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Cheap flights from Chicago Midway Airport to George Town from $155

This is the cheapest one-way 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 11/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
Delta Logo
6:00 am - 12:36 pmMDW-GCM
5h 36m1 stop
Delta Logo
1:52 pm - 10:22 pmGCM-MDW
9h 30m1 stop
$352Delta
Find Deal
Wed, Dec 24 - Wed, Dec 31
Delta Logo
6:00 am - 12:40 pmMDW-GCM
5h 40m1 stop
Delta Logo
2:05 pm - 10:26 pmGCM-MDW
9h 21m1 stop
$356Delta
Find Deal
Sat, Jan 31 - Wed, Feb 4
Delta Logo
1:28 pm - 12:35 pmMDW-GCM
22h 07m2 stops
Delta Logo
3:45 pm - 9:08 amGCM-MDW
18h 23m1 stop
$361Delta
Find Deal
Tue, Feb 24 - Fri, Feb 27
Southwest Logo
5:40 am - 3:10 pmMDW-GCM
8h 30m1 stop
Southwest Logo
1:50 pm - 9:00 pmGCM-MDW
8h 10m1 stop
$420Southwest
Find Deal
Sat, Jan 3 - Tue, Jan 13
Southwest Logo
5:40 am - 3:10 pmMDW-GCM
8h 30m1 stop
Southwest Logo
1:50 pm - 10:05 pmGCM-MDW
9h 15m2 stops
$425Southwest
Find Deal
Sat, Jan 3 - Tue, Jan 13
Delta Logo
6:00 am - 12:36 pmMDW-GCM
5h 36m1 stop
Delta Logo
1:52 pm - 10:22 pmGCM-MDW
9h 30m1 stop
$443Delta
Find Deal
Wed, Dec 24 - Tue, Dec 30
Multiple Airlines Logo
5:57 pm - 11:35 amMDW-GCM
16h 38m1 stop
Multiple Airlines Logo
5:56 pm - 6:12 pmGCM-MDW
25h 16m2 stops
$444Multiple Airlines
Find Deal
Sat, Nov 29 - Sat, Dec 6
Delta Logo
6:00 am - 12:40 pmMDW-GCM
5h 40m1 stop
Delta Logo
2:05 pm - 10:26 pmGCM-MDW
9h 21m1 stop
$445Delta
Find Deal
Sat, Jan 24 - Sat, Jan 31
Multiple Airlines Logo
6:30 am - 9:15 pmMDW-GCM
13h 45m2 stops
Multiple Airlines Logo
8:50 am - 4:57 pmGCM-MDW
9h 07m1 stop
$471Multiple Airlines
Find Deal
Mon, Nov 17 - Sat, Nov 22
Southwest Logo
7:50 pm - 12:55 pmMDW-GCM
16h 05m2 stops
Southwest Logo
1:50 pm - 8:55 amGCM-MDW
20h 05m2 stops
$489Southwest
Find Deal
Wed, Jan 7 - Wed, Jan 14

Southwest flights from Chicago Midway Airport to George Town

Our best Southwest deals on Chicago Midway Airport to George Town flight tickets
Southwest
Jan 3
MDW5:40 amChicago Midway
8h 30m
1 stop
GCM3:10 pmGeorge Town Owen Roberts Intl
Jan 13
GCM1:50 pmGeorge Town Owen Roberts Intl
8h 10m
1 stop
MDW9:00 pmChicago Midway
$420
Find similar
Southwest
Jan 3
MDW5:40 amChicago Midway
8h 30m
1 stop
GCM3:10 pmGeorge Town Owen Roberts Intl
Jan 13
GCM1:50 pmGeorge Town Owen Roberts Intl
9h 15m
2 stops
MDW10:05 pmChicago Midway
$425
Find similar
Southwest
Jan 7
MDW7:50 pmChicago Midway
16h 05m
2 stops
GCM12:55 pmGeorge Town Owen Roberts Intl
Jan 14
GCM1:50 pmGeorge Town Owen Roberts Intl
20h 05m
2 stops
MDW8:55 amChicago Midway
$489
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
Dec 24
MDW6:00 amChicago Midway
5h 36m
1 stop
GCM12:36 pmGeorge Town Owen Roberts Intl
Dec 31
GCM1:52 pmGeorge Town Owen Roberts Intl
9h 30m
1 stop
MDW10:22 pmChicago Midway
$352
Find similar
Delta
Jan 31
MDW6:00 amChicago Midway
5h 40m
1 stop
GCM12:40 pmGeorge Town Owen Roberts Intl
Feb 4
GCM2:05 pmGeorge Town Owen Roberts Intl
9h 21m
1 stop
MDW10:26 pmChicago Midway
$356
Find similar
Delta
Feb 24
MDW1:28 pmChicago Midway
22h 07m
2 stops
GCM12:35 pmGeorge Town Owen Roberts Intl
Feb 27
GCM3:45 pmGeorge Town Owen Roberts Intl
18h 23m
1 stop
MDW9:08 amChicago Midway
$361
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 November 4, 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 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

Sat 1/31

6:00 am-12:40 pm

1 stop5h 40m

George Town Owen Roberts Intl

Wed 2/4

2:05 pm-10:26 pm

1 stop9h 21m

$356

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Tue 2/24

1:28 pm-12:35 pm

2 stops22h 07m

George Town Owen Roberts Intl

Fri 2/27

3:45 pm-9:08 am

1 stop18h 23m

$361

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 1/3

5:40 am-3:10 pm

1 stop8h 30m

George Town Owen Roberts Intl

Tue 1/13

1:50 pm-9:00 pm

1 stop8h 10m

$420

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 1/3

5:40 am-3:10 pm

1 stop8h 30m

George Town Owen Roberts Intl

Tue 1/13

1:50 pm-10:05 pm

2 stops9h 15m

$425

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Wed 12/24

6:00 am-12:36 pm

1 stop5h 36m

George Town Owen Roberts Intl

Tue 12/30

1:52 pm-10:22 pm

1 stop9h 30m

$443

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 11/29

5:57 pm-11:35 am

1 stop16h 38m

George Town Owen Roberts Intl

Sat 12/6

5:56 pm-6:12 pm

2 stops25h 16m

$444

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 1/24

6:00 am-12:40 pm

1 stop5h 40m

George Town Owen Roberts Intl

Sat 1/31

2:05 pm-10:26 pm

1 stop9h 21m

$445

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 11/17

6:30 am-9:15 pm

2 stops13h 45m

George Town Owen Roberts Intl

Sat 11/22

8:50 am-4:57 pm

1 stop9h 07m

$471

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Wed 1/7

7:50 pm-12:55 pm

2 stops16h 05m

George Town Owen Roberts Intl

Wed 1/14

1:50 pm-8:55 am

2 stops20h 05m

$489

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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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 Monday when prices can be found for as low as $593. 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 $780.

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 $718. 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

Direct flights

None
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.
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  • 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 20m.

  • 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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