
Flight Deals from Illinois to Montego Bay from $344
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Top Deals on flights from Chicago to Montego Bay
Chicago, US (CHI) - Montego Bay, JM (MBJ)

Apr 24
Apr 25

May 1
May 2
as low as
$344
Chicago, US (CHI) - Montego Bay, JM (MBJ)

Apr 23
Apr 24

Apr 30
Apr 30
as low as
$366
Chicago, US (CHI) - Montego Bay, JM (MBJ)

Apr 24
Apr 24

May 1
May 1
as low as
$379
Chicago, US (CHI) - Montego Bay, JM (MBJ)

Apr 24
Apr 25

May 1
May 1
as low as
$383
Chicago, US (CHI) - Montego Bay, JM (MBJ)

Apr 25
Apr 26

Apr 30
May 1
as low as
$386
Chicago, US (CHI) - Montego Bay, JM (MBJ)

Apr 25
Apr 25

Apr 30
Apr 30
as low as
$391
Chicago, US (CHI) - Montego Bay, JM (MBJ)

Apr 28
Apr 28

May 1
May 1
as low as
$391
Chicago, US (CHI) - Montego Bay, JM (MBJ)

Apr 28
Apr 28

May 1
May 1
as low as
$406
Chicago, US (CHI) - Montego Bay, JM (MBJ)

Apr 25
Apr 26

May 2
May 2
as low as
$436
Chicago, US (CHI) - Montego Bay, JM (MBJ)

Apr 19
Apr 19

Apr 24
Apr 24
as low as
$437
Chicago, US (CHI) - Montego Bay, JM (MBJ)

Apr 21
Apr 22

Apr 24
Apr 24
as low as
$441
Chicago, US (CHI) - Montego Bay, JM (MBJ)

May 2
May 3

May 9
May 9
as low as
$441
Top Deals on flights from Peoria to Montego Bay
Peoria, US (PIA) - Montego Bay, JM (MBJ)

May 10
May 10

May 15
May 15
as low as
$421
Peoria, US (PIA) - Montego Bay, JM (MBJ)

May 10
May 11

May 15
May 16
as low as
$426
Peoria, US (PIA) - Montego Bay, JM (MBJ)

May 16
May 17

May 23
May 24
as low as
$426
Peoria, US (PIA) - Montego Bay, JM (MBJ)

May 10
May 10

May 15
May 16
as low as
$426
Peoria, US (PIA) - Montego Bay, JM (MBJ)

May 16
May 17

May 23
May 24
as low as
$426
Peoria, US (PIA) - Montego Bay, JM (MBJ)

May 10
May 11

May 15
May 16
as low as
$476
Peoria, US (PIA) - Montego Bay, JM (MBJ)

May 16
May 17

May 23
May 23
as low as
$481
Peoria, US (PIA) - Montego Bay, JM (MBJ)

May 16
May 17

May 23
May 23
as low as
$525
Peoria, US (PIA) - Montego Bay, JM (MBJ)

May 16
May 17

May 23
May 24
as low as
$566
Peoria, US (PIA) - Montego Bay, JM (MBJ)

May 16
May 16

May 23
May 23
as low as
$592
Top Deals on flights from Moline to Montego Bay
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 9

May 22
May 23
as low as
$519
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 8

May 22
May 23
as low as
$582
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 8

May 22
May 23
as low as
$582
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 9

May 22
May 22
as low as
$613
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 9

May 22
May 22
as low as
$613
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 9

May 22
May 22
as low as
$619
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 9

May 22
May 22
as low as
$623
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 9

May 22
May 22
as low as
$623
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 9

May 22
May 22
as low as
$624
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 9

May 22
May 22
as low as
$624
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 9

May 22
May 22
as low as
$666
Moline, US (MLI) - Montego Bay, JM (MBJ)

May 8
May 9

May 22
May 22
as low as
$666
Top Deals on flights from Bloomington to Montego Bay
Bloomington, US (BMI) - Montego Bay, JM (MBJ)

Aug 18
Aug 19

Sep 1
Sep 2
as low as
$1128
Bloomington, US (BMI) - Montego Bay, JM (MBJ)

Aug 18
Aug 18

Sep 1
Sep 2
as low as
$2721
Bloomington, US (BMI) - Montego Bay, JM (MBJ)

Aug 18
Aug 18

Sep 1
Sep 2
as low as
$2721
Bloomington, US (BMI) - Montego Bay, JM (MBJ)

Aug 18
Aug 19

Sep 1
Sep 2
as low as
$2721
Top Deals on flights from Champaign to Montego Bay
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 13

May 27
May 28
as low as
$624
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 13

May 27
May 28
as low as
$624
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 13

May 27
May 27
as low as
$624
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 13

May 27
May 28
as low as
$624
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 14

May 27
May 28
as low as
$642
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 14

May 27
May 28
as low as
$642
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 14

May 27
May 28
as low as
$642
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 14

May 27
May 27
as low as
$660
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 14

May 27
May 28
as low as
$673
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 13

May 27
May 28
as low as
$678
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 13

May 27
May 28
as low as
$678
Champaign, US (CMI) - Montego Bay, JM (MBJ)

May 13
May 14

May 27
May 27
as low as
$687
Top Deals on flights from Springfield to Montego Bay
Springfield, US (SPI) - Montego Bay, JM (MBJ)

Apr 28
Apr 28

May 12
May 13
as low as
$431
Springfield, US (SPI) - Montego Bay, JM (MBJ)

Apr 28
Apr 28

May 12
May 13
as low as
$431
Springfield, US (SPI) - Montego Bay, JM (MBJ)

Apr 28
Apr 28

May 12
May 13
as low as
$434
Springfield, US (SPI) - Montego Bay, JM (MBJ)

Apr 28
Apr 28

May 12
May 13
as low as
$434
Springfield, US (SPI) - Montego Bay, JM (MBJ)

Apr 28
Apr 29

May 12
May 13
as low as
$533
Top Deals on flights from Decatur to Montego Bay
Decatur, US (DEC) - Montego Bay, JM (MBJ)

May 1
May 2

May 8
May 9
as low as
$554
Decatur, US (DEC) - Montego Bay, JM (MBJ)

May 1
May 2

May 8
May 9
as low as
$554
Decatur, US (DEC) - Montego Bay, JM (MBJ)

May 1
May 2

May 8
May 9
as low as
$637
Decatur, US (DEC) - Montego Bay, JM (MBJ)

May 1
May 2

May 8
May 9
as low as
$663
Top Deals on flights from Marion to Montego Bay
Marion, US (MWA) - Montego Bay, JM (MBJ)

May 1
May 2

May 8
May 9
as low as
$3891
Marion, US (MWA) - Montego Bay, JM (MBJ)

May 1
May 2

May 8
May 9
as low as
$3891
Top Deals on flights from Quincy to Montego Bay
Quincy, US (UIN) - Montego Bay, JM (MBJ)

May 2
May 3

May 9
May 10
as low as
$3798
Quincy, US (UIN) - Montego Bay, JM (MBJ)

May 2
May 3

May 9
May 10
as low as
$3798
Quincy, US (UIN) - Montego Bay, JM (MBJ)

May 2
May 3

May 9
May 10
as low as
$3798
Good to Know
Essential information to help you plan your flight from Illinois to Montego Bay
Flights from Chicago to Montego Bay are cheapest in early May and most expensive during late December, with significant variations throughout the year.
When considering flights from Chicago to Montego Bay, you'll find that prices fluctuate throughout the year. The peak season occurs mainly in late December, with prices soaring and hitting their highest point around December 25. In contrast, you can find the lowest prices in early May, just before the surge of summer travel. Generally, expect higher fares from mid-March to early April, as well as in late December. Lower rates can typically be found between early January and mid-April, offering significant savings compared to the busy months, which can see fares exceed $800.
Book your flight from Chicago to Montego Bay 70 to 78 days in advance for the best prices; costs rise significantly closer to departure.
For your trip from Chicago to Montego Bay, the best time to buy your flight is between 70 to 78 days before departure, when prices hover around $407. Booking earlier can lead to higher costs, reaching up to $526, while waiting until 68 days may see prices rise steadily from $415 to around $580 as the departure date nears. Therefore, if your trip is less than 68 days away, it is advisable to book quickly, as prices are likely to climb significantly as the departure approaches.
