IND - MDW

$67 Find Cheap Flights from Indianapolis to Chicago Midway Airport

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 2/16. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Indianapolis to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Indianapolis to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$157
Southwest
Sat 3/7Mon 3/9
IND - MDW • Non-stop
Cheapest one-way
$67
Frontier
Mon 2/16
IND - MDW • 1 stop
Top airlines
Southwest
Cheapest • from $157 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+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

Sat, Mar 7 - Mon, Mar 9
Southwest Logo
5:30 pm - 5:30 pm
IND
-
MDW
1h 00mnonstop
Southwest Logo
10:00 am - 12:05 pm
MDW
-
IND
1h 05mnonstop
$157Southwest
Wed, Feb 25 - Wed, Mar 4
Southwest Logo
10:30 am - 4:40 pm
IND
-
MDW
7h 10m
1 stop
Southwest Logo
10:00 am - 12:10 pm
MDW
-
IND
1h 10mnonstop
$167Southwest
Thu, Feb 26 - Mon, Mar 2
Southwest Logo
6:15 pm - 6:15 pm
IND
-
MDW
1h 00mnonstop
Southwest Logo
6:05 pm - 8:15 pm
MDW
-
IND
1h 10mnonstop
$171Southwest
Wed, Feb 25 - Wed, Mar 4
Southwest Logo
10:30 am - 6:05 pm
IND
-
MDW
8h 35m
2 stops
Southwest Logo
10:00 am - 12:10 pm
MDW
-
IND
1h 10mnonstop
$172Southwest
Thu, Feb 26 - Mon, Mar 2
Frontier Logo
7:27 pm - 6:38 pm
IND
-
MDW
24h 11m
1 stop
Frontier Logo
6:00 am - 6:31 pm
MDW
-
IND
11h 31m
1 stop
$173Frontier
Tue, Feb 17 - Sat, Mar 7
Southwest Logo
7:10 am - 7:10 am
IND
-
MDW
1h 00mnonstop
Southwest Logo
8:05 am - 5:10 pm
MDW
-
IND
8h 05m
1 stop
$174Southwest
Mon, Feb 9 - Wed, Feb 11
Multiple Airlines Logo
12:38 pm - 10:19 pm
IND
-
MDW
10h 41m
1 stop
Multiple Airlines Logo
6:15 am - 8:44 am
MDW
-
IND
25h 29m
2 stops
$176Multiple Airlines
Thu, Feb 26 - Mon, Mar 2
Frontier Logo
11:15 am - 9:12 pm
IND
-
MDW
10h 57m
1 stop
Frontier Logo
6:00 am - 6:31 pm
MDW
-
IND
11h 31m
1 stop
$177Frontier
Thu, Feb 26 - Mon, Mar 2
Southwest Logo
3:10 pm - 7:05 pm
IND
-
MDW
4h 55m
1 stop
Southwest Logo
6:05 pm - 8:15 pm
MDW
-
IND
1h 10mnonstop
$181Southwest
Wed, Feb 25 - Wed, Mar 4
Southwest Logo
5:35 am - 1:55 pm
IND
-
MDW
9h 20m
2 stops
Southwest Logo
1:15 pm - 8:10 pm
MDW
-
IND
5h 55m
1 stop
$182Southwest
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, Friday is the most expensive day to fly from Indianapolis to Chicago Midway Airport. For your return ticket, we recommend flying on a Tuesday and avoiding Fridays for the best deals.

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 $237, prices are generally cheapest when you fly direct.

Find deals

Good to know

Cheapest flight$67
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 3 days, the lowest price for a flight from Indianapolis to Chicago Midway Airport was $67 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 Boeing 737 MAX 8 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 $219 or less one-way and $369 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 4268 reviews
7.5Entertainment
8.0Comfort
8.1Boarding
8.6Crew
7.0Food
Airline reviews

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

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

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

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

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

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

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

Information on your arrival and departure airports

Indianapolis (IND)
Midway (MDW)