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George Town

$129+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GCM
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Find cheap flights from Midway to George Town with Cheapflights

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Cheap 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 January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/21. 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 3/56:15 am
MDW
-
GCM
1 stop14h 00m
Multiple Airlines
Thu 3/127:00 am
GCM
-
MDW
1 stop6h 41m
Multiple Airlines
Deal found 1/21$421
This Southwest deal was found by Cheapflights users on 1/20. 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.
Mon 2/235:15 pm
MDW
-
GCM
2 stops18h 40m
Southwest
Thu 3/51:40 pm
GCM
-
MDW
1 stop7h 35m
Southwest
Deal found 1/20$480
This Southwest deal was found by Cheapflights users on 1/21. 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 3/45:00 am
MDW
-
GCM
1 stop6h 55m
Southwest
Sun 3/812:55 pm
GCM
-
MDW
1 stop9h 05m
Southwest
Deal found 1/21$498
This Delta deal was found by Cheapflights users on 1/20. 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.
Sat 2/76:25 am
MDW
-
GCM
1 stop6h 35m
Delta
Thu 2/121:54 pm
GCM
-
MDW
1 stop9h 37m
Delta
Deal found 1/20$503
This Southwest deal was found by Cheapflights users on 1/20. 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 2/15:30 am
MDW
-
GCM
1 stop6h 25m
Southwest
Thu 2/51:50 pm
GCM
-
MDW
1 stop9h 35m
Southwest
Deal found 1/20$513
This Southwest deal was found by Cheapflights users on 1/20. 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.
Sat 2/77:40 pm
MDW
-
GCM
2 stops16h 15m
Southwest
Thu 2/121:50 pm
GCM
-
MDW
1 stop8h 10m
Southwest
Deal found 1/20$516
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
Sat 3/146:00 am
MDW
-
GCM
2 stops8h 50m
Multiple Airlines
Sun 3/227:00 am
GCM
-
MDW
1 stop6h 41m
Multiple Airlines
Deal found 1/19$532
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
Sun 2/226:15 am
MDW
-
GCM
1 stop14h 00m
Multiple Airlines
Thu 2/267:00 am
GCM
-
MDW
1 stop7h 56m
Multiple Airlines
Deal found 1/19$538

Find 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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$421
(Kiwi.com)

One-way from

$129
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$560
Provider with most accurate pricing for Chicago Midway-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-George Town Owen Roberts Intl flights.
Search Deals
From Chicago Midway to George Town Owen Roberts Intl
Search Deals
One-way flight from Chicago Midway to George Town Owen Roberts Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 21, 2026.
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

Thu 3/5

6:15 am-9:15 pm

1 stop14h 00m

George Town Owen Roberts Intl

Thu 3/12

7:00 am-1:41 pm

1 stop6h 41m

$421

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 2/23

5:30 am-12:55 pm

1 stop6h 25m

George Town Owen Roberts Intl

Thu 3/5

1:40 pm-7:05 pm

1 stop6h 25m

$501

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-9:00 pm

1 stop8h 10m

$516

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 2/1

5:15 pm-12:55 pm

2 stops18h 40m

George Town Owen Roberts Intl

Thu 2/5

1:50 pm-10:25 pm

1 stop9h 35m

$518

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Fri 1/30

7:50 pm-12:30 pm

2 stops15h 40m

George Town Owen Roberts Intl

Tue 2/3

1:50 pm-9:00 pm

1 stop8h 10m

$548

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 1/31

7:50 pm-12:55 pm

2 stops16h 05m

George Town Owen Roberts Intl

Tue 2/3

1:50 pm-9:00 pm

1 stop8h 10m

$548

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 1/31

4:05 pm-12:55 pm

2 stops19h 50m

George Town Owen Roberts Intl

Wed 2/4

1:50 pm-9:00 pm

1 stop8h 10m

$548

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 2/22

6:00 am-12:29 pm

1 stop5h 29m

George Town Owen Roberts Intl

Wed 3/4

1:54 pm-10:31 pm

1 stop9h 37m

$552

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 2/22

6:00 am-12:29 pm

1 stop5h 29m

George Town Owen Roberts Intl

Fri 3/6

1:54 pm-10:31 pm

1 stop9h 37m

$552

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 2/14

9:15 am-1:43 pm

2 stops27h 28m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 13 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 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-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 Expedia the most. Expedia 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 6h 25m. 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.

See more FAQs

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