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Cheap flights from Chicago Midway Airport to George Town from $127

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 4/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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.
Southwest Logo
9:35 pm - 12:55 pm
MDW
-
GCM
14h 20m
2 stops
Southwest Logo
12:40 pm - 10:50 pm
GCM
-
MDW
10h 10m
2 stops
$364Southwest
Sun, Mar 1 - Tue, Mar 10
Multiple Airlines Logo
6:15 am - 9:15 pm
MDW
-
GCM
14h 00m
1 stop
Multiple Airlines Logo
7:00 am - 1:41 pm
GCM
-
MDW
6h 41m
1 stop
$387Multiple Airlines
Thu, Mar 5 - Thu, Mar 12
Multiple Airlines Logo
6:00 am - 4:05 pm
MDW
-
GCM
10h 05m
2 stops
Multiple Airlines Logo
7:00 am - 1:41 pm
GCM
-
MDW
6h 41m
1 stop
$406Multiple Airlines
Tue, Mar 17 - Mon, Mar 23
Multiple Airlines Logo
6:15 am - 9:15 pm
MDW
-
GCM
14h 00m
1 stop
Multiple Airlines Logo
2:49 pm - 10:29 pm
GCM
-
MDW
32h 40m
2 stops
$407Multiple Airlines
Thu, Feb 26 - Sun, Mar 1
Southwest Logo
6:05 am - 12:55 pm
MDW
-
GCM
5h 50m
1 stop
Southwest Logo
12:40 pm - 8:50 pm
GCM
-
MDW
8h 10m
1 stop
$410Southwest
Sun, Mar 1 - Tue, Mar 10
Multiple Airlines Logo
7:30 am - 6:00 pm
MDW
-
GCM
10h 30m
1 stop
Multiple Airlines Logo
11:30 am - 10:25 am
GCM
-
MDW
22h 55m
2 stops
$411Multiple Airlines
Sun, Mar 8 - Tue, Mar 17
Multiple Airlines Logo
6:15 am - 11:35 am
MDW
-
GCM
28h 20m
1 stop
Multiple Airlines Logo
4:45 pm - 10:19 pm
GCM
-
MDW
29h 34m
2 stops
$432Multiple Airlines
Sun, Mar 1 - Thu, Mar 19
Southwest Logo
6:05 am - 12:00 pm
MDW
-
GCM
5h 55m
1 stop
Southwest Logo
12:40 pm - 7:20 pm
GCM
-
MDW
6h 40m
1 stop
$455Southwest
Sun, Mar 8 - Tue, Mar 17
Southwest Logo
4:10 pm - 2:40 pm
MDW
-
GCM
22h 30m
2 stops
Southwest Logo
1:05 pm - 11:05 pm
GCM
-
MDW
10h 00m
2 stops
$464Southwest
Fri, Apr 17 - Tue, Apr 21
Southwest Logo
5:35 am - 12:10 pm
MDW
-
GCM
6h 35m
1 stop
Southwest Logo
1:05 pm - 10:15 pm
GCM
-
MDW
9h 10m
1 stop
$473Southwest
Mon, Apr 13 - Sat, Apr 18

Delta flights from Chicago Midway Airport to George Town

Our best Delta deals on Chicago Midway Airport to George Town flight tickets
Delta
Feb 22
MDW6:00 amChicago Midway
5h 29m
1 stop
GCM12:29 pmGeorge Town Owen Roberts Intl
Feb 25
GCM1:54 pmGeorge Town Owen Roberts Intl
9h 37m
1 stop
MDW10:31 pmChicago Midway
$487
Delta
Mar 18
MDW6:00 amChicago Midway
5h 47m
1 stop
GCM11:47 amGeorge Town Owen Roberts Intl
Mar 25
GCM1:12 pmGeorge Town Owen Roberts Intl
9h 19m
1 stop
MDW10:31 pmChicago Midway
$505
Delta
Apr 20
MDW6:00 amChicago Midway
6h 00m
1 stop
GCM12:00 pmGeorge Town Owen Roberts Intl
Apr 30
GCM1:25 pmGeorge Town Owen Roberts Intl
9h 03m
1 stop
MDW10:28 pmChicago Midway
$508

WestJet flights from Chicago Midway Airport to George Town

Our best WestJet deals on Chicago Midway Airport to George Town flight tickets
WestJet
Feb 22
MDW6:17 pmChicago Midway
18h 27m
2 stops
GCM1:44 pmGeorge Town Owen Roberts Intl
Feb 26
GCM2:50 pmGeorge Town Owen Roberts Intl
27h 47m
2 stops
MDW5:37 pmChicago Midway
$3,330
WestJet
Feb 22
MDW6:17 pmChicago Midway
18h 27m
2 stops
GCM1:44 pmGeorge Town Owen Roberts Intl
Feb 26
GCM2:50 pmGeorge Town Owen Roberts Intl
27h 47m
2 stops
MDW5:37 pmChicago Midway
$3,342

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 February 12, 2026.
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

Sun 3/1

9:35 pm-12:55 pm

2 stops14h 20m

George Town Owen Roberts Intl

Tue 3/10

12:40 pm-10:50 pm

2 stops10h 10m

$364

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

$387

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Tue 3/17

6:00 am-4:05 pm

2 stops10h 05m

George Town Owen Roberts Intl

Mon 3/23

7:00 am-1:41 pm

1 stop6h 41m

$406

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 2/26

6:15 am-9:15 pm

1 stop14h 00m

George Town Owen Roberts Intl

Sun 3/1

2:49 pm-10:29 pm

2 stops32h 40m

$407

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 3/1

6:05 am-12:55 pm

1 stop5h 50m

George Town Owen Roberts Intl

Tue 3/10

12:40 pm-8:50 pm

1 stop8h 10m

$410

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 3/8

7:30 am-6:00 pm

1 stop10h 30m

George Town Owen Roberts Intl

Tue 3/17

11:30 am-10:25 am

2 stops22h 55m

$411

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 3/1

6:15 am-11:35 am

1 stop28h 20m

George Town Owen Roberts Intl

Thu 3/19

4:45 pm-10:19 pm

2 stops29h 34m

$432

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 3/8

6:05 am-12:00 pm

1 stop5h 55m

George Town Owen Roberts Intl

Tue 3/17

12:40 pm-7:20 pm

1 stop6h 40m

$455

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Fri 4/17

4:10 pm-2:40 pm

2 stops22h 30m

George Town Owen Roberts Intl

Tue 4/21

1:05 pm-11:05 pm

2 stops10h 00m

$464

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 4/13

5:35 am-12:10 pm

1 stop6h 35m

George Town Owen Roberts Intl

Sat 4/18

1:05 pm-10:15 pm

1 stop9h 10m

$473

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 Wednesday when prices can be found for as low as $526. 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 $807.

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 24m

Direct flights

None
The fastest flight from Chicago Midway Airport to George Town takes 5h 24m
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 24m.

  • 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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