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Cheap flights from Chicago Midway Airport to Indiana from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Indiana departing on 12/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Indiana

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
10:05 am - 12:30 pmMDW-SDF
1h 25mnonstop
Southwest Logo
3:20 pm - 9:05 pmSDF-MDW
6h 45m1 stop
$111Southwest
Find Deal
Wed, Dec 3 - Wed, Dec 3
Southwest Logo
6:40 am - 1:15 pmMDW-SDF
5h 35m1 stop
Southwest Logo
3:20 pm - 9:05 pmSDF-MDW
6h 45m1 stop
$121Southwest
Find Deal
Wed, Dec 3 - Wed, Dec 3
Frontier Logo
6:15 am - 3:10 pmMDW-IND
7h 55m1 stop
Frontier Logo
7:45 pm - 8:46 amIND-MDW
14h 01m1 stop
$131Frontier
Find Deal
Fri, Dec 12 - Mon, Dec 15
Frontier Logo
6:15 am - 3:10 pmMDW-IND
7h 55m1 stop
Frontier Logo
7:45 pm - 8:46 amIND-MDW
14h 01m1 stop
$134Frontier
Find Deal
Fri, Dec 12 - Mon, Dec 15
Southwest Logo
10:05 am - 12:30 pmMDW-SDF
1h 25mnonstop
Southwest Logo
1:50 pm - 2:05 pmSDF-MDW
1h 15mnonstop
$136Southwest
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Wed, Dec 3 - Wed, Dec 3
Delta Logo
5:29 pm - 11:59 pmMDW-SDF
5h 30m1 stop
Delta Logo
6:00 am - 11:55 amSDF-MDW
6h 55m1 stop
$157Delta
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Tue, Dec 9 - Wed, Dec 10
Southwest Logo
4:00 pm - 6:10 pmMDW-SDF
1h 10mnonstop
Southwest Logo
7:05 pm - 7:20 pmSDF-MDW
1h 15mnonstop
$164Southwest
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Sat, Dec 13 - Mon, Dec 15
Multiple Airlines Logo
3:52 pm - 7:43 amMDW-IND
14h 51m2 stops
Multiple Airlines Logo
7:45 pm - 8:46 amIND-MDW
14h 01m1 stop
$187Multiple Airlines
Find Deal
Fri, Dec 12 - Mon, Dec 15
Multiple Airlines Logo
7:44 am - 5:12 pmMDW-IND
8h 28m1 stop
Multiple Airlines Logo
8:48 am - 8:46 amIND-MDW
24h 58m2 stops
$198Multiple Airlines
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Tue, Dec 2 - Tue, Dec 9
Delta Logo
9:34 am - 1:36 pmMDW-FWA
3h 02m1 stop
Delta Logo
7:15 am - 1:08 pmFWA-MDW
6h 53m1 stop
$199Delta
Find Deal
Sat, Mar 7 - Wed, Mar 11

Southwest flights from Chicago Midway Airport to Indiana

Our best Southwest deals on Chicago Midway Airport to Indiana flight tickets
Southwest
Dec 3
MDW10:05 amChicago Midway
1h 25m
SDF12:30 pmLouisville Intl
Dec 3
SDF3:20 pmLouisville Intl
6h 45m
1 stop
MDW9:05 pmChicago Midway
$111
Find similar
Southwest
Dec 3
MDW6:40 amChicago Midway
5h 35m
1 stop
SDF1:15 pmLouisville Intl
Dec 3
SDF3:20 pmLouisville Intl
6h 45m
1 stop
MDW9:05 pmChicago Midway
$121
Find similar
Southwest
Dec 3
MDW10:05 amChicago Midway
1h 25m
SDF12:30 pmLouisville Intl
Dec 3
SDF1:50 pmLouisville Intl
1h 15m
MDW2:05 pmChicago Midway
$136
Find similar

Frontier flights from Chicago Midway Airport to Indiana

Our best Frontier deals on Chicago Midway Airport to Indiana flight tickets
Frontier
Dec 12
MDW6:15 amChicago Midway
7h 55m
1 stop
IND3:10 pmIndianapolis
Dec 15
IND7:45 pmIndianapolis
14h 01m
1 stop
MDW8:46 amChicago Midway
$131
Find similar
Frontier
Dec 12
MDW6:15 amChicago Midway
7h 55m
1 stop
IND3:10 pmIndianapolis
Dec 15
IND7:45 pmIndianapolis
14h 01m
1 stop
MDW8:46 amChicago Midway
$134
Find similar
Frontier
Dec 12
MDW6:15 amChicago Midway
7h 55m
1 stop
IND3:10 pmIndianapolis
Dec 15
IND9:11 pmIndianapolis
36h 35m
2 stops
MDW8:46 amChicago Midway
$169
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momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Indiana that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 4, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Indiana that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 12/3

10:05 am-12:30 pm

Nonstop1h 25m

Louisville Intl

Wed 12/3

3:20 pm-9:05 pm

1 stop6h 45m

$111

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 12/3

6:40 am-1:15 pm

1 stop5h 35m

Louisville Intl

Wed 12/3

3:20 pm-9:05 pm

1 stop6h 45m

$121

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Fri 12/12

6:15 am-3:10 pm

1 stop7h 55m

Indianapolis

Mon 12/15

7:45 pm-8:46 am

1 stop14h 01m

$131

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Fri 12/12

6:15 am-3:10 pm

1 stop7h 55m

Indianapolis

Mon 12/15

7:45 pm-8:46 am

1 stop14h 01m

$134

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 12/3

10:05 am-12:30 pm

Nonstop1h 25m

Louisville Intl

Wed 12/3

1:50 pm-2:05 pm

Nonstop1h 15m

$136

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 12/9

5:29 pm-11:59 pm

1 stop5h 30m

Louisville Intl

Wed 12/10

6:00 am-11:55 am

1 stop6h 55m

$157

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 12/13

4:00 pm-6:10 pm

Nonstop1h 10m

Louisville Intl

Mon 12/15

7:05 pm-7:20 pm

Nonstop1h 15m

$164

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Fri 12/12

3:52 pm-7:43 am

2 stops14h 51m

Indianapolis

Mon 12/15

7:45 pm-8:46 am

1 stop14h 01m

$187

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Tue 12/2

7:44 am-5:12 pm

1 stop8h 28m

Indianapolis

Tue 12/9

8:48 am-8:46 am

2 stops24h 58m

$198

ChicagoFort Wayne

MDW - FWA

MDWFWA

Chicago Midway

Sat 3/7

9:34 am-1:36 pm

1 stop3h 02m

Fort Wayne

Wed 3/11

7:15 am-1:08 pm

1 stop6h 53m

$199

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Indiana from

How to get the cheapest flight ticket from Chicago Midway Airport to Indiana

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 time of day to depart on your flight to Indiana?

Our data shows that the cheapest Chicago Midway Airport to Indiana flights are usually those with departure times in the evening. Our users have found flights to Indiana in the evening for as low as $262. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $267 on average. Flights to Indiana from Chicago Midway Airport in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago Midway to Indiana flight route?

Fly from Chicago Midway to Indianapolis for the best Chicago Midway - Indiana flight prices

What cabin class options are available on Chicago Midway to Indiana flights?

There is only 1 cabin class available to choose from on Chicago Midway to Indiana flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Indiana flights?

You could potentially save up to 19% on your flight if you consider stops on a Chicago Midway Airport to Indiana flight.

Cheap Chicago Midway Airport to Indiana flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Indiana

Fastest flight time

1h 00m

Direct flights

Every day

Airports in Indiana

3 airports
The fastest flight from Chicago Midway Airport to Indiana takes 1h 00m
Direct flights go from Chicago Midway Airport to Indiana every day.
There are 3 airports near Indiana: Louisville Intl (SDF), Cincinnati Cinci./N. Kentucky (CVG), Indianapolis (IND)
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  • When did momondo last update prices for flights from Chicago Midway Airport to Indiana?

    Prices for flights from Chicago Midway Airport to Indiana refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Indiana?

  • How old do you have to be to fly from Chicago Midway Airport to Indiana?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Indiana.

  • What documentation or ID do you need to fly to Indiana?

    The travel and health documents required for your trip to Indiana can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Indiana. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago Midway Airport to Indiana?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Indiana?

Finding the right flight to Indiana from Chicago 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 Indiana quick and easy, saving you time and money.

Can I find flights from Chicago to Indiana with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Indiana from Chicago with this policy.

How can momondo help me find flights from Chicago to Indiana?

Once all potential Chicago to Indiana flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Indiana right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Indiana flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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