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Not ready to book? to track prices.Southwest flights from Indianapolis to Chicago Midway Airport
Our best Southwest deals on Indianapolis to Chicago Midway Airport flight tickets
Frontier flights from Indianapolis to Chicago Midway Airport
Our best Frontier deals on Indianapolis to Chicago Midway Airport flight tickets
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Use the filters below to find and compare flights from Indianapolis to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
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 - MDW Chicago Midway
INDMDW
Indianapolis
Wed 11/4
11:25 am-11:47 pm
2 stops13h 22m
Chicago Midway
Wed 11/11
6:08 am-6:57 pm
1 stop11h 49m
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Sat 11/14
1:46 pm-11:47 pm
1 stop11h 01m
Chicago Midway
Tue 11/17
6:42 pm-6:57 pm
1 stop23h 15m
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Thu 10/29
3:58 pm-5:47 pm
2 stops26h 49m
Chicago Midway
Mon 11/2
6:16 am-6:57 pm
1 stop11h 41m
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Thu 10/29
11:25 am-11:47 pm
2 stops13h 22m
Chicago Midway
Mon 11/2
6:16 am-6:57 pm
1 stop11h 41m
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Sat 11/14
1:46 pm-11:47 pm
1 stop11h 01m
Chicago Midway
Tue 11/17
6:42 pm-3:08 pm
2 stops19h 26m
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Tue 11/3
11:25 am-11:47 pm
2 stops13h 22m
Chicago Midway
Tue 11/10
6:42 pm-6:57 pm
1 stop23h 15m
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Thu 10/29
3:58 pm-5:47 pm
2 stops26h 49m
Chicago Midway
Mon 11/2
6:16 am-6:57 pm
1 stop11h 41m
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Wed 11/4
6:45 am-6:55 am
Nonstop1h 10m
Chicago Midway
Wed 11/11
8:40 pm-10:50 pm
Nonstop1h 10m
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Mon 11/16
6:45 am-6:55 am
Nonstop1h 10m
Chicago Midway
Mon 11/16
10:20 am-12:20 pm
Nonstop1h 00m
See travel insights to Chicago from
How to get the cheapest flight ticket from Indianapolis to Chicago Midway Airport
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 day to depart on your flight to Chicago Midway Airport?
According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Indianapolis. The lowest ticket price found for a Tuesday departure recently was $396. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Indianapolis because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $464.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Indianapolis at noon is the least expensive time of day to depart. momondo users have found prices as low as $390 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $636. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Indianapolis to Chicago Midway flight route?
Fly from Indianapolis to Chicago Midway for the best Indianapolis - Chicago Midway flight prices
What cabin class options are available on Indianapolis to Chicago Midway Airport flights?
There is only 1 cabin class available to choose from on Indianapolis to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
When to book flights from Indianapolis to Chicago Midway Airport
Cheap Indianapolis to Chicago Midway Airport (IND to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Indianapolis to Chicago Midway Airport
Frequently asked questions about flying from Indianapolis to Chicago Midway Airport
How far is Indianapolis to Chicago Midway by plane?
A flight from Indianapolis to Chicago Midway will travel around 162.2 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 Midway Airport?
Prices for flights from Indianapolis Airport to Chicago Midway Airport were last updated today.
How many operators does momondo search for flights from Indianapolis Airport to Chicago Midway Airport?
As of October 2026, there is 1 operator available to choose from for flights from Indianapolis Airport to Chicago Midway Airport.
How old do you have to be to fly from Indianapolis Airport to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Indianapolis Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Indianapolis to Chicago Midway Airport?
momondo data reveals that the most frequently booked plane model on the route from Indianapolis to Chicago Midway Airport is Embraer 175, representing 19.86% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 900 at 13.36%, Boeing 737-800 at 11.55%, and Airbus A319 at 7.22%.
What is the most popular airline from Indianapolis to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Indianapolis to Chicago Midway Airport is Southwest (100% of total bookings).
Best airlines flying from Indianapolis to Chicago Midway Airport
Compare and see reviews for airlines that fly from Indianapolis to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $237 | Free Cancellation | Rating 7.9 4,220 reviews |
Southwest Flights From Indianapolis to Chicago Midway Airport
The lowest priced Southwest flight from Indianapolis to Chicago Midway Airport from the last 72 hours was $237. Generally, Southwest has 4 flights on this route every week with an average price of $350. Southwest is rated 7.9/10 by our users.
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?
Yes. momondo enables you to select and highlight flights to Chicago from Indianapolis with this policy.
How can momondo help me find flights from Indianapolis to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight 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?
If you are not ready to book a flight from Indianapolis to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.