$148+ Cheap flights from Chicago (CHI) to George Town (GCM)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GCM
Nov 1 — Nov 81
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to George Town with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to George Town Owen Roberts Intl are usually found in February or January, booked 6 days in advance, depart on a Wednesday or Thursday and return on a Thursday
Cheap flight deals from Chicago to George Town
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Cheapest flights from Chicago to George TownExplore the most affordable flight options available from Chicago to George Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 2, 2026.
Explore the most affordable flight options available from Chicago to George Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 2, 2026.
This Trip.com deal was found by Cheapflights users on 9/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/110:05 am -
1 stop25h 05m
Tue 12/151:10 pm -
1 stop25h 03m
Deal found 9/27![Air Canada logo]()
$393
This Travelocity deal was found by Cheapflights users on 9/29. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:45 am -
1 stop26h 25m
Mon 12/71:10 pm -
1 stop27h 28m
Deal found 9/29![Air Canada logo]()
$419
This Air Canada deal was found by Cheapflights users on 9/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:21 pm -
2 stops17h 04m
Sat 10/2411:25 am -
1 stop21h 58m
Deal found 9/28![Air Canada logo]()
$424
This Trip.com deal was found by Cheapflights users on 9/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/310:05 am -
1 stop25h 05m
Tue 12/81:10 pm -
1 stop20h 58m
Deal found 9/29![Air Canada logo]()
$447
This Trip.com deal was found by Cheapflights users on 9/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/34:30 pm -
1 stop18h 40m
Sat 11/71:10 pm -
1 stop21h 13m
Deal found 9/28![Air Canada logo]()
$460
This Travelocity deal was found by Cheapflights users on 9/30. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3010:15 am -
1 stop24h 55m
Thu 12/31:10 pm -
1 stop7h 48m
Deal found 9/30![Air Canada logo]()
$469
This Gotogate deal was found by Cheapflights users on 9/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/314:30 pm -
1 stop19h 40m
Sat 11/71:10 pm -
1 stop21h 13m
Deal found 9/29![Air Canada logo]()
$470
This Air Canada deal was found by Cheapflights users on 10/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:40 pm -
1 stop14h 30m
Fri 10/3012:10 pm -
2 stops19h 50m
Deal found 10/1![Air Canada logo]()
$474
This Southwest deal was found by Cheapflights users on 9/27. 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 11/115:20 am -
1 stop6h 15m
Wed 11/181:30 pm -
1 stop8h 50m
Deal found 9/27![Southwest logo]()
$515
This Southwest deal was found by Cheapflights users on 9/30. 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 11/306:50 pm -
2 stops16h 45m
Thu 12/31:30 pm -
1 stop7h 05m
Deal found 9/30![Southwest logo]()
$520
This Southwest deal was found by Cheapflights users on 10/2. 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 11/115:20 am -
1 stop6h 15m
Mon 11/161:30 pm -
1 stop8h 50m
Deal found 10/2![Southwest logo]()
$572
This Southwest deal was found by Cheapflights users on 9/30. 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 11/13:40 pm -
2 stops19h 55m
Sat 11/71:55 pm -
1 stop8h 50m
Deal found 9/30![Southwest logo]()
$576
Best flights from Chicago to George TownDiscover carefully curated flight deals from Chicago to George Town that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 2, 2026.
Discover carefully curated flight deals from Chicago to George Town that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 2, 2026.
This Southwest deal was found by Cheapflights users on 9/27. 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 11/115:20 am -
1 stop6h 15m
Wed 11/181:30 pm -
2 stops10h 15m
Deal found 9/27![Southwest logo]()
$520
This United Airlines deal was found by Cheapflights users on 10/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/176:50 am -
1 stop8h 40m
Tue 3/231:25 pm -
1 stop9h 33m
Deal found 10/1![United Airlines logo]()
$598
This Delta deal was found by Cheapflights users on 9/30. 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.
Mon 11/302:44 pm -
2 stops20h 41m
Thu 12/101:40 pm -
2 stops19h 19m
Deal found 9/30![Delta logo]()
$602
This Southwest deal was found by Cheapflights users on 9/29. 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.
Thu 12/38:50 pm -
2 stops14h 45m
Tue 12/81:30 pm -
2 stops10h 10m
Deal found 9/29![Southwest logo]()
$576
This Southwest deal was found by Cheapflights users on 9/28. 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.
Fri 2/197:00 pm -
2 stops17h 30m
Fri 2/261:50 pm -
2 stops10h 20m
Deal found 9/28![Southwest logo]()
$576
This Delta deal was found by Cheapflights users on 9/30. 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.
Mon 11/302:44 pm -
2 stops20h 41m
Sat 12/122:08 pm -
1 stop7h 45m
Deal found 9/30![Delta logo]()
$642
This Delta deal was found by Cheapflights users on 9/29. 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.
Wed 10/286:44 pm -
2 stops16h 56m
Mon 11/21:55 pm -
1 stop9h 38m
Deal found 9/29![Delta logo]()
$642
This Southwest deal was found by Cheapflights users on 10/1. 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 1/166:10 pm -
2 stops17h 45m
Sat 1/231:25 pm -
1 stop8h 55m
Deal found 10/1![Southwest logo]()
$632
This United Airlines deal was found by Cheapflights users on 9/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:42 am -
Nonstop4h 03m
Sat 11/72:55 pm -
Nonstop4h 18m
Deal found 9/29![United Airlines logo]()
$792
This Delta deal was found by Cheapflights users on 9/27. 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.
Tue 2/25:30 am -
1 stop6h 10m
Fri 2/52:05 pm -
1 stop8h 05m
Deal found 9/27![Delta logo]()
$677
This Southwest deal was found by Cheapflights users on 10/1. 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.
Thu 2/185:15 pm -
2 stops18h 40m
Sat 2/271:25 pm -
2 stops10h 15m
Deal found 10/1![Southwest logo]()
$642
This United Airlines deal was found by Cheapflights users on 10/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/148:42 am -
Nonstop4h 03m
Sat 11/212:55 pm -
Nonstop4h 18m
Deal found 10/1![United Airlines logo]()
$793
This Delta deal was found by Cheapflights users on 9/27. 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.
Fri 12/188:40 pm -
1 stop16h 59m
Thu 12/242:27 pm -
1 stop9h 36m
Deal found 9/27![Delta logo]()
$729
This United Airlines deal was found by Cheapflights users on 9/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/289:43 pm -
1 stop17h 17m
Mon 1/45:45 pm -
1 stop7h 59m
Deal found 9/28![United Airlines logo]()
$809
This Southwest deal was found by Cheapflights users on 10/1. 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.
Thu 11/194:10 pm -
2 stops19h 25m
Mon 11/231:30 pm -
2 stops11h 40m
Deal found 10/1![Southwest logo]()
$712
This United Airlines deal was found by Cheapflights users on 9/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/237:45 am -
1 stop7h 45m
Thu 4/11:35 pm -
1 stop19h 50m
Deal found 9/28![United Airlines logo]()
$827
This Delta deal was found by Cheapflights users on 10/1. 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 11/146:00 am -
1 stop5h 43m
Sat 11/212:08 pm -
1 stop9h 46m
Deal found 10/1![Delta logo]()
$810
This Southwest deal was found by Cheapflights users on 9/27. 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.
Fri 11/205:10 am -
1 stop6h 25m
Wed 11/251:30 pm -
2 stops10h 30m
Deal found 9/27![Southwest logo]()
$812
This Delta deal was found by Cheapflights users on 10/1. 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 2/205:30 am -
1 stop6h 10m
Sat 2/2712:25 pm -
2 stops9h 12m
Deal found 10/1![Delta logo]()
$814
Last-minute flights from Chicago to George TownDiscover last-minute flight deals from Chicago to George Town. Data last updated October 2, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to George Town. Data last updated October 2, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 9/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:21 pm -
2 stops17h 04m
Sat 10/2411:25 am -
1 stop21h 58m
Deal found 9/28![Air Canada logo]()
$424
This Air Canada deal was found by Cheapflights users on 10/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:40 pm -
1 stop14h 30m
Fri 10/3012:10 pm -
2 stops19h 50m
Deal found 10/1![Air Canada logo]()
$474
This Gotogate deal was found by Cheapflights users on 9/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/314:30 pm -
1 stop19h 40m
Sat 11/71:10 pm -
1 stop21h 13m
Deal found 9/29![Air Canada logo]()
$470
This Southwest deal was found by Cheapflights users on 9/30. 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 11/13:40 pm -
2 stops19h 55m
Sat 11/71:55 pm -
1 stop8h 50m
Deal found 9/30![Southwest logo]()
$576
This Trip.com deal was found by Cheapflights users on 9/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/34:30 pm -
1 stop18h 40m
Sat 11/71:10 pm -
1 stop21h 13m
Deal found 9/28![Air Canada logo]()
$460
This Southwest deal was found by Cheapflights users on 9/27. 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 11/115:20 am -
1 stop6h 15m
Wed 11/181:30 pm -
1 stop8h 50m
Deal found 9/27![Southwest logo]()
$515
This Southwest deal was found by Cheapflights users on 10/2. 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 11/115:20 am -
1 stop6h 15m
Mon 11/161:30 pm -
1 stop8h 50m
Deal found 10/2![Southwest logo]()
$572
This Trip.com deal was found by Cheapflights users on 9/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:15 am -
1 stop24h 55m
Thu 11/191:10 pm -
1 stop21h 13m
Deal found 9/28![Air Canada logo]()
$485
This Southwest deal was found by Cheapflights users on 9/28. 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.
Thu 11/125:10 am -
1 stop6h 25m
Thu 11/191:30 pm -
1 stop7h 05m
Deal found 9/28![Southwest logo]()
$581
This Travelocity deal was found by Cheapflights users on 9/30. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3010:15 am -
1 stop24h 55m
Thu 12/31:10 pm -
1 stop7h 48m
Deal found 9/30![Air Canada logo]()
$469
This Air Canada deal was found by Cheapflights users on 9/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/306:17 pm -
1 stop16h 53m
Fri 12/111:10 pm -
1 stop25h 03m
Deal found 9/30![Air Canada logo]()
$479
This Southwest deal was found by Cheapflights users on 9/30. 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 11/306:50 pm -
2 stops16h 45m
Thu 12/31:30 pm -
1 stop7h 05m
Deal found 9/30![Southwest logo]()
$520
One-way flights from Chicago to George TownSearch for one-way flight options from Chicago to George Town. Find affordable one-way fares based on user searches. Data last updated October 2, 2026.
Search for one-way flight options from Chicago to George Town. Find affordable one-way fares based on user searches. Data last updated October 2, 2026.
This Trip.com deal was found by Cheapflights users on 9/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/189:55 am -
1 stop25h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Air Canada logo]()
$148
This Orbitz deal was found by Cheapflights users on 9/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:40 pm -
1 stop14h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Air Canada logo]()
$160
This Air Canada deal was found by Cheapflights users on 9/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/258:45 am -
1 stop26h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Air Canada logo]()
$165
This Air Canada deal was found by Cheapflights users on 9/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2410:37 am -
2 stops24h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Air Canada logo]()
$168
This Expedia deal was found by Cheapflights users on 9/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:15 am -
1 stop24h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Air Canada logo]()
$185
This Travelocity deal was found by Cheapflights users on 9/27. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:21 pm -
2 stops41h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Air Canada logo]()
$187
This Expedia deal was found by Cheapflights users on 9/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/281:55 pm -
2 stops45h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Air Canada logo]()
$188
This Air Canada deal was found by Cheapflights users on 10/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/277:05 am -
2 stops28h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Air Canada logo]()
$193
This Southwest deal was found by Cheapflights users on 10/1. 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 11/155:10 am -
1 stop6h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Southwest logo]()
$205
This Air Canada deal was found by Cheapflights users on 9/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:58 pm -
2 stops41h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Air Canada logo]()
$214
This Southwest deal was found by Cheapflights users on 10/2. 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 11/118:50 pm -
2 stops14h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Southwest logo]()
$226
This Southwest deal was found by Cheapflights users on 9/28. 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.
Thu 12/108:50 pm -
2 stops14h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Southwest logo]()
$261
Find flight deals from Chicago to George Town
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 October 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $393 (Trip.com) |
One-way from | $148 (Trip.com) |
Popular in | July |
Cheapest in | February |
Average price | $721 |
Good round-trip deal | $651 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago 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 7,457,451 searches. Data last updated October 2, 2026.
Use the filters below to find and compare flights from Chicago to George Town that are best for you.
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Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoGeorge Town
ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl
ORDGCM
Chicago O'Hare Intl
Sat 11/28
8:45 am-12:10 pm
1 stop26h 25m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$190
ChicagoGeorge Town
MDW Chicago Midway - GCM George Town Owen Roberts Intl
MDWGCM
Chicago Midway
Sun 11/15
6:05 pm-12:35 pm
2 stops17h 30m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$205
ChicagoGeorge Town
MDW Chicago Midway - GCM George Town Owen Roberts Intl
MDWGCM
Chicago Midway
Wed 11/11
5:20 am-12:35 pm
1 stop6h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$205
ChicagoGeorge Town
MDW Chicago Midway - GCM George Town Owen Roberts Intl
MDWGCM
Chicago Midway
Thu 12/31
5:20 am-12:35 pm
1 stop6h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$261
ChicagoGeorge Town
MDW Chicago Midway - GCM George Town Owen Roberts Intl
MDWGCM
Chicago Midway
Thu 12/10
5:20 am-12:35 pm
1 stop6h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$261
ChicagoGeorge Town
MDW Chicago Midway - GCM George Town Owen Roberts Intl
MDWGCM
Chicago Midway
Thu 12/31
11:36 am-4:05 pm
2 stops27h 29m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$284
ChicagoGeorge Town
ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl
ORDGCM
Chicago O'Hare Intl
Mon 3/29
7:55 pm-11:45 am
1 stop15h 50m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$286
ChicagoGeorge Town
ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl
ORDGCM
Chicago O'Hare Intl
Wed 3/31
5:30 am-11:45 am
1 stop6h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$286
ChicagoGeorge Town
ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl
ORDGCM
Chicago O'Hare Intl
Tue 3/23
5:30 am-11:45 am
1 stop6h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$286
ChicagoGeorge Town
ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl
ORDGCM
Chicago O'Hare Intl
Tue 3/30
5:30 am-11:45 am
1 stop6h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$286
Showing 1-10 of 33 resultsSorted by cheapest first
Compare providers for flights from Chicago 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 Chicago to George Town in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-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-George Town flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-George Town flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-George Town flights, Cheapflights users trust FlightHub the most. FlightHub 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-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 Chicago to George Town
Have a flexible travel schedule? Discover the best time to fly to George Town from Chicago with our price prediction graph.
CHI-GCM
ORD-GCM
MDW-GCM
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago to George Town
CHI-GCM
ORD-GCM
MDW-GCM
What is the cheapest month to book a flight from Chicago to George Town?
Currently, February is the cheapest month in which you can book a flight from Chicago to George Town (average of $574). Flying from Chicago to George Town in November is currently the most expensive (average of $873). 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.
How much does it cost to fly round-trip from Chicago to George Town?
Airfare is below average for this route at the moment.
Chicago to George Town flights typically cost between $423 and $758 in December.The cheapest round-trip price found within the last 5 days was $393 on Air Canada (Dec 1-Dec 15).
What’s the top layover airport for flights from Chicago to George Town?
Share of 1-stop round-trip flights from Chicago to George Town chosen by Cheapflights users in the past 12 months, using the same layover each way.
Miami (MIA) – chosen by Cheapflights users on 60% of 1-stop itineraries from Chicago to George Town on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to George Town?
Average round-trip fare for 1-stop flights from Chicago to George Town, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Orlando (MCO) is the most affordable 1-stop option, with an average round-trip price of $582.
What’s the fastest layover option from Chicago to George Town?
Shortest average travel time for 1-stop one-way flights from Chicago to George Town, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Orlando (MCO) have the shortest average one-way travel time for 1-stop routes: 6h 33m.
Which airport typically offers the quickest layover for flights from Chicago to George Town?
Average layover duration for 1-stop one-way flights from Chicago to George Town, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Miami (MIA) offer the fastest connection on this route, with an average layover time of 1h 57m.
How far ahead should I book a flight from Chicago to George Town?
The price you pay for your flight from Chicago to George Town may vary depending on when you book. For the best chance of a lower fare, look to book 1 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 October 2, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican Airlines from Chicago to George Town to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Related info for your journey
Find useful and relevant information for your journey from Chicago to George Town. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near George Town?
Book flights to George Town if you plan to visit one of these locationsWest Bay
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Other flights to George Town
Explore flights to George Town departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 2, 2026.
Chicago and George Town flights
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Top 2 airlines flying from Chicago to George Town
Discover the top 2 airlines that operate flights from Chicago to George Town. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$341 | Average$645 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$438 | Average$706 | FlexibilityNo cancel fee | On-time71% |