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Cheap flights from Chicago Midway Airport to George Town from $428

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to George Town departing on 1/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to George Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:01 pm - 11:35 am
MDW
-
GCM
19h 34m1 stop
Multiple Airlines Logo
7:00 am - 2:06 pm
GCM
-
MDW
8h 06m1 stop
$428Multiple Airlines
Wed, Jan 7 - Fri, Jan 9
Delta Logo
6:00 am - 12:40 pm
MDW
-
GCM
5h 40m1 stop
Delta Logo
2:05 pm - 10:22 pm
GCM
-
MDW
9h 17m1 stop
$452Delta
Sun, Feb 1 - Thu, Feb 5
Multiple Airlines Logo
3:01 pm - 11:35 am
MDW
-
GCM
19h 34m1 stop
Multiple Airlines Logo
7:00 am - 2:06 pm
GCM
-
MDW
8h 06m1 stop
$457Multiple Airlines
Wed, Jan 7 - Mon, Jan 12
Multiple Airlines Logo
3:00 pm - 9:15 pm
MDW
-
GCM
29h 15m2 stops
Multiple Airlines Logo
7:00 am - 1:56 pm
GCM
-
MDW
7h 56m1 stop
$472Multiple Airlines
Thu, Feb 12 - Sun, Feb 15
Southwest Logo
5:30 am - 12:55 pm
MDW
-
GCM
6h 25m1 stop
Southwest Logo
1:50 pm - 10:25 pm
GCM
-
MDW
9h 35m1 stop
$482Southwest
Sun, Jan 25 - Sun, Feb 1
Multiple Airlines Logo
6:15 am - 9:15 pm
MDW
-
GCM
14h 00m1 stop
Multiple Airlines Logo
7:00 am - 1:56 pm
GCM
-
MDW
7h 56m1 stop
$489Multiple Airlines
Thu, Feb 12 - Sun, Feb 15
Southwest Logo
5:00 am - 12:55 pm
MDW
-
GCM
6h 55m1 stop
Southwest Logo
1:50 pm - 10:25 pm
GCM
-
MDW
9h 35m1 stop
$499Southwest
Mon, Feb 2 - Mon, Mar 2
Multiple Airlines Logo
6:00 am - 9:15 pm
MDW
-
GCM
15h 15m1 stop
Multiple Airlines Logo
7:00 am - 1:41 pm
GCM
-
MDW
6h 41m1 stop
$502Multiple Airlines
Thu, Mar 12 - Mon, Mar 16
Multiple Airlines Logo
6:00 am - 11:35 am
MDW
-
GCM
29h 35m2 stops
Multiple Airlines Logo
7:00 am - 1:41 pm
GCM
-
MDW
6h 41m1 stop
$503Multiple Airlines
Sat, Mar 14 - Fri, Mar 20
Southwest Logo
7:50 pm - 12:55 pm
MDW
-
GCM
16h 05m2 stops
Southwest Logo
1:50 pm - 5:05 am
GCM
-
MDW
16h 15m2 stops
$504Southwest
Mon, Feb 2 - Mon, Mar 2

Southwest flights from Chicago Midway Airport to George Town

Our best Southwest deals on Chicago Midway Airport to George Town flight tickets
Southwest
Jan 25
MDW5:30 amChicago Midway
6h 25m
1 stop
GCM12:55 pmGeorge Town Owen Roberts Intl
Feb 1
GCM1:50 pmGeorge Town Owen Roberts Intl
9h 35m
1 stop
MDW10:25 pmChicago Midway
$482
Find similar
Southwest
Feb 2
MDW5:00 amChicago Midway
6h 55m
1 stop
GCM12:55 pmGeorge Town Owen Roberts Intl
Mar 2
GCM1:50 pmGeorge Town Owen Roberts Intl
9h 35m
1 stop
MDW10:25 pmChicago Midway
$499
Find similar
Southwest
Feb 2
MDW7:55 pmChicago Midway
16h 00m
2 stops
GCM12:55 pmGeorge Town Owen Roberts Intl
Mar 2
GCM1:50 pmGeorge Town Owen Roberts Intl
8h 10m
1 stop
MDW9:00 pmChicago Midway
$504
Find similar

Delta flights from Chicago Midway Airport to George Town

Our best Delta deals on Chicago Midway Airport to George Town flight tickets
Delta
Feb 1
MDW6:00 amChicago Midway
5h 40m
1 stop
GCM12:40 pmGeorge Town Owen Roberts Intl
Feb 5
GCM2:05 pmGeorge Town Owen Roberts Intl
9h 17m
1 stop
MDW10:22 pmChicago Midway
$452
Find similar
Delta
Jan 24
MDW6:25 amChicago Midway
6h 35m
1 stop
GCM2:00 pmGeorge Town Owen Roberts Intl
Jan 31
GCM2:05 pmGeorge Town Owen Roberts Intl
9h 17m
1 stop
MDW10:22 pmChicago Midway
$512
Find similar
Delta
Mar 13
MDW5:40 pmChicago Midway
16h 05m
1 stop
GCM9:45 amGeorge Town Owen Roberts Intl
Mar 21
GCM2:30 pmGeorge Town Owen Roberts Intl
8h 01m
1 stop
MDW10:31 pmChicago Midway
$546
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated December 28, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to George Town that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Wed 1/7

3:01 pm-11:35 am

1 stop19h 34m

George Town Owen Roberts Intl

Fri 1/9

7:00 am-2:06 pm

1 stop8h 06m

$428

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 2/1

6:00 am-12:40 pm

1 stop5h 40m

George Town Owen Roberts Intl

Thu 2/5

2:05 pm-10:22 pm

1 stop9h 17m

$452

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Wed 1/7

3:01 pm-11:35 am

1 stop19h 34m

George Town Owen Roberts Intl

Mon 1/12

7:00 am-2:06 pm

1 stop8h 06m

$457

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 2/12

3:00 pm-9:15 pm

2 stops29h 15m

George Town Owen Roberts Intl

Sun 2/15

7:00 am-1:56 pm

1 stop7h 56m

$472

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 1/25

5:30 am-12:55 pm

1 stop6h 25m

George Town Owen Roberts Intl

Sun 2/1

1:50 pm-10:25 pm

1 stop9h 35m

$482

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 2/12

6:15 am-9:15 pm

1 stop14h 00m

George Town Owen Roberts Intl

Sun 2/15

7:00 am-1:56 pm

1 stop7h 56m

$489

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 2/2

5:00 am-12:55 pm

1 stop6h 55m

George Town Owen Roberts Intl

Mon 3/2

1:50 pm-10:25 pm

1 stop9h 35m

$499

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 3/12

6:00 am-9:15 pm

1 stop15h 15m

George Town Owen Roberts Intl

Mon 3/16

7:00 am-1:41 pm

1 stop6h 41m

$502

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 3/14

6:00 am-11:35 am

2 stops29h 35m

George Town Owen Roberts Intl

Fri 3/20

7:00 am-1:41 pm

1 stop6h 41m

$503

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 2/2

7:50 pm-12:55 pm

2 stops16h 05m

George Town Owen Roberts Intl

Mon 3/2

1:50 pm-5:05 am

2 stops16h 15m

$504

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to George Town from

How to get the cheapest flight ticket from Chicago Midway Airport to George Town

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to George Town?

The cheapest day to depart on your flight to George Town is on a Thursday when prices can be found for as low as $556. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to George Town for around $775.

What is the cheapest time of day to depart on your flight to George Town?

Our most recent data shows that the best time of day to fly to George Town is at noon. Flights from Chicago Midway Airport to George Town during this time can be as low as $426. Flights to George Town are more costly in the morning, with an average ticket price of $686. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago Midway Airport to George Town

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to George Town according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to George Town (MDW to GCM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to George Town

Fastest flight time

5h 25m

Direct flights

None
The fastest flight from Chicago Midway Airport to George Town takes 5h 25m
There are no direct flights from Chicago Midway Airport to George Town. There are no popular flight routes from Chicago Midway Airport to George Town.
Search flight deals

  • How far is Chicago Midway to George Town Owen Roberts Intl by plane?

    Chicago Midway and George Town Owen Roberts Intl are 1597.9 mi apart from one another. In terms of flight time, this usually takes a little over 5h 25m.

  • When did momondo last update prices for flights from Chicago Midway Airport to George Town Owen Roberts Intl Airport?

    Prices for flights from Chicago Midway Airport to George Town Owen Roberts Intl Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago Midway Airport to George Town Owen Roberts Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to George Town Owen Roberts Intl Airport.

  • What documentation or ID do you need to fly to George Town Owen Roberts Intl Airport?

    The travel and health documents required for your trip to George Town Owen Roberts Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at George Town Owen Roberts Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near George Town?

Book flights to George Town if you plan to visit one of these locations
East End
West Bay

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to George Town?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to George Town for you.

Can I find flights from Chicago to George Town with flexible booking policies on momondo?

Yes. All flights to George Town from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to George Town?

momondo helps you find the best flight between Chicago and George Town by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to George Town right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to George Town flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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