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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 9/15. 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

Southwest Logo
8:35 pm - 10:50 pmMDW-SDF
1h 15mnonstop
Southwest Logo
7:10 pm - 7:30 pmSDF-MDW
1h 20mnonstop
$97Southwest
Find Deal
Thu, Aug 28 - Mon, Sep 1
Southwest Logo
10:05 am - 12:25 pmMDW-SDF
1h 20mnonstop
Southwest Logo
1:15 pm - 1:30 pmSDF-MDW
1h 15mnonstop
$105Southwest
Find Deal
Wed, Sep 24 - Tue, Sep 30
Southwest Logo
7:30 pm - 9:45 pmMDW-SDF
1h 15mnonstop
Southwest Logo
7:10 pm - 7:30 pmSDF-MDW
1h 20mnonstop
$122Southwest
Find Deal
Sat, Aug 30 - Sun, Aug 31
Southwest Logo
7:30 pm - 9:45 pmMDW-SDF
1h 15mnonstop
Southwest Logo
7:15 am - 7:35 amSDF-MDW
1h 20mnonstop
$124Southwest
Find Deal
Sat, Aug 30 - Sun, Aug 31
Delta Logo
6:17 pm - 11:06 pmMDW-CVG
3h 49m1 stop
Delta Logo
4:43 pm - 9:12 pmCVG-MDW
5h 29m1 stop
$177Delta
Find Deal
Sat, Aug 30 - Sun, Aug 31
Delta Logo
6:17 pm - 10:42 pmMDW-SDF
3h 25m1 stop
Delta Logo
7:50 am - 12:28 pmSDF-MDW
5h 38m1 stop
$177Delta
Find Deal
Sat, Aug 30 - Sun, Aug 31
Delta Logo
6:17 pm - 11:26 pmMDW-IND
4h 09m1 stop
Delta Logo
10:33 am - 12:28 pmIND-MDW
2h 55m1 stop
$177Delta
Find Deal
Tue, Sep 2 - Tue, Sep 9
Frontier Logo
6:15 am - 4:54 pmMDW-CVG
9h 39m1 stop
Frontier Logo
5:59 pm - 11:08 pmCVG-MDW
6h 09m1 stop
$179Frontier
Find Deal
Thu, Aug 28 - Thu, Aug 28
Frontier Logo
10:51 am - 9:17 pmMDW-CVG
9h 26m1 stop
Frontier Logo
1:21 pm - 11:20 pmCVG-MDW
10h 59m1 stop
$182Frontier
Find Deal
Sat, Sep 6 - Mon, Sep 8
Frontier Logo
2:44 pm - 12:54 amMDW-CVG
9h 10m1 stop
Frontier Logo
6:00 am - 10:24 pmCVG-MDW
17h 24m1 stop
$185Frontier
Find Deal
Sat, Aug 16 - Sun, Aug 17

Delta flights from Chicago Midway Airport to Indiana

Our best Delta deals on Chicago Midway Airport to Indiana flight tickets
Delta
Aug 30
MDW6:17 pmChicago Midway
3h 49m
1 stop
CVG11:06 pmCincinnati Cinci./N. Kentucky
Aug 31
CVG4:43 pmCincinnati Cinci./N. Kentucky
5h 29m
1 stop
MDW9:12 pmChicago Midway
$177
Find similar
Delta
Aug 30
MDW1:08 pmChicago Midway
8h 38m
2 stops
SDF10:46 pmLouisville Intl
Aug 31
SDF7:50 amLouisville Intl
5h 38m
1 stop
MDW12:28 pmChicago Midway
$182
Find similar
Delta
Aug 30
MDW1:08 pmChicago Midway
9h 48m
2 stops
SDF11:56 pmLouisville Intl
Aug 31
SDF7:50 amLouisville Intl
5h 38m
1 stop
MDW12:28 pmChicago Midway
$193
Find similar

Southwest flights from Chicago Midway Airport to Indiana

Our best Southwest deals on Chicago Midway Airport to Indiana flight tickets
Southwest
Aug 28
MDW8:35 pmChicago Midway
1h 15m
SDF10:50 pmLouisville Intl
Sep 1
SDF7:10 pmLouisville Intl
1h 20m
MDW7:30 pmChicago Midway
$97
Find similar
Southwest
Sep 24
MDW10:05 amChicago Midway
1h 20m
SDF12:25 pmLouisville Intl
Sep 30
SDF1:15 pmLouisville Intl
1h 15m
MDW1:30 pmChicago Midway
$105
Find similar
Southwest
Aug 30
MDW7:30 pmChicago Midway
1h 15m
SDF9:45 pmLouisville Intl
Aug 31
SDF7:10 pmLouisville Intl
1h 20m
MDW7:30 pmChicago Midway
$122
Find similar

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 August 5, 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

Thu 8/28

8:35 pm-10:50 pm

Nonstop1h 15m

Louisville Intl

Mon 9/1

7:10 pm-7:30 pm

Nonstop1h 20m

$97

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 9/24

10:05 am-12:25 pm

Nonstop1h 20m

Louisville Intl

Tue 9/30

1:15 pm-1:30 pm

Nonstop1h 15m

$105

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 8/30

7:30 pm-9:45 pm

Nonstop1h 15m

Louisville Intl

Sun 8/31

7:10 pm-7:30 pm

Nonstop1h 20m

$122

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 8/30

7:30 pm-9:45 pm

Nonstop1h 15m

Louisville Intl

Sun 8/31

7:15 am-7:35 am

Nonstop1h 20m

$124

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Sat 8/30

6:17 pm-11:06 pm

1 stop3h 49m

Cincinnati Cinci./N. Kentucky

Sun 8/31

4:43 pm-9:12 pm

1 stop5h 29m

$177

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 8/30

6:17 pm-10:42 pm

1 stop3h 25m

Louisville Intl

Sun 8/31

7:50 am-12:28 pm

1 stop5h 38m

$177

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Tue 9/2

6:17 pm-11:26 pm

1 stop4h 09m

Indianapolis

Tue 9/9

10:33 am-12:28 pm

1 stop2h 55m

$177

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Thu 8/28

6:15 am-4:54 pm

1 stop9h 39m

Cincinnati Cinci./N. Kentucky

Thu 8/28

5:59 pm-11:08 pm

1 stop6h 09m

$179

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Sat 9/6

10:51 am-9:17 pm

1 stop9h 26m

Cincinnati Cinci./N. Kentucky

Mon 9/8

1:21 pm-11:20 pm

1 stop10h 59m

$182

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Sat 8/16

2:44 pm-12:54 am

1 stop9h 10m

Cincinnati Cinci./N. Kentucky

Sun 8/17

6:00 am-10:24 pm

1 stop17h 24m

$185

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 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 are 1 cabin classes 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?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Indiana.

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

Best Price Found

$49

Fastest flight time

1h 00m

Direct flights

Every day

Airports in Indiana

3 airports
The best one-way flight to Indiana from Chicago Midway Airport in the past 72 hours is $49. The best round-trip flight deal from Chicago Midway Airport to Indiana found on momondo in the last 72 hours is $97.
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)
Search flight deals

  • 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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