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George Town

$181+ Cheap flights from Midway (MDW) to George Town (GCM)

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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GCM
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheap flight deals from Midway to George Town

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to George Town (GCM). 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 20, 2025.

Round-trip from

$480
(Southwest)

One-way from

$181
(Southwest)

Popular in

March

Cheapest in

October

Average price

$739
From Chicago Midway to George Town Owen Roberts Intl
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One-way flight from Chicago Midway to George Town Owen Roberts Intl
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Highest demand for flights based on searches. 7% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Midway to George Town

Cheapest flights from Midway to George Town
Explore the most affordable flight options available from Midway to George Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This Southwest deal was found by Cheapflights users on 8/20. 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.
Wed 11/58:20 pmMDW - GCM
2 stops15h 15mSouthwest
Wed 11/121:30 pmGCM - MDW
1 stop8h 10mSouthwest
Deal found 8/20$480
This Southwest deal was found by Cheapflights users on 8/20. 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 12/149:05 pmMDW - GCM
2 stops14h 30mSouthwest
Fri 12/191:30 pmGCM - MDW
1 stop6h 45mSouthwest
Deal found 8/20$497
This Southwest deal was found by Cheapflights users on 8/20. 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 11/79:40 pmMDW - GCM
2 stops14h 20mSouthwest
Tue 11/111:30 pmGCM - MDW
2 stops16h 35mSouthwest
Deal found 8/20$523
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/196:21 amMDW - GCM
1 stop9h 39mMultiple Airlines
Sun 9/217:00 amGCM - MDW
2 stops24h 11mMultiple Airlines
Deal found 8/17$549
This Southwest deal was found by Cheapflights users on 8/20. 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.
Wed 11/128:20 pmMDW - GCM
2 stops15h 15mSouthwest
Sun 11/161:30 pmGCM - MDW
1 stop7h 55mSouthwest
Deal found 8/20$553
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Sat 10/1112:30 pmMDW - GCM
2 stops47h 05mMultiple Airlines
Sat 10/186:10 pmGCM - MDW
1 stop29h 15mMultiple Airlines
Deal found 8/20$566
This Delta deal was found by Cheapflights users on 8/19. 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 12/146:00 amMDW - GCM
1 stop5h 37mDelta
Fri 12/192:02 pmGCM - MDW
1 stop8h 42mDelta
Deal found 8/19$570
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 10/309:43 pmMDW - GCM
2 stops13h 57mMultiple Airlines
Sun 11/212:40 pmGCM - MDW
1 stop12h 50mMultiple Airlines
Deal found 8/18$607
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 10/36:21 amMDW - GCM
1 stop9h 39mMultiple Airlines
Fri 10/1011:25 amGCM - MDW
2 stops12h 00mMultiple Airlines
Deal found 8/19$666

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to George Town 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 20, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to George Town that are best for you.

Fly from

Midway

Fly to

George Town

Route

Depart

Return

Price

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Wed 11/5

5:15 pm-12:35 pm

2 stops18h 20m

George Town Owen Roberts Intl

Wed 11/12

1:30 pm-5:05 am

2 stops16h 35m

$480

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 12/14

9:05 pm-12:35 pm

2 stops14h 30m

George Town Owen Roberts Intl

Fri 12/19

1:30 pm-10:50 pm

2 stops10h 20m

$497

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 2/7

7:40 pm-12:55 pm

2 stops16h 15m

George Town Owen Roberts Intl

Thu 2/12

1:50 pm-12:05 am

2 stops11h 15m

$523

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Fri 11/7

6:35 pm-1:00 pm

2 stops17h 25m

George Town Owen Roberts Intl

Tue 11/11

1:30 pm-8:40 pm

1 stop8h 10m

$523

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Wed 1/28

7:55 pm-12:55 pm

2 stops16h 00m

$181

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 9/15

6:21 am-5:20 pm

1 stop10h 59m

$196

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 12/15

3:20 pm-11:40 am

2 stops19h 20m

$279

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Tue 11/4

10:40 am-1:44 pm

2 stops50h 04m

$1,268

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Best time to book a flight from Midway to George Town

Have a flexible travel schedule? Discover the best time to fly to George Town 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 George Town. 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 George Town from Chicago Midway?

    For a flight from Chicago Midway to George Town, you will be flying into Owen Roberts Intl. George Town Owen Roberts Intl (GCM) is just 1.2 mi from the center of the city. Owen Roberts Intl is the only George Town airport and it handles 0 inbound flights from Chicago Midway per day. 0 airlines have flights to George Town Owen Roberts Intl from Chicago Midway on a regular basis.

  • How long is the flight from Chicago Midway Airport to George Town?

    There are many flights that can get you from Chicago Midway Airport to George Town in 18h 20m. Fly via Southwest to get the fastest option. The distance from Chicago Midway Airport to George Town is about 1598 mi.

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

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

  • How can I find direct flights from Midway to George Town?

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

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

    Yes. Cheapflights offers flight deals from Midway to George Town 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 Chicago Midway Airport to George Town?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to George Town (average of $467). Flying from Chicago Midway Airport to George Town in March is currently the most expensive (average of $594). 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.

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