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Cheap flights from Indiana to Chicago from $79

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Indiana to Chicago departing on 7/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Indiana to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:40 am - 6:50 am
IND
-
MDW
1h 10mnonstop
Southwest Logo
10:20 am - 12:20 pm
MDW
-
IND
1h 00mnonstop
$157Southwest
Tue, Jul 28 - Tue, Aug 4
Southwest Logo
1:05 pm - 3:55 pm
IND
-
MDW
3h 50m
1 stop
Southwest Logo
10:20 am - 12:20 pm
MDW
-
IND
1h 00mnonstop
$167Southwest
Tue, Jul 28 - Tue, Aug 4
Southwest Logo
4:50 pm - 5:00 pm
IND
-
MDW
1h 10mnonstop
Southwest Logo
2:00 pm - 9:00 pm
MDW
-
IND
6h 00m
2 stops
$172Southwest
Tue, Jul 28 - Tue, Aug 4
Delta Logo
10:29 am - 12:48 pm
IND
-
MDW
3h 19m
1 stop
Delta Logo
9:29 am - 2:14 pm
MDW
-
IND
3h 45m
1 stop
$177Delta
Wed, Oct 21 - Sat, Oct 24
Southwest Logo
6:10 pm - 11:20 pm
CVG
-
MDW
6h 10m
1 stop
Southwest Logo
2:25 pm - 6:50 pm
MDW
-
CVG
3h 25m
1 stop
$177Southwest
Sat, Aug 1 - Sat, Aug 8
Delta Logo
7:55 am - 12:39 pm
SDF
-
MDW
5h 44m
1 stop
Delta Logo
9:24 am - 1:51 pm
MDW
-
SDF
3h 27m
1 stop
$243Delta
Sat, Aug 8 - Wed, Aug 12
Multiple Airlines Logo
9:26 am - 10:03 pm
SBN
-
MDW
13h 37m
2 stops
Multiple Airlines Logo
9:14 am - 5:34 pm
MDW
-
SBN
7h 20m
1 stop
$423Multiple Airlines
Fri, Aug 14 - Sun, Aug 16
Multiple Airlines Logo
10:05 am - 8:18 am
SBN
-
MDW
23h 13m
1 stop
Multiple Airlines Logo
12:11 pm - 8:13 pm
MDW
-
SBN
31h 02m
2 stops
$431Multiple Airlines
Sat, Jul 25 - Wed, Jul 29
Allegiant Air Logo
9:15 pm - 8:18 am
DAY
-
MDW
12h 03m
1 stop
Allegiant Air Logo
2:48 pm - 3:37 pm
MDW
-
DAY
23h 49m
2 stops
$685Allegiant Air
Sat, Jul 11 - Sun, Jul 12
Allegiant Air Logo
9:15 pm - 8:18 am
DAY
-
MDW
12h 03m
1 stop
Allegiant Air Logo
2:48 pm - 3:37 pm
MDW
-
DAY
23h 49m
2 stops
$707Allegiant Air
Sat, Jul 11 - Sun, Jul 12

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Frontier flights from Indiana to Chicago Midway Airport

Our best Frontier deals on Indiana to Chicago Midway Airport flight tickets
Frontier
Oct 2
CVG12:48 pmCincinnati Cinci./N. Kentucky
23h 10m
1 stop
MDW10:58 amChicago Midway
Oct 7
MDW12:03 pmChicago Midway
22h 40m
1 stop
CVG11:43 amCincinnati Cinci./N. Kentucky
$232
Frontier
Jul 21
CVG12:18 pmCincinnati Cinci./N. Kentucky
10h 45m
1 stop
MDW10:03 pmChicago Midway
Jul 23
MDW12:11 pmChicago Midway
22h 37m
1 stop
CVG11:48 amCincinnati Cinci./N. Kentucky
$252
Frontier
Jul 20
CVG12:53 pmCincinnati Cinci./N. Kentucky
23h 14m
1 stop
MDW11:07 amChicago Midway
Jul 23
MDW12:11 pmChicago Midway
22h 37m
1 stop
CVG11:48 amCincinnati Cinci./N. Kentucky
$253

Delta flights from Indiana to Chicago Midway Airport

Our best Delta deals on Indiana to Chicago Midway Airport flight tickets
Delta
Oct 21
IND10:29 amIndianapolis
3h 19m
1 stop
MDW12:48 pmChicago Midway
Oct 24
MDW9:29 amChicago Midway
3h 45m
1 stop
IND2:14 pmIndianapolis
$177
Delta
Aug 13
CVG6:10 amCincinnati Cinci./N. Kentucky
4h 07m
1 stop
MDW9:17 amChicago Midway
Aug 17
MDW1:25 pmChicago Midway
5h 29m
1 stop
CVG7:54 pmCincinnati Cinci./N. Kentucky
$197
Delta
Aug 8
IND6:34 amIndianapolis
3h 43m
1 stop
MDW9:17 amChicago Midway
Aug 10
MDW9:24 amChicago Midway
3h 20m
1 stop
IND1:44 pmIndianapolis
$212

momondo Fare Finder

 
Customize your flight search to find flights from Indiana to Chicago Midway Airport 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 July 1, 2026.
Use the filters below to find and compare flights from Indiana to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 7/28

6:40 am-6:50 am

Nonstop1h 10m

Chicago Midway

Tue 8/4

10:20 am-12:20 pm

Nonstop1h 00m

$157

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 7/28

1:05 pm-3:55 pm

1 stop3h 50m

Chicago Midway

Tue 8/4

10:20 am-12:20 pm

Nonstop1h 00m

$167

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 7/28

4:50 pm-5:00 pm

Nonstop1h 10m

Chicago Midway

Tue 8/4

2:00 pm-9:00 pm

2 stops6h 00m

$172

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 10/21

10:29 am-12:48 pm

1 stop3h 19m

Chicago Midway

Sat 10/24

9:29 am-2:14 pm

1 stop3h 45m

$177

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 8/1

6:10 pm-11:20 pm

1 stop6h 10m

Chicago Midway

Sat 8/8

2:25 pm-6:50 pm

1 stop3h 25m

$177

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 8/8

7:55 am-12:39 pm

1 stop5h 44m

Chicago Midway

Wed 8/12

9:24 am-1:51 pm

1 stop3h 27m

$243

South BendChicago

SBN - MDW

SBNMDW

South Bend/Michiana

Fri 8/14

9:26 am-10:03 pm

2 stops13h 37m

Chicago Midway

Sun 8/16

9:14 am-5:34 pm

1 stop7h 20m

$423

South BendChicago

SBN - MDW

SBNMDW

South Bend/Michiana

Sat 7/25

10:05 am-8:18 am

1 stop23h 13m

Chicago Midway

Wed 7/29

12:11 pm-8:13 pm

2 stops31h 02m

$431

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Sat 7/11

9:15 pm-8:18 am

1 stop12h 03m

Chicago Midway

Sun 7/12

2:48 pm-3:37 pm

2 stops23h 49m

$685

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Sat 7/11

9:15 pm-8:18 am

1 stop12h 03m

Chicago Midway

Sun 7/12

2:48 pm-3:37 pm

2 stops23h 49m

$707

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 Chicago from

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

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 month to fly to Chicago Midway Airport?

The month of May is, on average, the cheapest month to fly to Chicago Midway Airport from Indiana, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of May, then departing from Indiana during the month March is also very affordable. Most momondo users find prices during this month for around $0.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Indiana. The lowest ticket price found for a Tuesday departure recently was $369. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Indiana because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $423.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Indiana in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $394 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $595. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Indiana to Chicago Midway flight route?

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

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

There is only 1 cabin class available to choose from on Indiana to Chicago Midway Airport 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 Indiana to Chicago Midway Airport flights?

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

Cheap Indiana to Chicago Midway Airport flight deals and tips

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

Best Price Found

$169

Fastest flight time

1h 00m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Indiana in the past 72 hours is $169. The best round-trip flight deal from Indiana to Chicago Midway Airport found on momondo in the last 72 hours is $386.
The fastest flight from Indiana to Chicago Midway Airport takes 1h 00m
Direct flights go from Indiana to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Indiana to Chicago Midway Airport

  • When did momondo last update prices for flights from Indiana to Chicago Midway Airport?

    Prices for flights from Indiana to Chicago Midway Airport were last updated today.

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

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

    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 Indiana to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport 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 Chicago Midway Airport. 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 Indiana to Chicago Midway Airport?

Best airlines flying from Indiana to Chicago Midway Airport

Compare and see reviews for airlines that fly from Indiana to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $192Free CancellationRating
7.9
4,246 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Indiana to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Indiana to Chicago flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Chicago from Indiana. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Indiana to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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