$98+ Cheap flights from Chicago (CHI) to Falmouth, Jamaica
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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MBJ
mar. 2 — mar. 91
1 adult, Economy
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Find cheap flights from Chicago to Falmouth 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 Falmouth are usually found in January or September, booked 28 days in advance, depart on a Tuesday or Sunday and return on a Wednesday
Cheap flight deals from Chicago to Falmouth
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Best
Last-minute
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Cheapest flights from Chicago to FalmouthExplore the most affordable flight options available from Chicago to Falmouth. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Januar 31, 2026.
Explore the most affordable flight options available from Chicago to Falmouth. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Januar 31, 2026.
This Priceline deal was found by Cheapflights users on 1/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lø. 4/255:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
on. 4/2912:00 pm
MBJ
- ORD
2 stops19h 59m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 1/30. 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.
ti. 2/176:00 am
MDW
- MBJ
1 stop8h 19m
Delta
ti. 2/2412:20 pm
MBJ
- MDW
1 stop6h 25m
Delta
Deal found 1/30![Delta logo]()
$364
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti. 4/148:58 pm
ORD
- MBJ
2 stops14h 04m
Spirit Airlines
on. 4/2212:00 pm
MBJ
- ORD
2 stops19h 59m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 1/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti. 3/35:15 am
ORD
- MBJ
1 stop5h 47m
Multiple Airlines
lø. 3/74:32 pm
MBJ
- ORD
2 stops16h 50m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$365
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti. 2/105:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
ti. 2/171:00 pm
MBJ
- ORD
1 stop9h 13m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti. 3/38:20 am
ORD
- MBJ
Nonstop4h 06m
American Airlines
ti. 3/1010:07 am
MBJ
- ORD
1 stop13h 10m
American Airlines
Deal found 1/31![American Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sø. 4/55:05 am
ORD
- MBJ
1 stop6h 00m
Multiple Airlines
to. 4/912:00 pm
MBJ
- ORD
1 stop10h 50m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$368
This Gotogate deal was found by Cheapflights users on 1/31. 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.
ma. 6/158:20 pm
ORD
- MBJ
1 stop15h 00m
Air Canada
ma. 6/2212:30 pm
MBJ
- ORD
1 stop20h 30m
Air Canada
Deal found 1/31![Air Canada logo]()
$369
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fr. 2/208:42 pm
ORD
- MBJ
2 stops14h 20m
Spirit Airlines
fr. 2/271:00 pm
MBJ
- ORD
1 stop11h 47m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$370
This CheapOair deal was found by Cheapflights users on 1/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lø. 2/215:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
lø. 2/281:00 pm
MBJ
- ORD
1 stop9h 13m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$371
This Mytrip deal was found by Cheapflights users on 1/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma. 2/910:48 am
ORD
- MBJ
3 stops24h 14m
Spirit Airlines
to. 2/121:00 pm
MBJ
- ORD
1 stop11h 47m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lø. 3/75:30 am
ORD
- MBJ
1 stop8h 47m
Multiple Airlines
sø. 3/1512:00 pm
MBJ
- ORD
1 stop23h 21m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$373
Best flights from Chicago to FalmouthDiscover carefully curated flight deals from Chicago to Falmouth that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated Januar 31, 2026.
Discover carefully curated flight deals from Chicago to Falmouth that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated Januar 31, 2026.
This Delta deal was found by Cheapflights users on 1/30. 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.
ti. 2/176:00 am
MDW
- MBJ
1 stop5h 53m
Delta
ti. 2/2412:20 pm
MBJ
- MDW
1 stop11h 13m
Delta
Deal found 1/30![Delta logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sø. 3/156:10 pm
ORD
- MBJ
1 stop16h 55m
Spirit Airlines
sø. 3/2212:00 pm
MBJ
- ORD
2 stops28h 56m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 1/30. 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.
ma. 2/166:05 am
MDW
- MBJ
1 stop5h 55m
Southwest
fr. 2/201:30 pm
MBJ
- MDW
1 stop10h 15m
Southwest
Deal found 1/30![Southwest logo]()
$376
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lø. 2/218:00 am
MDW
- MBJ
2 stops24h 17m
Frontier
lø. 2/2812:40 pm
MBJ
- MDW
1 stop9h 59m
Frontier
Deal found 1/30![Frontier logo]()
$386
This United Airlines deal was found by Cheapflights users on 1/31. 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.
to. 3/58:42 am
ORD
- MBJ
Nonstop4h 04m
United Airlines
on. 3/111:48 pm
MBJ
- ORD
Nonstop4h 25m
United Airlines
Deal found 1/31![United Airlines logo]()
$387
This Air Canada deal was found by Cheapflights users on 1/31. 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.
fr. 6/198:40 pm
ORD
- MBJ
1 stop14h 40m
Air Canada
to. 6/2512:30 pm
MBJ
- ORD
2 stops19h 05m
Air Canada
Deal found 1/31![Air Canada logo]()
$391
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
on. 3/186:10 pm
ORD
- MBJ
1 stop16h 55m
Spirit Airlines
sø. 3/2212:00 pm
MBJ
- ORD
1 stop23h 17m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 1/29. 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.
ti. 3/106:00 am
MDW
- MBJ
1 stop6h 12m
Delta
on. 3/1811:15 am
MBJ
- MDW
1 stop11h 16m
Delta
Deal found 1/29![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 1/29. 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.
on. 2/186:50 am
MDW
- MBJ
1 stop6h 20m
Southwest
ti. 2/242:00 pm
MBJ
- MDW
2 stops9h 05m
Southwest
Deal found 1/29![Southwest logo]()
$381
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
on. 3/115:40 am
ORD
- MBJ
1 stop7h 25m
United Airlines
sø. 3/151:48 pm
MBJ
- ORD
Nonstop4h 25m
United Airlines
Deal found 1/30![United Airlines logo]()
$391
This Delta deal was found by Cheapflights users on 1/29. 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.
on. 3/116:00 am
MDW
- MBJ
1 stop9h 28m
Delta
on. 3/1811:15 am
MBJ
- MDW
1 stop11h 16m
Delta
Deal found 1/29![Delta logo]()
$374
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sø. 3/228:58 pm
ORD
- MBJ
2 stops14h 07m
Spirit Airlines
on. 3/2512:00 pm
MBJ
- ORD
1 stop11h 17m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 1/31. 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.
on. 4/228:45 am
ORD
- MBJ
1 stop6h 25m
United Airlines
sø. 4/261:52 pm
MBJ
- ORD
Nonstop4h 23m
United Airlines
Deal found 1/31![United Airlines logo]()
$391
This Southwest deal was found by Cheapflights users on 1/31. 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.
to. 3/56:35 am
MDW
- MBJ
1 stop7h 55m
Southwest
on. 3/1112:55 pm
MBJ
- MDW
1 stop9h 45m
Southwest
Deal found 1/31![Southwest logo]()
$396
This CheapOair deal was found by Cheapflights users on 1/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fr. 3/68:42 pm
ORD
- MBJ
2 stops14h 20m
Spirit Airlines
ma. 3/911:57 am
MBJ
- ORD
2 stops29h 49m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 1/30. 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.
ma. 2/236:50 am
MDW
- MBJ
1 stop6h 20m
Southwest
on. 3/42:00 pm
MBJ
- MDW
2 stops18h 50m
Southwest
Deal found 1/30![Southwest logo]()
$397
This Delta deal was found by Cheapflights users on 1/30. 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.
to. 3/56:00 am
MDW
- MBJ
1 stop8h 19m
Delta
on. 3/1111:15 am
MBJ
- MDW
1 stop11h 16m
Delta
Deal found 1/30![Delta logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sø. 3/156:10 pm
ORD
- MBJ
1 stop16h 55m
Spirit Airlines
fr. 3/2012:00 pm
MBJ
- ORD
2 stops36h 22m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 1/30. 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.
to. 4/166:00 am
MDW
- MBJ
1 stop9h 17m
Delta
ti. 4/2112:44 pm
MBJ
- MDW
1 stop9h 44m
Delta
Deal found 1/30![Delta logo]()
$399
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sø. 3/156:10 pm
ORD
- MBJ
1 stop16h 55m
Spirit Airlines
lø. 3/2112:00 pm
MBJ
- ORD
1 stop11h 17m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 1/30. 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.
on. 4/296:00 am
MDW
- MBJ
1 stop6h 54m
Delta
lø. 5/22:09 pm
MBJ
- MDW
1 stop8h 19m
Delta
Deal found 1/30![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
to. 3/126:00 am
MDW
- MBJ
1 stop9h 28m
Delta
on. 3/1811:15 am
MBJ
- MDW
1 stop11h 16m
Delta
Deal found 1/28![Delta logo]()
$421
Last-minute flights from Chicago to FalmouthDiscover last-minute flight deals from Chicago to Falmouth. Data last updated Januar 31, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Falmouth. Data last updated Januar 31, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 1/30. 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.
fr. 2/68:43 pm
ORD
- MBJ
1 stop14h 19m
Spirit Airlines
ti. 2/1012:57 pm
MBJ
- ORD
1 stop11h 50m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$364
This Mytrip deal was found by Cheapflights users on 1/31. 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.
lø. 2/710:48 am
ORD
- MBJ
3 stops24h 14m
Spirit Airlines
lø. 2/141:00 pm
MBJ
- ORD
1 stop9h 13m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$374
This Mytrip deal was found by Cheapflights users on 1/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma. 2/910:48 am
ORD
- MBJ
3 stops24h 14m
Spirit Airlines
to. 2/121:00 pm
MBJ
- ORD
1 stop11h 47m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$372
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti. 2/105:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
ti. 2/171:00 pm
MBJ
- ORD
1 stop9h 13m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 1/30. 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.
ma. 2/166:05 am
MDW
- MBJ
1 stop5h 55m
Southwest
fr. 2/201:30 pm
MBJ
- MDW
1 stop10h 15m
Southwest
Deal found 1/30![Southwest logo]()
$376
This Delta deal was found by Cheapflights users on 1/30. 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.
ti. 2/176:00 am
MDW
- MBJ
1 stop8h 19m
Delta
ti. 2/2412:20 pm
MBJ
- MDW
1 stop6h 25m
Delta
Deal found 1/30![Delta logo]()
$364
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti. 2/1710:19 am
ORD
- MBJ
2 stops24h 43m
Spirit Airlines
on. 2/251:00 pm
MBJ
- ORD
2 stops29h 46m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
to. 2/197:23 pm
ORD
- MBJ
2 stops37h 02m
Multiple Airlines
ti. 2/241:00 pm
MBJ
- ORD
1 stop9h 13m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$373
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fr. 2/208:42 pm
ORD
- MBJ
2 stops14h 20m
Spirit Airlines
fr. 2/271:00 pm
MBJ
- ORD
1 stop11h 47m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lø. 2/214:42 pm
ORD
- MBJ
1 stop15h 35m
Multiple Airlines
ti. 2/241:00 pm
MBJ
- ORD
1 stop9h 13m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$368
This CheapOair deal was found by Cheapflights users on 1/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lø. 2/215:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
lø. 2/281:00 pm
MBJ
- ORD
1 stop9h 13m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$371
This CheapOair deal was found by Cheapflights users on 1/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lø. 2/218:00 am
MDW
- MBJ
2 stops24h 17m
Frontier
lø. 2/2812:40 pm
MBJ
- MDW
1 stop9h 59m
Frontier
Deal found 1/29![Frontier logo]()
$378
One-way flights from Chicago to FalmouthSearch for one-way flight options from Chicago to Falmouth. Find affordable one-way fares based on user searches. Data last updated Januar 31, 2026.
Search for one-way flight options from Chicago to Falmouth. Find affordable one-way fares based on user searches. Data last updated Januar 31, 2026.
This Super.com deal was found by Cheapflights users on 1/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti. 2/248:16 pm
ORD
- MBJ
1 stop14h 46m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$98
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti. 3/35:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$100
This Expedia deal was found by Cheapflights users on 1/31. 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.
ma. 2/235:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$103
This Expedia deal was found by Cheapflights users on 1/30. 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.
on. 2/255:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$104
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
on. 2/185:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$105
This Travelocity deal was found by Cheapflights users on 1/31. 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.
to. 2/195:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$107
This Super.com deal was found by Cheapflights users on 1/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sø. 2/225:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$110
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fr. 2/278:16 pm
ORD
- MBJ
1 stop14h 46m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$111
This Priceline deal was found by Cheapflights users on 1/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti. 3/245:05 am
ORD
- MBJ
1 stop6h 00m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lø. 2/288:16 pm
ORD
- MBJ
1 stop14h 46m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$114
This FlightHub deal was found by Cheapflights users on 1/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lø. 4/185:15 am
ORD
- MBJ
1 stop5h 47m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$116
This Expedia deal was found by Cheapflights users on 1/30. 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.
to. 3/58:16 pm
ORD
- MBJ
1 stop14h 46m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$117
Find flight deals from Chicago to Falmouth
Keep the following information in mind while searching for Chicago to Falmouth flight deals. Data was last updated Januar 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $363 (Priceline) |
One-way from | $98 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $529 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Falmouth 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 Januar 31, 2026.
Use the filters below to find and compare flights from Chicago to Falmouth that are best for you.
Fly from
Chicago
Fly to
Falmouth
Route
Depart
Return
Price
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
ti. 2/17
6:00 am-12:53 pm
1 stop5h 53m
Montego Bay Sangster Intl
ti. 2/24
12:20 pm-10:33 pm
1 stop11h 13m
$364
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
sø. 3/15
6:10 pm-11:05 am
1 stop16h 55m
Montego Bay Sangster Intl
sø. 3/22
12:00 pm-4:56 pm
2 stops28h 56m
$366
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
on. 3/18
6:10 pm-11:05 am
1 stop16h 55m
Montego Bay Sangster Intl
sø. 3/22
12:00 pm-11:17 am
1 stop23h 17m
$367
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
ti. 3/10
6:00 am-12:12 pm
1 stop6h 12m
Montego Bay Sangster Intl
on. 3/18
11:15 am-10:31 pm
1 stop11h 16m
$374
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
on. 3/11
6:00 am-3:28 pm
1 stop9h 28m
Montego Bay Sangster Intl
on. 3/18
11:15 am-10:31 pm
1 stop11h 16m
$374
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
ma. 2/16
6:05 am-1:00 pm
1 stop5h 55m
Montego Bay Sangster Intl
fr. 2/20
1:30 pm-10:45 pm
1 stop10h 15m
$376
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
sø. 3/22
8:58 pm-11:05 am
2 stops14h 07m
Montego Bay Sangster Intl
on. 3/25
12:00 pm-11:17 pm
1 stop11h 17m
$378
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
fr. 3/6
8:42 pm-12:02 pm
2 stops14h 20m
Montego Bay Sangster Intl
ma. 3/9
11:57 am-5:46 pm
2 stops29h 49m
$379
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
on. 2/18
6:50 am-2:10 pm
1 stop6h 20m
Montego Bay Sangster Intl
ti. 2/24
2:00 pm-10:05 pm
2 stops9h 05m
$381
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
sø. 3/15
6:10 pm-11:05 am
1 stop16h 55m
Montego Bay Sangster Intl
fr. 3/20
12:00 pm-12:22 am
2 stops36h 22m
$382
Showing 1-10 of 38 results
Best time to book a flight from Chicago to Falmouth
Have a flexible travel schedule? Discover the best time to fly to Falmouth from Chicago with our price prediction graph.
ORD-MBJ
MDW-MBJ
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 Falmouth
CHI-FL9
ORD-MBJ
MDW-MBJ
How far ahead should I book a flight from Chicago to Falmouth?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Falmouth. Price data was last updated on January 30, 2026.
The price you pay for your flight from Chicago to Falmouth may vary depending on when you book. For the best chance of a lower fare, look to book 28 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago to Falmouth?
Currently, January is the cheapest month in which you can book a flight from Chicago to Falmouth (average of $96). Flying from Chicago to Falmouth in July is currently the most expensive (average of $387). 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.
What is the cheapest time of day to fly from CHI to FL9?
Find hourly flight availability from Chicago to Falmouth. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated Januar 31, 2026.
When flying from Chicago to Falmouth, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How much does it cost to fly round-trip from Chicago to Falmouth?
Reviews of airlines servicing Falmouth
Get insights into the airlines that provide service to Falmouth. 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 Falmouth. Reviews last updated Januar 31, 2026.
See what other customers who have flown with Southwest, Delta, and United Airlines from Chicago to Falmouth have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Falmouth. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Chicago to Falmouth
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Chicago to Falmouth
Discover the top 6 airlines that operate flights from Chicago to Falmouth. 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 2,558,603 searches. Data last updated Januar 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$434 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$144 | Average$662 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$607 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$356 | Average$595 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$419 | Average$666 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$531 | Average$724 | FlexibilityNo cancel fee | On-time63% |