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George Town

$281+ 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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GCM
Jun 18 — Jun 251
Wed 6/18
Wed 6/25
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 June 13, 2025.

Round-trip from

$489
(Southwest)

One-way from

$281
(Southwest)

Popular in

March

Cheapest in

September

Average price

$655
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. 11% potential increase in price ($83 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 13, 2025.

This Southwest deal was found by Cheapflights users on 6/11. 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 11/17:20 pmMDW - GCM
2 stops17h 15mSouthwest
Thu 11/61:30 pmGCM - MDW
1 stop10h 20mSouthwest
Deal found 6/11$489
This Delta deal was found by Cheapflights users on 6/10. 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 10/196:00 amMDW - GCM
1 stop5h 42mDelta
Thu 10/301:02 pmGCM - MDW
1 stop8h 42mDelta
Deal found 6/10$520
This Mytrip deal was found by Cheapflights users on 6/11. 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 8/41:46 pmMDW - GCM
3 stops22h 59mMultiple Airlines
Thu 8/712:50 pmGCM - MDW
1 stop19h 55mMultiple Airlines
Deal found 6/11$1,060

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 June 13, 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

Sat 11/1

7:20 pm-12:35 pm

2 stops17h 15m

George Town Owen Roberts Intl

Thu 11/6

1:30 pm-10:50 pm

1 stop10h 20m

$489

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 10/19

6:00 am-11:42 am

1 stop5h 42m

George Town Owen Roberts Intl

Thu 10/30

1:02 pm-9:44 pm

1 stop8h 42m

$520

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 8/4

1:46 pm-12:45 pm

3 stops22h 59m

George Town Owen Roberts Intl

Thu 8/7

12:50 pm-8:45 am

1 stop19h 55m

$1,060

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 7/5

5:25 am-12:10 pm

1 stop6h 45m

$281

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 7/28

6:00 am-11:22 am

1 stop5h 22m

$293

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 11/22

12:55 pm-1:49 pm

1 stop23h 54m

$299

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 11/22

2:00 pm-1:49 pm

3 stops22h 49m

$506

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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.

Reviews of airlines servicing George Town

Get insights into the airlines that provide service to George Town. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to George Town. Reviews last updated June 13, 2025.
Read through reviews of airlines operating flights from Chicago to George Town, such as Southwest, Delta and WestJet. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,956 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
WestJet
7.2
Good
2,869 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What are the cheapest airlines to fly from Chicago Midway Airport to George Town one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $281. Delta flights start at $293 while deals on WestJet start at $506 one-way.

  • 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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