$66+ Cheap flights from Indianapolis (IND) 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
IND — MDW
Sep 12 — Sep 191
Round-trip
1 adult, Economy
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Find cheap flights from Indianapolis to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Indianapolis to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Indianapolis to MidwayExplore the most affordable flight options available from Indianapolis to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2026.
Explore the most affordable flight options available from Indianapolis to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2026.
This Southwest deal was found by Cheapflights users on 8/10. 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.
Fri 9/115:00 pm -
Nonstop1h 05m
Fri 9/118:35 pm -
Nonstop1h 05m
Deal found 8/10![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 8/9. 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.
Sat 9/52:15 pm -
Nonstop1h 05m
Sun 9/611:15 am -
Nonstop1h 00m
Deal found 8/9![Southwest logo]()
$145
This Southwest deal was found by Cheapflights users on 8/11. 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.
Fri 9/115:00 pm -
Nonstop1h 05m
Mon 9/148:35 pm -
Nonstop1h 05m
Deal found 8/11![Southwest logo]()
$170
This Delta deal was found by Cheapflights users on 8/9. 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.
Sat 9/512:12 pm -
1 stop5h 47m
Sun 9/69:24 am -
1 stop3h 20m
Deal found 8/9![Delta logo]()
$177
Best flights from Indianapolis to MidwayDiscover carefully curated flight deals from Indianapolis to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 13, 2026.
Discover carefully curated flight deals from Indianapolis to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 13, 2026.
This Southwest deal was found by Cheapflights users on 8/9. 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.
Fri 9/115:00 pm -
Nonstop1h 05m
Fri 9/118:35 pm -
Nonstop1h 05m
Deal found 8/9![Southwest logo]()
$157
This Southwest deal was found by Cheapflights users on 8/10. 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.
Sat 9/122:15 pm -
Nonstop1h 05m
Wed 9/161:55 pm -
1 stop5h 45m
Deal found 8/10![Southwest logo]()
$214
This Southwest deal was found by Cheapflights users on 8/10. 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.
Mon 9/281:15 pm -
2 stops5h 35m
Wed 9/302:00 pm -
2 stops6h 05m
Deal found 8/10![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 8/11. 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.
Fri 10/26:45 am -
Nonstop1h 00m
Mon 10/510:15 pm -
Nonstop0h 55m
Deal found 8/11![Southwest logo]()
$238
This Southwest deal was found by Cheapflights users on 8/9. 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.
Sat 9/512:55 pm -
1 stop4h 05m
Sat 9/1210:10 am -
Nonstop1h 00m
Deal found 8/9![Southwest logo]()
$248
This Southwest deal was found by Cheapflights users on 8/10. 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.
Thu 9/35:25 am -
2 stops7h 55m
Mon 9/148:35 pm -
Nonstop1h 05m
Deal found 8/10![Southwest logo]()
$283
Last-minute flights from Indianapolis to MidwayDiscover last-minute flight deals from Indianapolis to Midway. Data last updated August 13, 2026 and is based on user searches.
Discover last-minute flight deals from Indianapolis to Midway. Data last updated August 13, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/9. 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.
Sat 9/52:15 pm -
Nonstop1h 05m
Sun 9/611:15 am -
Nonstop1h 00m
Deal found 8/9![Southwest logo]()
$145
This Delta deal was found by Cheapflights users on 8/9. 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.
Sat 9/512:12 pm -
1 stop5h 47m
Sun 9/69:24 am -
1 stop3h 20m
Deal found 8/9![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 8/10. 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.
Fri 9/115:00 pm -
Nonstop1h 05m
Fri 9/118:35 pm -
Nonstop1h 05m
Deal found 8/10![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 8/11. 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.
Fri 9/115:00 pm -
Nonstop1h 05m
Mon 9/148:35 pm -
Nonstop1h 05m
Deal found 8/11![Southwest logo]()
$170
One-way flights from Indianapolis to MidwaySearch for one-way flight options from Indianapolis to Midway. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
Search for one-way flight options from Indianapolis to Midway. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
This Southwest deal was found by Cheapflights users on 8/12. 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.
Sat 9/52:15 pm -
Nonstop1h 05m
Deal found 8/12![Southwest logo]()
$66
This Trip.com deal was found by Cheapflights users on 8/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:11 pm -
1 stop17h 44m
Deal found 8/13![Frontier logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:59 pm -
1 stop15h 59m
Deal found 8/12![Frontier logo]()
$78
This Southwest deal was found by Cheapflights users on 8/11. 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.
Sun 9/67:50 am -
Nonstop1h 00m
Deal found 8/11![Southwest logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1212:39 pm -
1 stop36h 04m
Deal found 8/13![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:48 pm -
1 stop22h 58m
Deal found 8/13![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:39 pm -
1 stop10h 14m
Deal found 8/12![Frontier logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:48 pm -
1 stop23h 03m
Deal found 8/13![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:39 pm -
1 stop10h 19m
Deal found 8/11![Frontier logo]()
$88
This Delta deal was found by Cheapflights users on 8/11. 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.
Sun 9/66:20 am -
1 stop3h 57m
Deal found 8/11![Delta logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/912:39 pm -
1 stop23h 19m
Deal found 8/12![Frontier logo]()
$92
Find flight deals from Indianapolis to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Indianapolis (IND) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $132 (Southwest) |
One-way from | $66 (Southwest) |
Popular in | February |
Cheapest in | September |
Average price | $452 |
Good round-trip deal | $351 or less |
Good one-way deal | $172 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Indianapolis 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 August 13, 2026.
Use the filters below to find and compare flights from Indianapolis to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Fri 9/11
5:00 pm-5:05 pm
Nonstop1h 05m
Chicago Midway
Fri 9/11
8:35 pm-10:40 pm
Nonstop1h 05m
$157
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Sat 9/12
2:15 pm-2:20 pm
Nonstop1h 05m
Chicago Midway
Wed 9/16
1:55 pm-8:40 pm
1 stop5h 45m
$214
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Mon 9/28
1:15 pm-5:50 pm
2 stops5h 35m
Chicago Midway
Wed 9/30
2:00 pm-9:05 pm
2 stops6h 05m
$236
Quickest round-trip
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Fri 10/2
6:45 am-6:45 am
Nonstop1h 00m
Chicago Midway
Mon 10/5
10:15 pm-12:10 am
Nonstop0h 55m
$238
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Sat 9/5
12:55 pm-4:00 pm
1 stop4h 05m
Chicago Midway
Sat 9/12
10:10 am-12:10 pm
Nonstop1h 00m
$248
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Thu 9/3
5:25 am-12:20 pm
2 stops7h 55m
Chicago Midway
Mon 9/14
8:35 pm-10:40 pm
Nonstop1h 05m
$283
Cheapest one-way
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Tue 9/29
5:00 pm-5:05 pm
Nonstop1h 05m
$102
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Tue 9/1
5:00 pm-5:05 pm
Nonstop1h 05m
$102
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Mon 9/14
5:00 pm-5:05 pm
Nonstop1h 05m
$104
Quickest one-way
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Mon 10/12
5:55 pm-5:55 pm
Nonstop1h 00m
$104
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Indianapolis to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Indianapolis to Midway in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Indianapolis-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Indianapolis-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Indianapolis-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Indianapolis-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Indianapolis-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Indianapolis to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Indianapolis with our price prediction graph.
IND-MDW
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 Indianapolis to Chicago Midway Airport
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 August 13, 2026.
Get a feel of what it's like to fly with Southwest from Indianapolis to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Indianapolis to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Indianapolis to Midway by cabin class
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Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 13, 2026.
Indianapolis and Midway flights
Browse other Indianapolis and Midway flight options. Last updated on August 13, 2026.
Other flights from Indianapolis
Browse through other flights departing from Indianapolis. Flights are based on user searches made on Cheapflights and were last updated on August 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Indianapolis to Midway
Discover the top airline that operate flights from Indianapolis to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$192 | Average$337 | FlexibilityNo cancel fee | On-time63% |