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$659+ Cheap flights from Midway (MDW) to Chennai (MAA)

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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MAA
Aug 28 — Sep 41
Fri 8/28
Fri 9/4
1 adult, Economy
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Cheap flight deals from Midway to Chennai

Cheapest flights from Midway to Chennai
Explore the most affordable flight options available from Midway to Chennai. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2026.

This FlightHub deal was found by Cheapflights users on 7/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:25 am
MDW
-
MAA
2 stops30h 25m
Multiple Airlines
Sat 8/84:05 am
MAA
-
MDW
2 stops40h 05m
Multiple Airlines
Deal found 7/28$1,945
This Mytrip deal was found by Cheapflights users on 7/25. 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.
Thu 9/109:29 am
MDW
-
MAA
3 stops32h 56m
Multiple Airlines
Mon 9/281:55 am
MAA
-
MDW
3 stops27h 08m
Multiple Airlines
Deal found 7/25$2,067
This FlightHub deal was found by Cheapflights users on 7/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:20 am
MDW
-
MAA
2 stops29h 50m
Multiple Airlines
Sat 8/84:05 am
MAA
-
MDW
2 stops40h 05m
Multiple Airlines
Deal found 7/26$2,168
This FlightHub deal was found by Cheapflights users on 7/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3010:25 am
MDW
-
MAA
2 stops30h 25m
Multiple Airlines
Sun 8/24:20 am
MAA
-
MDW
2 stops39h 55m
Multiple Airlines
Deal found 7/25$2,295
This Mytrip deal was found by Cheapflights users on 7/24. 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.
Tue 9/811:45 am
MDW
-
MAA
3 stops28h 35m
Multiple Airlines
Tue 9/1510:05 pm
MAA
-
MDW
3 stops27h 00m
Multiple Airlines
Deal found 7/24$2,313
This Mytrip deal was found by Cheapflights users on 7/25. 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.
Wed 9/1611:45 am
MDW
-
MAA
3 stops28h 25m
Multiple Airlines
Sat 9/2610:05 pm
MAA
-
MDW
3 stops27h 00m
Multiple Airlines
Deal found 7/25$2,656
This Mytrip deal was found by Cheapflights users on 7/26. 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.
Fri 7/319:19 am
MDW
-
MAA
3 stops27h 46m
Multiple Airlines
Fri 8/78:10 pm
MAA
-
MDW
3 stops32h 53m
Multiple Airlines
Deal found 7/26$3,686
This Mytrip deal was found by Cheapflights users on 7/26. 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.
Mon 7/2710:25 am
MDW
-
MAA
3 stops30h 25m
Multiple Airlines
Sun 8/910:05 pm
MAA
-
MDW
3 stops27h 00m
Multiple Airlines
Deal found 7/26$4,091

Find flight deals from Midway to Chennai

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Chennai (MAA). 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 July 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$2,067
(Mytrip)

One-way from

$659
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$1,165
Provider with most accurate pricing for Chicago Midway-Chennai flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Chennai flights.
Search Deals
From Chicago Midway to Chennai
Search Deals
One-way flight from Chicago Midway to Chennai
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Chennai 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 July 29, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Chennai that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Thu 9/10

9:29 am-4:55 am

3 stops32h 56m

Chennai

Mon 9/28

1:55 am-6:33 pm

3 stops27h 08m

$2,067

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Tue 9/8

11:45 am-2:50 am

3 stops28h 35m

Chennai

Tue 9/15

10:05 pm-2:35 pm

3 stops27h 00m

$2,313
Quickest round-trip

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Wed 9/16

11:45 am-2:40 am

3 stops28h 25m

Chennai

Sat 9/26

10:05 pm-2:35 pm

3 stops27h 00m

$2,656
Cheapest one-way

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Wed 8/5

11:06 am-2:40 am

3 stops53h 04m

$689

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Wed 9/23

6:25 am-8:55 am

3 stops40h 00m

$692
Quickest one-way

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Wed 9/2

11:50 am-11:45 am

3 stops37h 25m

$701

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Sun 9/20

6:25 am-8:40 am

3 stops39h 45m

$726

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Fri 9/4

11:50 am-11:45 am

3 stops37h 25m

$728

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Sun 8/2

6:05 am-6:05 am

3 stops37h 30m

$731

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Sat 8/1

6:05 am-8:10 am

3 stops39h 35m

$734

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Chennai flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Chennai flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Chennai flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Chennai 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 Chicago Midway Airport-Chennai 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 Midway to Chennai

Have a flexible travel schedule? Discover the best time to fly to Chennai from Midway 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.

Related info for your journey

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

  • What airport do you fly into for flights to Chennai from Chicago Midway?

    Chennai (MAA), located 10.2 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Chennai. 0 airlines have flights to Chennai from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Chennai should not be difficult; the airport handles an average of 0 inbound flights from Chicago Midway per day.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Chennai?

Book flights to Chennai if you plan to visit one of these locations
Mahabalipuram

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