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$505+ 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MAA
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$2,679
(Mytrip)

One-way from

$505
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$906
Provider with most accurate pricing for Chicago Midway-Chennai flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Chennai flights.
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From Chicago Midway to Chennai
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One-way flight from Chicago Midway to Chennai
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Highest demand for flights based on searches. 13% potential increase in price ($159 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($44 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 28, 2025.

This Mytrip deal was found by Cheapflights users on 10/26. 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.
Thu 11/2011:00 amMDW - MAA
3 stops25h 35mMultiple Airlines
Thu 11/279:45 pmMAA - MDW
3 stops29h 05mMultiple Airlines
Deal found 10/26$2,679
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/209:41 amMDW - MAA
3 stops35h 04mMultiple Airlines
Wed 12/314:25 pmMAA - MDW
3 stops34h 25mMultiple Airlines
Deal found 10/28$2,937
This Mytrip deal was found by Cheapflights users on 10/26. 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.
Sat 12/2011:00 amMDW - MAA
3 stops25h 35mMultiple Airlines
Sun 1/49:45 pmMAA - MDW
3 stops29h 05mMultiple Airlines
Deal found 10/26$4,940

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 October 28, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Chennai that are best for you.

Fly from

Midway

Fly to

Chennai

Route

Depart

Return

Price

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Thu 11/20

11:00 am-12:05 am

3 stops25h 35m

Chennai

Thu 11/27

9:45 pm-3:20 pm

3 stops29h 05m

$2,679

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Thu 11/20

9:41 am-8:15 am

3 stops35h 04m

Chennai

Wed 12/31

4:25 pm-3:20 pm

3 stops34h 25m

$2,937

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Sat 12/20

11:00 am-12:05 am

3 stops25h 35m

Chennai

Sun 1/4

9:45 pm-3:20 pm

3 stops29h 05m

$4,940

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Tue 11/11

1:56 pm-9:55 am

3 stops32h 29m

$505

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Fri 11/28

6:05 am-7:20 am

3 stops37h 45m

$517

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Tue 11/25

6:05 am-7:20 am

3 stops37h 45m

$521

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Thu 11/20

6:20 am-9:50 am

3 stops40h 00m

$539

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Wed 4/8

6:00 am-11:50 am

3 stops43h 20m

$543

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Mon 2/9

8:56 pm-7:55 pm

3 stops35h 29m

$568

ChicagoChennai

MDW - MAA

MDWMAA

Chicago Midway

Sat 11/15

1:37 pm-10:20 am

3 stops33h 13m

$606

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 11 results
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Compare providers for flights from Midway to Chennai

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 Midway to Chennai in October.
ProviderPrice AccuracyTrust Score*
AranGrantPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Chennai flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Chennai flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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?

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Mahabalipuram
Vellore

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