Find flights
When to book
FAQs & Tips
Airlines
Deals

Find cheap flights from Jamaica to Illinois from $147

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jamaica to Illinois departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 6/7
Fri 6/14

Search hundreds of travel sites at once for deals on flights to Illinois

In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Good to know

Low season

January

High season

May

Cheapest flight

$147
Best time to beat the crowds but there is an average 40% increase in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Montego Bay to Chicago Midway Airport

FAQs for booking flights from Jamaica to Illinois

  • How does KAYAK find such low prices on flights from Jamaica to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Jamaica to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Jamaica to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Illinois from Jamaica is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Jamaica to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Illinois with an airline and back to Jamaica with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Jamaica to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Illinois from Jamaica up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Jamaica to Illinois

 
Need help choosing which airline to fly with from Jamaica to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Caribbean AirlinesOverall score based on 187 reviews
8.2Boarding
8.3Crew
6.7Food
6.7Entertainment
7.6Comfort
Airline reviews

There was no music on the flights unless you came with your headset.

10.0 Excellentsusan, Apr 2024MIA - POS
Read more about Caribbean Airlines reviews

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Checking in online still requires going on the physical check in line

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

The CX617 from HK to BKK was delayed more than 1.5 hours.

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

I liked the early check in. Flight was a bit bumpy due yo weather. Overall, everything went well.

Limited snack options cause the snack vendor was on strike

The experience was generally above average. The only downside was the absence of WiFi during my flight from Vancouver to San Francisco.

I was appalled to have to pay for just a regular seat when I went to book 24 hrs before my flight! Because it was only an hour flight I didn’t choose a seat from Grand Junction to Denver, but I did for Toronto and had to pay just to choose a regular available seat! In my 60+ years of flying this was the first time I have heard of this. Also, allowing people to bring on “huge “ suitcases, not carry on size, but much bigger, and then a large pack pack stuffed. So they take up all the room in the overhead bins and if we are later boarding, there is no room so we have to check our small carry on. I have already paid for and checked in one bag! I certainly will not choose to fly with United again unless it is the “only” airline available!

on demand entertainment in seat back awesome Check in Kiosk too demanding with endless demand for more information information then says go to counter. Counter agent unfriendly. Do it yourself check in luggage procedure not intuitive, upset employees frustrated the whole procedure.

It was an excellent experience, traveling from Toronto to Denver with United.

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

Flight was delayed, I had to put my luggage all the way in the back! They served only a beverage no snack on the way in Air Canada, definitely not a good first impression.

Fresh fuit or veg snacks would be so great, but there are two good restaurants in Denver airport. Try Etais UDIS or Freshens DIA for nutritious delicious pita sandwiches/ donairs and crepes in Freshens.

Crowded plane but it flew on time and had friendly staff

Pros: "Ok crew and good enough planes. I was on a short flight, so I didn’t mind. Just know what you are getting, budget airlines with little or no service."
Cons: "too many to list"

Book cheap flights from Jamaica to Illinois

Recent round-trip flight deals

5/14Tue
1 stopFrontier
8h 55mMBJ-ORD
5/21Tue
1 stopFrontier
6h 28mORD-MBJ
$192
5/14Tue
2 stopsFrontier
16h 27mMBJ-ORD
5/21Tue
1 stopFrontier
6h 28mORD-MBJ
$237
5/31Fri
1 stopSpirit Airlines
28h 55mMBJ-ORD
9/16Mon
1 stopSpirit Airlines
25h 08mORD-MBJ
$254
5/15Wed
1 stopSpirit Airlines
10h 51mMBJ-ORD
9/4Wed
1 stopSpirit Airlines
6h 41mORD-MBJ
$266
7/4Thu
1 stop
25h 08mMBJ-ORD
9/10Tue
1 stop
6h 41mORD-MBJ
$327
5/15Wed
nonstopAmerican Airlines
4h 30mMBJ-ORD
9/2Mon
nonstopAmerican Airlines
4h 00mORD-MBJ
$357
7/4Thu
nonstopAmerican Airlines
4h 30mMBJ-ORD
9/10Tue
1 stopAmerican Airlines
9h 29mORD-MBJ
$360
6/1Sat
2 stops
11h 24mMBJ-MDW
9/14Sat
1 stop
9h 13mMDW-MBJ
$366
7/4Thu
2 stopsDelta
15h 46mMBJ-MDW
9/10Tue
1 stopDelta
5h 36mMDW-MBJ
$501
5/15Wed
2 stopsDelta
14h 41mMBJ-ORD
9/2Mon
2 stopsDelta
16h 01mORD-MBJ
$503

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/14Tue
1 stopFrontier
10h 43mMBJ-MDW
$147
5/18Sat
1 stopFrontier
13h 29mMBJ-MDW
$170
5/15Wed
1 stopSpirit Airlines
10h 51mMBJ-ORD
$177
6/5Wed
1 stopSpirit Airlines
10h 27mKIN-ORD
$207
5/29Wed
2 stops
30h 57mMBJ-MDW
$214
5/13Mon
nonstopAmerican Airlines
4h 30mMBJ-ORD
$221
5/12Sun
1 stopCopa Airlines
12h 11mMBJ-ORD
$222
5/25Sat
2 stops
17h 10mMBJ-ORD
$237
6/2Sun
2 stopsAmerican Airlines
13h 26mKIN-ORD
$278
7/7Sun
1 stopCopa Airlines
25h 00mMBJ-ORD
$474

Search by stops

Search by airline

Search by price

Last minute flights to Illinois

Last minute flight, train and bus deals

5/9Thu
multi-stopUnited Airlines
17h 10mMBJ-ORD
5/11Sat
nonstopUnited Airlines
4h 00mORD-MBJ
$367
5/9Thu
multi-stopUnited Airlines
9h 37mMBJ-ORD
5/11Sat
multi-stopUnited Airlines
16h 55mORD-MBJ
$372
5/9Thu
nonstopAmerican Airlines
4h 30mMBJ-ORD
5/11Sat
nonstopAmerican Airlines
4h 00mORD-MBJ
$437
5/9Thu
nonstopAmerican Airlines
4h 30mMBJ-ORD
5/11Sat
nonstopAmerican Airlines
4h 00mORD-MBJ
$518
5/10Fri
multi-stopSpirit Airlines
11h 03mKIN-ORD
5/14Tue
multi-stopSpirit Airlines
16h 45mORD-KIN
$532
5/9Thu
multi-stopAmerican Airlines
10h 54mMBJ-ORD
5/11Sat
multi-stopAmerican Airlines
7h 25mORD-MBJ
$534
5/10Fri
multi-stopSpirit Airlines
11h 03mKIN-ORD
5/14Tue
multi-stopSpirit Airlines
16h 45mORD-KIN
$572
5/9Thu
multi-stopAmerican Airlines
10h 54mMBJ-ORD
5/11Sat
multi-stopAmerican Airlines
7h 00mORD-MBJ
$581
5/10Fri
multi-stopSpirit Airlines
11h 03mKIN-ORD
5/14Tue
multi-stopSpirit Airlines
14h 00mORD-KIN
$647
5/10Fri
multi-stopSpirit Airlines
11h 03mKIN-ORD
5/14Tue
multi-stopSpirit Airlines
14h 00mORD-KIN
$657

Search by stops

Search by airline

Search by price

Flights to Illinois

Return flight deals:

Illinois - Jamaica

Cabin classes:

$1,151
$2,633
$330