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Cheap Flights from Midway to Indiana

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Indianapolis
Indianapolisnonstop$157
Fort Wayne
Fort Wayne1 stop$269
Dayton
Dayton1 stop$538
Indianapolis
Indianapolisnonstop$157
Fort Wayne
Fort Wayne1 stop$269
Dayton
Dayton1 stop$538

Book Cheap Midway to Indiana Plane Tickets

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

Recent round-trip flight deals from Midway to Indiana

Wed, Oct 14 - Thu, Oct 15
Frontier Logo
1:12 pm - 8:10 pmMDW  Chicago Midway-CVG Cincinnati Cinci./N. Kentucky
5h 58m1 stop Dallas/Fort Worth
Frontier Logo
5:11 pm - 11:43 pmCVG  Cincinnati Cinci./N. Kentucky-MDW Chicago Midway
7h 32m1 stop Atlanta Hartsfield-Jackson
$148Frontier
Thu, Sep 10 - Mon, Sep 14
Southwest Logo
10:10 am - 12:10 pmMDW  Chicago Midway-IND Indianapolis
1h 00mnonstop
Southwest Logo
5:00 pm - 5:05 pmIND  Indianapolis-MDW Chicago Midway
1h 05mnonstop
$157Southwest
Tue, Sep 15 - Tue, Sep 22
Southwest Logo
10:20 am - 12:20 pmMDW  Chicago Midway-IND Indianapolis
1h 00mnonstop
Southwest Logo
5:00 pm - 5:05 pmIND  Indianapolis-MDW Chicago Midway
1h 05mnonstop
$157Southwest
Wed, Sep 23 - Thu, Sep 24
Southwest Logo
8:45 pm - 10:50 pmMDW  Chicago Midway-IND Indianapolis
1h 05mnonstop
Southwest Logo
6:45 am - 6:45 amIND  Indianapolis-MDW Chicago Midway
1h 00mnonstop
$157Southwest
Mon, Oct 5 - Mon, Oct 12
Southwest Logo
10:15 pm - 12:10 amMDW  Chicago Midway-IND Indianapolis
0h 55mnonstop
Southwest Logo
6:45 am - 6:45 amIND  Indianapolis-MDW Chicago Midway
1h 00mnonstop
$157Southwest
Wed, Sep 30 - Wed, Sep 30
Southwest Logo
10:20 am - 12:20 pmMDW  Chicago Midway-IND Indianapolis
1h 00mnonstop
Southwest Logo
5:00 pm - 5:05 pmIND  Indianapolis-MDW Chicago Midway
1h 05mnonstop
$157Southwest
Wed, Sep 9 - Thu, Sep 10
Southwest Logo
10:20 am - 12:20 pmMDW  Chicago Midway-IND Indianapolis
1h 00mnonstop
Southwest Logo
5:00 pm - 5:05 pmIND  Indianapolis-MDW Chicago Midway
1h 05mnonstop
$157Southwest
Thu, Sep 24 - Mon, Sep 28
Southwest Logo
10:10 am - 12:10 pmMDW  Chicago Midway-IND Indianapolis
1h 00mnonstop
Southwest Logo
5:00 pm - 5:05 pmIND  Indianapolis-MDW Chicago Midway
1h 05mnonstop
$157Southwest
Tue, Nov 10 - Thu, Nov 12
Southwest Logo
8:40 pm - 10:45 pmMDW  Chicago Midway-IND Indianapolis
1h 05mnonstop
Southwest Logo
5:30 pm - 5:40 pmIND  Indianapolis-MDW Chicago Midway
1h 10mnonstop
$157Southwest
Wed, Oct 14 - Thu, Oct 15
Frontier Logo
1:12 pm - 8:10 pmMDW  Chicago Midway-CVG Cincinnati Cinci./N. Kentucky
5h 58m1 stop Dallas/Fort Worth
Frontier Logo
5:11 pm - 11:43 pmCVG  Cincinnati Cinci./N. Kentucky-MDW Chicago Midway
7h 32m1 stop Atlanta Hartsfield-Jackson
$159Frontier
Booking Insights

KAYAK's insights & trends for Midway to Indiana flights

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

What is the cheapest Chicago Midway Airport to Indiana flight route?

The cheapest ticket to Indiana from Chicago Midway Airport found in the last 5 days was to Indianapolis, at $227 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Indianapolis (IND), and the cheapest round-trip airline ticket found on this route in the last 5 days was $227.

What is the cheapest time of day to fly to Indiana?

The cheapest time of day to fly to Indiana is generally at night, when round-trip flights cost $309 on average. The most expensive time of day to fly to Indiana is generally in the morning, which is peak travel time and where the average cost of a ticket is $427.

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

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $414 on average.

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

Your flight ticket price will generally be cheaper if you fly to Indiana on a Thursday and more expensive on a Tuesday. On your return trip to Chicago Midway Airport, you should consider flying back on a Tuesday, and avoid Saturdays for better deals.

Find deals

Good to know

Cheapest flight

$74
Flight from Chicago Midway Airport to Cincinnati

FAQs - booking Indiana flights

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

    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 Chicago Midway Airport to Indiana.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Indiana 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 Chicago Midway Airport to Indiana?

    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 from Chicago Midway Airport to Indiana with an airline and back with another airline.

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

    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 from Chicago Midway Airport to Indiana up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Midway to Indiana

 
Need help choosing which airline to fly with from Midway to Indiana? 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 4215 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

10.0 ExcellentDenis, Aug 2026
Read more Southwest reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

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

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)