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Cheap flights from Indiana to Chicago from $71

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 5/8. 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
0 bags

Find the cheapest flights from Indiana to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:14 pm - 10:02 pm
IND
-
MDW
10h 48m
1 stop
Frontier Logo
12:24 pm - 11:03 am
MDW
-
IND
21h 39m
1 stop
$145Frontier
Wed, May 6 - Tue, May 12
Frontier Logo
12:34 pm - 10:26 pm
IND
-
MDW
10h 52m
1 stop
Frontier Logo
12:24 pm - 11:03 am
MDW
-
IND
21h 39m
1 stop
$147Frontier
Fri, May 1 - Tue, May 5
Frontier Logo
12:34 pm - 10:26 pm
IND
-
MDW
10h 52m
1 stop
Frontier Logo
6:00 am - 11:23 am
MDW
-
IND
28h 23m
1 stop
$148Frontier
Fri, May 1 - Thu, May 7
Southwest Logo
6:40 am - 6:35 am
IND
-
MDW
0h 55mnonstop
Southwest Logo
10:00 am - 12:05 pm
MDW
-
IND
1h 05mnonstop
$157Southwest
Wed, May 6 - Tue, May 12
Southwest Logo
11:05 am - 4:55 pm
IND
-
MDW
6h 50m
1 stop
Southwest Logo
8:40 pm - 10:50 pm
MDW
-
IND
1h 10mnonstop
$167Southwest
Wed, May 6 - Tue, May 12
Delta Logo
6:13 am - 8:47 am
IND
-
MDW
3h 34m
1 stop
Delta Logo
1:24 pm - 6:53 pm
MDW
-
IND
4h 29m
1 stop
$177Delta
Tue, May 5 - Wed, May 6
Multiple Airlines Logo
12:14 pm - 10:02 pm
IND
-
MDW
10h 48m
1 stop
Multiple Airlines Logo
4:52 pm - 11:21 am
MDW
-
IND
17h 29m
2 stops
$186Multiple Airlines
Fri, May 8 - Mon, May 11
Delta Logo
4:11 pm - 9:09 pm
CVG
-
MDW
5h 58m
1 stop
Delta Logo
6:23 am - 12:53 pm
MDW
-
CVG
5h 30m
1 stop
$187Delta
Thu, May 7 - Sun, May 10
Multiple Airlines Logo
8:53 pm - 10:26 pm
SBN
-
MDW
26h 33m
2 stops
Multiple Airlines Logo
8:39 am - 8:15 pm
MDW
-
SBN
10h 36m
1 stop
$281Multiple Airlines
Thu, Apr 30 - Sun, May 3
Allegiant Air Logo
11:02 am - 8:18 am
DAY
-
MDW
22h 16m
1 stop
Allegiant Air Logo
2:48 pm - 3:37 pm
MDW
-
DAY
23h 49m
2 stops
$467Allegiant Air
Wed, Jul 1 - 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
May 6
IND12:14 pmIndianapolis
10h 48m
1 stop
MDW10:02 pmChicago Midway
May 12
MDW12:24 pmChicago Midway
21h 39m
1 stop
IND11:03 amIndianapolis
$145
Frontier
May 1
IND12:34 pmIndianapolis
10h 52m
1 stop
MDW10:26 pmChicago Midway
May 5
MDW12:24 pmChicago Midway
21h 39m
1 stop
IND11:03 amIndianapolis
$147
Frontier
May 1
IND12:34 pmIndianapolis
10h 52m
1 stop
MDW10:26 pmChicago Midway
May 7
MDW6:00 amChicago Midway
28h 23m
1 stop
IND11:23 amIndianapolis
$148

Delta flights from Indiana to Chicago Midway Airport

Our best Delta deals on Indiana to Chicago Midway Airport flight tickets
Delta
May 5
IND6:13 amIndianapolis
3h 34m
1 stop
MDW8:47 amChicago Midway
May 6
MDW1:24 pmChicago Midway
4h 29m
1 stop
IND6:53 pmIndianapolis
$177
Delta
May 7
CVG4:11 pmCincinnati Cinci./N. Kentucky
5h 58m
1 stop
MDW9:09 pmChicago Midway
May 10
MDW6:23 amChicago Midway
5h 30m
1 stop
CVG12:53 pmCincinnati Cinci./N. Kentucky
$187
Delta
May 13
CVG5:48 amCincinnati Cinci./N. Kentucky
5h 12m
1 stop
MDW10:00 amChicago Midway
May 14
MDW6:23 amChicago Midway
5h 30m
1 stop
CVG12:53 pmCincinnati Cinci./N. Kentucky
$192

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 April 18, 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

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 5/6

12:14 pm-10:02 pm

1 stop10h 48m

Chicago Midway

Tue 5/12

12:24 pm-11:03 am

1 stop21h 39m

$145

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Fri 5/1

12:34 pm-10:26 pm

1 stop10h 52m

Chicago Midway

Tue 5/5

12:24 pm-11:03 am

1 stop21h 39m

$147

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Fri 5/1

12:34 pm-10:26 pm

1 stop10h 52m

Chicago Midway

Thu 5/7

6:00 am-11:23 am

1 stop28h 23m

$148
Quickest round-trip

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 5/6

6:40 am-6:35 am

Nonstop0h 55m

Chicago Midway

Tue 5/12

10:00 am-12:05 pm

Nonstop1h 05m

$157

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 5/6

11:05 am-4:55 pm

1 stop6h 50m

Chicago Midway

Tue 5/12

8:40 pm-10:50 pm

Nonstop1h 10m

$167

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 5/5

6:13 am-8:47 am

1 stop3h 34m

Chicago Midway

Wed 5/6

1:24 pm-6:53 pm

1 stop4h 29m

$177

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Fri 5/8

12:14 pm-10:02 pm

1 stop10h 48m

Chicago Midway

Mon 5/11

4:52 pm-11:21 am

2 stops17h 29m

$186

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 5/7

4:11 pm-9:09 pm

1 stop5h 58m

Chicago Midway

Sun 5/10

6:23 am-12:53 pm

1 stop5h 30m

$187

South BendChicago

SBN - MDW

SBNMDW

South Bend/Michiana

Thu 4/30

8:53 pm-10:26 pm

2 stops26h 33m

Chicago Midway

Sun 5/3

8:39 am-8:15 pm

1 stop10h 36m

$281

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 7/1

11:02 am-8:18 am

1 stop22h 16m

Chicago Midway

Sun 7/12

2:48 pm-3:37 pm

2 stops23h 49m

$467

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 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 $356. 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, Saturday 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 $427.

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 $381 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 flights?

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

$209

Fastest flight time

0h 55m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Indiana in the past 72 hours is $209. The best round-trip flight deal from Indiana to Chicago Midway Airport found on momondo in the last 72 hours is $374.
The fastest flight from Indiana to Chicago Midway Airport takes 0h 55m
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
8.0
4,330 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
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Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Chesterton
Monticello
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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