IND - MDW

$79 Find Cheap Flights from Indianapolis to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Indianapolis to Midway departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$157
Southwest
Tue 9/8Tue 9/15
IND - MDW • Non-stop
Cheapest one-way
$79
Typical prices: $113-$121
Southwest
Sat 8/29
IND - MDW • Non-stop
Top airlines
Southwest
Cheapest • from $157 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 1h 03m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
When to travel
March
Cheapest • 100% price drop
January
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Indianapolis to Midway (IND-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Indianapolis to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Indianapolis to Midway

Tue, Sep 8 - Tue, Sep 15
Southwest Logo
7:40 am - 7:40 am
IND
-
MDW
1h 00mnonstop
Southwest Logo
10:20 am - 12:20 pm
MDW
-
IND
1h 00mnonstop
$157Southwest
Mon, Sep 7 - Mon, Sep 14
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
Thu, Aug 20 - Mon, Aug 24
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
Mon, Sep 7 - Mon, Sep 14
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
Wed, Sep 2 - Thu, Sep 3
Southwest Logo
7:40 am - 7:40 am
IND
-
MDW
1h 00mnonstop
Southwest Logo
8:35 pm - 10:40 pm
MDW
-
IND
1h 05mnonstop
$157Southwest
Mon, Nov 9 - Wed, Nov 11
Southwest Logo
5:30 pm - 5:40 pm
IND
-
MDW
1h 10mnonstop
Southwest Logo
10:20 am - 12:20 pm
MDW
-
IND
1h 00mnonstop
$157Southwest
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
7:40 am - 7:40 am
IND
-
MDW
1h 00mnonstop
Southwest Logo
8:45 pm - 10:50 pm
MDW
-
IND
1h 05mnonstop
$157Southwest
Mon, Sep 28 - Wed, Sep 30
Southwest Logo
5:00 pm - 5:05 pm
IND
-
MDW
1h 05mnonstop
Southwest Logo
8:45 pm - 10:50 pm
MDW
-
IND
1h 05mnonstop
$157Southwest
Wed, Aug 19 - Wed, Sep 23
Delta Logo
6:34 am - 9:17 am
IND
-
MDW
3h 43m
1 stop
Delta Logo
7:01 pm - 12:04 am
MDW
-
IND
4h 03m
1 stop
$177Delta
Wed, Aug 19 - Mon, Sep 28
Delta Logo
10:32 am - 12:39 pm
IND
-
MDW
3h 07m
1 stop
Delta Logo
7:01 pm - 12:04 am
MDW
-
IND
4h 03m
1 stop
$177Delta
Booking Insights

KAYAK's insights & trends for Indianapolis to Midway flights

Get data-powered insights and trends into flights from Indianapolis to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Indianapolis to Chicago Midway Airport?

The average price of all round-trip flights from Indianapolis to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Indianapolis to Chicago Midway Airport. For your return ticket, we recommend flying on a Thursday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Indianapolis to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Indianapolis to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Indianapolis to Chicago Midway Airport is March, where tickets cost $0 (return) on average. On the other hand, the most expensive months are February and January, where the average cost of round-trip tickets is $695 and $636 respectively.

Can I save money by flying with a layover from Indianapolis to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $157, prices are generally cheapest when you fly direct.

Find deals

Good to know

Low season

September

Cheapest flight

$79
Best time to beat the crowds with an average 54% drop in price.
Most popular time to fly with an average 55% increase in price.
Flight from Indianapolis to Chicago Midway Airport

When to book flights from Indianapolis to Midway

Are your dates flexible? Find out the best times to travel from Indianapolis to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Indianapolis to Chicago Midway Airport flights

  • What is the cheapest flight from Indianapolis to Chicago Midway Airport?

    In the last 5 days, the lowest price for a flight from Indianapolis to Chicago Midway Airport was $79 for a one-way ticket and $157 for a round-trip.

  • Do I need a passport to fly between Indianapolis and Chicago Midway Airport?

    No, a passport isn't needed to fly from Indianapolis to Chicago Midway Airport. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Indianapolis to Chicago Midway Airport?

    American Airlines, Delta, Alaska Airlines, and JetBlue offer inflight Wi-Fi service on the Indianapolis to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Indianapolis to Chicago Midway Airport?

    The Embraer 175 is the aircraft model that flies most regularly on the Indianapolis to Chicago Midway Airport flight route.

  • On which days can I fly direct from Indianapolis to Chicago Midway Airport?

    There are nonstop flights from Indianapolis to Chicago Midway Airport on a daily basis.

  • How does KAYAK find such low prices on flights from Indianapolis to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Indianapolis to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Indianapolis to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Indianapolis is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Indianapolis to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Indianapolis with another airline. Booking your flights between Indianapolis and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Indianapolis to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Indianapolis up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Indianapolis to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $165 or less one-way and $365 or less round-trip.

Prefer to fly direct from Indianapolis to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Indianapolis to Chicago Midway.
Find which airlines fly direct from Indianapolis Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Indianapolis to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Indianapolis

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Indianapolis to Midway

 
See real verified KAYAK customer reviews for airlines flying from Indianapolis to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Indianapolis to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4227 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
7.5Entertainment
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

WiFi was not working and didn’t have a beverage service

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

The seats were comfortable, and the boarding process was pretty smooth.

Everything you need to know for your flight from Indianapolis to Midway

Information on your arrival and departure airports

Indianapolis (IND)
Midway (MDW)