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Midway

$90+ Cheap flights from Indiana to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
IND — MDW
may. 6 — may. 131
mar. 5/6
mar. 5/13
1 adult, Economy
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Cheap flight deals from Indiana to Midway

Keep the following information in mind while searching for Indiana to Midway flight deals. Data was last updated mayo 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$180
(Frontier)

One-way from

$90
(Southwest)

Popular in

March

Cheapest in

December

Average price

$296

Good round-trip deal

$321 or less

Good one-way deal

$173 or less
Provider with most accurate pricing for Indianapolis-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Indianapolis-Chicago (CHI) flights.
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From Indiana to Chicago Midway
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One-way flight from Indiana to Chicago Midway
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Highest demand for flights based on searches. 10% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Indiana to Chicago Midway.
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Price to beat on a one-way flight from Indiana to Chicago Midway.
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Find flight deals from Indiana to Midway

Cheapest flights from Indiana to Midway
Explore the most affordable flight options available from Indiana to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on mayo 1, 2025.

This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/165:45 amCVG - MDW
1 stop7h 39mFrontier
dom. 5/184:00 pmMDW - CVG
1 stop7h 40mFrontier
Deal found 4/30$180
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/226:00 amIND - MDW
1 stop3h 40mDelta
dom. 5/259:16 amMDW - IND
1 stop4h 56mDelta
Deal found 4/30$199
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/182:15 pmFWA - MDW
1 stop5h 13mDelta
lun. 9/159:30 amMDW - FWA
1 stop2h 59mDelta
Deal found 4/30$199
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/245:55 pmSDF - MDW
1 stop4h 18mDelta
dom. 5/254:15 pmMDW - SDF
1 stop6h 50mDelta
Deal found 4/30$199
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/246:00 pmSDF - MDW
Nonstop1h 15mSouthwest
lun. 5/269:10 amMDW - SDF
Nonstop1h 10mSouthwest
Deal found 4/30$202
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/287:25 amCVG - MDW
Nonstop1h 10mSouthwest
jue. 5/298:05 amMDW - CVG
2 stops7h 00mSouthwest
Deal found 4/30$217
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/306:10 pmIND - MDW
1 stop7h 20mSouthwest
vie. 8/14:55 pmMDW - IND
1 stop5h 20mSouthwest
Deal found 4/30$226
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/2112:11 pmCVG - MDW
1 stop4h 09mDelta
dom. 5/259:16 amMDW - CVG
1 stop3h 07mDelta
Deal found 4/30$231
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/66:00 amCVG - MDW
2 stops9h 03mAllegiant Air
lun. 6/98:36 pmMDW - CVG
2 stops17h 18mAllegiant Air
Deal found 4/30$313
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/285:30 amAZO - MDW
1 stop4h 10mDelta
mié. 6/46:25 pmMDW - AZO
1 stop4h 21mDelta
Deal found 4/30$338
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/229:20 amIND - MDW
3 stops29h 44mMultiple Airlines
dom. 5/2511:03 amMDW - IND
1 stop7h 16mMultiple Airlines
Deal found 4/30$349
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/265:40 amDAY - MDW
1 stop17h 05mDelta
vie. 6/276:47 pmMDW - DAY
1 stop14h 44mDelta
Deal found 4/30$455

Cheapflights Fare Finder

Customize your flight search to find flights from Indiana to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated mayo 1, 2025.
Use the filters below to find and compare flights from Indiana to Chicago Midway Airport that are best for you.

Fly from

Indiana

Fly to

Midway

Route

Depart

Return

Price

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

vie. 5/16

5:45 am-12:24 pm

1 stop7h 39m

Chicago Midway

dom. 5/18

4:00 pm-12:40 am

1 stop7h 40m

$180

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

jue. 5/22

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

dom. 5/25

9:16 am-3:12 pm

1 stop4h 56m

$199

Fort WayneChicago

FWA - MDW

FWAMDW

Fort Wayne

lun. 8/18

2:15 pm-6:28 pm

1 stop5h 13m

Chicago Midway

lun. 9/15

9:30 am-1:29 pm

1 stop2h 59m

$199

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

sáb. 5/24

5:55 pm-9:13 pm

1 stop4h 18m

Chicago Midway

dom. 5/25

4:15 pm-12:05 am

1 stop6h 50m

$199

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

sáb. 5/24

6:00 pm-6:15 pm

Nonstop1h 15m

Chicago Midway

lun. 5/26

9:10 am-11:20 am

Nonstop1h 10m

$202

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

mar. 7/8

2:35 pm-9:40 pm

2 stops8h 05m

Chicago Midway

mié. 7/9

10:55 am-6:25 pm

1 stop6h 30m

$216

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

mié. 5/28

7:25 am-7:35 am

Nonstop1h 10m

Chicago Midway

jue. 5/29

8:05 am-4:05 pm

2 stops7h 00m

$217

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

mié. 5/21

12:11 pm-3:20 pm

1 stop4h 09m

Chicago Midway

dom. 5/25

9:16 am-1:23 pm

1 stop3h 07m

$231

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

vie. 6/6

6:00 am-2:03 pm

2 stops9h 03m

Chicago Midway

lun. 6/9

8:36 pm-2:54 pm

2 stops17h 18m

$313

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

mié. 5/28

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

mié. 6/4

6:25 pm-11:46 pm

1 stop4h 21m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 31 results
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Best time to book a flight from Indiana to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Indiana with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Indiana to Chicago Midway Airport

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated mayo 1, 2025.
Read reviews from past customers who have flown Southwest, Delta and Allegiant Air from Indiana to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,287 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Indiana to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Indiana to Chicago Midway Airport one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $90. Users have also found prices from $90 and $100 on Frontier and Delta, respectively.

  • What are the most popular routes from Indiana to Chicago Midway Airport?

    While some choose either Indianapolis - Chicago Midway or Louisville Intl - Chicago Midway, Cincinnati Cinci./N. Kentucky - Chicago Midway is the most popular route from Indiana to Chicago Midway Airport.

  • What are the cheapest flights from Indiana to Chicago Midway Airport?

    The cheapest flight price from Indiana to Chicago Midway Airport is $173. On average you can expect to pay $265. The most popular route, (Cincinnati Cinci./N. Kentucky - Chicago Midway), can usually be booked for $202.

  • Can I find deals for flights from Indiana to Midway that include hotel bookings?

    Yes. In addition to deals on Indiana to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Indiana to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Indiana to Midway.

  • Can I find deals for business class flights from Indiana to Midway?

    Yes. Cheapflights offers flight deals from Indiana to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Indiana to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Indiana to Chicago Midway Airport (average of $160). Flying from Indiana to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Indiana?

Book flights to Indiana if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Indiana to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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