:47 pm
1 stop4h 55m
Chicago Midway
Wed 11/11
6:08 am-6:57 pm
1 stop11h 49m
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Tue 12/1
7:19 pm-7:15 am
1 stop12h 56m
Chicago O'Hare Intl
Wed 12/2
7:32 pm-6:32 pm
1 stop22h 00m
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Thu 10/29
6:46 am-7:11 am
Nonstop1h 25m
Chicago O'Hare Intl
Mon 11/2
10:30 pm-12:38 am
Nonstop1h 08m
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Thu 10/29
12:46 pm-1:10 pm
Nonstop1h 24m
Chicago O'Hare Intl
Mon 11/2
9:35 pm-11:47 pm
Nonstop1h 12m
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Sat 1/23
5:10 am-5:37 am
Nonstop1h 27m
Chicago O'Hare Intl
Sat 1/23
10:25 am-12:49 pm
Nonstop1h 24m
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Mon 11/23
6:44 am-7:17 am
Nonstop1h 33m
Chicago O'Hare Intl
Mon 12/7
8:32 pm-10:57 pm
Nonstop1h 25m
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Thu 10/29
6:45 am-6:45 am
Nonstop1h 00m
Chicago Midway
Mon 11/2
9:15 pm-11:25 pm
Nonstop1h 10m
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Thu 11/5
5:30 pm-5:40 pm
Nonstop1h 10m
Chicago Midway
Thu 11/12
9:15 pm-11:30 pm
Nonstop1h 15m
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Tue 11/3
1:10 pm-1:30 pm
Nonstop1h 20m
Chicago O'Hare Intl
Tue 11/10
5:10 pm-7:20 pm
Nonstop1h 10m
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 $223 to $449.The lowest price recently found on this route was $119.
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 $231. 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 $545. 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 $726.
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 $519. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $906.
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?
You could potentially save up to 13% on your flight if you consider stops on a Indianapolis to Chicago flight.
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?
United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Indianapolis according to our data. United Airlines is the first choice among our users, with 62% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 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 October 2026, 61 flights take off from Indianapolis and land in Chicago each day. The most common flight departure time for this route is 4:00PM, with 46% of daily flights taking off in the afternoon.
How many flights depart from Indianapolis to Chicago on average per week?
As of October 2026, 427 flights take off from Indianapolis and land in Chicago each week. The most common flight departure day for this route is Wed, with 17% 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
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?
The number of operators available for flights from Indianapolis Airport to Chicago is 3 as of October 2026.
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 15.21% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 11.68%, Airbus A319 at 11.07%, and Boeing 737-800 at 8.08%.
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 United Airlines, representing 58% of all bookings. The subsequent popular airlines are American Airlines at 30% and Southwest at 12%.
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 | ||
|---|---|---|---|---|---|
| PriceFrom $157 | Free Cancellation | Rating 7.4 10,319 reviews | |||
| PriceFrom $181 | Free Cancellation | Rating 7.0 12,145 reviews | |||
| PriceFrom $237 | Free Cancellation | Rating 7.9 4,221 reviews |
Southwest Flights From Indianapolis to Chicago
The lowest priced Southwest flight from Indianapolis to Chicago from the last 72 hours was $237. Generally, Southwest has 10 flights on this route every week with an average price of $350. Southwest is rated 7.9/10 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 $349. United Airlines operates 57 flights to Chicago from Indianapolis in an average week. Users have rated it 7.4/10 across 10,319 reviews.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy 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.