IND - MDW

$91 Find Cheap Flights from Indianapolis to Chicago Midway Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$214
Typical prices: $226-$355
Frontier
Mon 12/3Fri 12/7
IND - MDW • 1 stop
Cheapest non-stop
$229
Typical prices: $213-$337
Southwest
Mon 12/10Mon 12/17
IND - MDW • Non-stop
Nonstop flights
You can fly direct with Southwest. Average duration is 1h 11m
Direct flights
+1
Direct flights
+1
When to travel
Cheapest • 49% price drop
Most popular
Good to know
+1
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago Midway Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Indianapolis to Midway (IND-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Indianapolis to Midway

Thu, Dec 3 - Mon, Dec 7
Frontier Logo
7:52 pm - 4:07 pmIND  Indianapolis-MDW Chicago Midway
21h 15m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:02 pm - 12:25 pmMDW  Chicago Midway-IND Indianapolis
18h 23m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale
$214Frontier
Thu, Dec 10 - Thu, Dec 17
Southwest Logo
6:45 am - 6:55 amIND  Indianapolis-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
9:15 pm - 11:30 pmMDW  Chicago Midway-IND Indianapolis
1h 15mnonstop
$229Southwest
Thu, Dec 3 - Mon, Dec 7
Southwest Logo
6:45 am - 6:55 amIND  Indianapolis-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
10:20 am - 12:20 pmMDW  Chicago Midway-IND Indianapolis
1h 00mnonstop
$229Southwest
Thu, Feb 4 - Sun, Feb 7
Frontier Logo
12:44 pm - 11:46 pmIND  Indianapolis-MDW Chicago Midway
12h 02m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:18 pm - 7:46 pmMDW  Chicago Midway-IND Indianapolis
29h 28m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale
$229Frontier
Sun, Dec 6 - Thu, Dec 10
Frontier Logo
8:27 pm - 4:06 pmIND  Indianapolis-MDW Chicago Midway
20h 39m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:02 pm - 11:00 amMDW  Chicago Midway-IND Indianapolis
16h 58m2 stops Atlanta Hartsfield-Jackson Orlando
$229Frontier
Tue, Nov 24 - Tue, Dec 1
Frontier Logo
7:30 pm - 12:21 pmIND  Indianapolis-MDW Chicago Midway
17h 51m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
12:33 pm - 6:32 pmMDW  Chicago Midway-IND Indianapolis
4h 59m1 stop Atlanta Hartsfield-Jackson
$229Frontier
Tue, Nov 24 - Tue, Dec 1
Southwest Logo
5:50 pm - 6:00 pmIND  Indianapolis-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
8:40 pm - 10:50 pmMDW  Chicago Midway-IND Indianapolis
1h 10mnonstop
$229Southwest
Tue, Dec 8 - Wed, Dec 9
Southwest Logo
6:45 am - 6:55 amIND  Indianapolis-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
8:40 pm - 10:50 pmMDW  Chicago Midway-IND Indianapolis
1h 10mnonstop
$229Southwest
Thu, Nov 19 - Mon, Nov 23
Southwest Logo
6:45 am - 6:55 amIND  Indianapolis-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
9:15 pm - 11:30 pmMDW  Chicago Midway-IND Indianapolis
1h 15mnonstop
$229Southwest
Mon, Dec 7 - Thu, Dec 10
Southwest Logo
6:45 am - 6:55 amIND  Indianapolis-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
10:20 am - 12:20 pmMDW  Chicago Midway-IND Indianapolis
1h 00mnonstop
$229Southwest
Booking Insights

Price, demand and travel trends for Indianapolis to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Indianapolis to Chicago Midway Airport?

Round-trip flights from Indianapolis to Chicago Midway Airport typically range from $226 to $355. The lowest price found in the past 5 days was $214, on Frontier.

Key details for Indianapolis to Chicago Midway Airport flights

Cheapest flight

$91
The most popular month to fly with an average 56% increase in travelers.
One-way 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

Your Indianapolis to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Indianapolis to Chicago Midway Airport?

    These are the earliest and latest flight times available from Indianapolis to Chicago Midway Airport:

    • Earliest: departs at 5:30 am and lands at 6:41 am
    • Latest: departs at 6:00 pm and lands at 7:11 pm.

    The flight takes about 1h 11m.

  • What cabin classes can I book on flights from Indianapolis to Chicago Midway Airport?

    Only Economy Class is available on flights from Indianapolis to Chicago Midway Airport.

  • How long is a flight from Indianapolis to Chicago Midway Airport?

    A nonstop flight from Indianapolis to Chicago Midway Airport takes 1h 11m, covering 162 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Indianapolis to Chicago Midway Airport flight?

    Round-trip flights from Indianapolis to Chicago Midway Airport range from $226 to $355, with an average of $307 over the past 12 months. Anything below $226 counts as a good deal.

  • What is the standard checked-bag allowance on flights from Indianapolis to Chicago Midway Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Indianapolis to Chicago Midway Airport?

    The Embraer 175 family is used most often on this route, operated mainly by American Airlines and Delta. Other aircraft seen on the route include Canadair (Bombardier) Regional Jet 900 variants.

  • How are flight departures from Indianapolis to Chicago Midway Airport spread across the day?

    Morning is the busiest departure period on Indianapolis to Chicago Midway Airport flights, with 50% of flights leaving in that window. Afternoon departures account for 50%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from Indianapolis to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $214 to $677. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Indianapolis to Chicago Midway Airport looking right now?

    One-way fares from Indianapolis to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $103, which is 59% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $84 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Indianapolis to Chicago Midway Airport?

    Flights from Indianapolis to Chicago Midway Airport usually depart from Indianapolis (IND) and arrive at Chicago Midway (MDW).

  • Can I save money by using flexible dates for flights from Indianapolis to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 61% on flights from Indianapolis to Chicago Midway Airport. Tuesday is the cheapest departure day at $189 round-trip on average, while Thursday is the most expensive at $480, a difference of $291.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Indianapolis to Chicago Midway Airport?

    Only Southwest operates flights between Indianapolis and Chicago Midway Airport.

  • What is the time difference between Indianapolis and Chicago Midway Airport?

    Chicago Midway Airport is 1 hour behind Indianapolis (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Indianapolis to Chicago Midway Airport flights?

    Among airlines operating Indianapolis to Chicago Midway Airport flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Indianapolis to Chicago Midway Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Indianapolis to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Thursday. On this route, Tuesday flights average $189, about $291 less than Thursday fares (61% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Indianapolis to Chicago Midway Airport trip for August. Fares historically average $157 round-trip in that month - typically $323 less than the most expensive month, which is April (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport

Prefer to fly direct from Indianapolis to Chicago Midway Airport?

 
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

More options for your flight from Indianapolis to Midway

Complete your trip to Chicago with a hotel stay or car rental