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George Town

$155+ 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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GCM
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
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 October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$352
(Delta)

One-way from

$155
(Southwest)

Popular in

December

Cheapest in

October

Average price

$539
Provider with most accurate pricing for Chicago Midway-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-George Town Owen Roberts Intl flights.
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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. 10% potential increase in price ($77 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 October 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 October 22, 2025.

This Delta deal was found by Cheapflights users on 10/19. 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.
Tue 12/236:00 amMDW - GCM
1 stop5h 36mDelta
Sun 12/281:52 pmGCM - MDW
1 stop9h 30mDelta
Deal found 10/19$352
This Delta deal was found by Cheapflights users on 10/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:00 amMDW - GCM
1 stop5h 44mDelta
Thu 11/62:00 pmGCM - MDW
1 stop9h 14mDelta
Deal found 10/20$354
This Delta deal was found by Cheapflights users on 10/19. 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.
Mon 12/229:29 amMDW - GCM
2 stops26h 07mDelta
Wed 12/311:52 pmGCM - MDW
1 stop9h 30mDelta
Deal found 10/19$357
This Delta deal was found by Cheapflights users on 10/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:00 amMDW - GCM
1 stop5h 44mDelta
Sun 11/91:50 pmGCM - MDW
1 stop10h 50mDelta
Deal found 10/20$384
This Delta deal was found by Cheapflights users on 10/19. 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.
Wed 12/246:00 amMDW - GCM
1 stop5h 36mDelta
Mon 12/291:52 pmGCM - MDW
1 stop9h 30mDelta
Deal found 10/19$385
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 12/62:59 pmMDW - GCM
1 stop19h 36mMultiple Airlines
Sat 12/135:56 pmGCM - MDW
2 stops20h 05mMultiple Airlines
Deal found 10/20$418
This Delta deal was found by Cheapflights users on 10/19. 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.
Mon 12/229:29 amMDW - GCM
2 stops26h 07mDelta
Mon 12/293:42 pmGCM - MDW
2 stops18h 07mDelta
Deal found 10/19$448
This Delta deal was found by Cheapflights users on 10/19. 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.
Tue 12/236:00 amMDW - GCM
1 stop7h 27mDelta
Thu 1/13:42 pmGCM - MDW
1 stop7h 40mDelta
Deal found 10/19$461
This Delta deal was found by Cheapflights users on 10/19. 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.
Mon 12/229:29 amMDW - GCM
2 stops26h 07mDelta
Thu 1/13:42 pmGCM - MDW
1 stop7h 40mDelta
Deal found 10/19$466

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 October 22, 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

Tue 12/23

6:00 am-2:27 pm

1 stop7h 27m

George Town Owen Roberts Intl

Wed 12/31

1:52 pm-10:22 pm

1 stop9h 30m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Tue 12/23

6:00 am-12:36 pm

1 stop5h 36m

George Town Owen Roberts Intl

Sun 12/28

1:52 pm-10:22 pm

1 stop9h 30m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 12/25

6:00 am-2:27 pm

1 stop7h 27m

George Town Owen Roberts Intl

Mon 12/29

3:42 pm-10:22 pm

1 stop7h 40m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Wed 12/24

6:00 am-12:36 pm

1 stop5h 36m

George Town Owen Roberts Intl

Wed 12/31

1:52 pm-10:22 pm

1 stop9h 30m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 12/25

6:00 am-2:27 pm

1 stop7h 27m

George Town Owen Roberts Intl

Wed 12/31

1:52 pm-10:22 pm

1 stop9h 30m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 1/17

6:00 am-1:47 pm

1 stop6h 47m

George Town Owen Roberts Intl

Sat 1/24

2:00 pm-9:46 pm

1 stop8h 46m

$356

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 12/22

9:29 am-12:36 pm

2 stops26h 07m

George Town Owen Roberts Intl

Mon 12/29

3:42 pm-10:22 pm

1 stop7h 40m

$357

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Tue 12/23

9:29 am-12:36 pm

2 stops26h 07m

George Town Owen Roberts Intl

Mon 12/29

3:42 pm-10:22 pm

1 stop7h 40m

$357

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 12/22

9:29 am-12:36 pm

2 stops26h 07m

George Town Owen Roberts Intl

Sun 12/28

1:52 pm-10:22 pm

1 stop9h 30m

$357

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 11/2

5:50 am-12:35 pm

1 stop5h 45m

$155

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 12 results
1
2

Compare providers for flights from Midway to George Town

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 George Town in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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-George Town 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-George Town flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-George Town flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-George Town 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-George Town 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 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 7h 27m. Fly via Delta 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.

See more FAQs

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