CHI - MBJ

$155 Find Cheap Flights from Chicago to Montego Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Montego Bay departing on 8/9. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Montego Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Montego Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Montego Bay, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$353
Typical prices: $759-$444
JetBlue
Tue 11/3Tue 11/10
ORD - MBJ • 1 stop
Cheapest non-stop
$408
Typical prices: $557-$401
American Airlines
Sun 8/9Wed 8/19
ORD - MBJ • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
American Main Cabin Extra and United Economy Plus add comfort on this route.
Download the airline app on American or United; some planes lack seatback screens.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $353 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 4h 07m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 16% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $309 (round-trip)
Shortest trip • 5h 55m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 33% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Montego Bay!
Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Chicago to Montego Bay (CHI-MBJ)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Montego Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Montego Bay

Tue, Nov 3 - Tue, Nov 10
JetBlue Logo
7:00 am - 2:54 pm
ORD
-
MBJ
6h 54m
1 stop
JetBlue Logo
2:00 pm - 11:44 pm
MBJ
-
ORD
10h 44m
1 stop
$353JetBlue
Sun, Sep 27 - Thu, Oct 1
JetBlue Logo
6:00 am - 12:03 pm
ORD
-
MBJ
6h 03m
1 stop
JetBlue Logo
3:00 pm - 11:31 pm
MBJ
-
ORD
8h 31m
1 stop
$354JetBlue
Fri, Aug 28 - Mon, Aug 31
JetBlue Logo
7:00 am - 5:33 pm
ORD
-
MBJ
10h 33m
1 stop
JetBlue Logo
12:55 pm - 11:44 pm
MBJ
-
ORD
10h 49m
1 stop
$355JetBlue
Fri, Aug 21 - Tue, Aug 25
JetBlue Logo
7:00 am - 5:33 pm
ORD
-
MBJ
10h 33m
1 stop
JetBlue Logo
12:55 pm - 11:44 pm
MBJ
-
ORD
10h 49m
1 stop
$369JetBlue
Sun, Aug 23 - Thu, Aug 27
Delta Logo
5:30 am - 11:44 am
ORD
-
MBJ
6h 14m
1 stop
Delta Logo
4:59 pm - 8:44 am
MBJ
-
ORD
15h 45m
1 stop
$377Delta
Sun, Aug 23 - Thu, Aug 27
Delta Logo
7:30 pm - 3:34 pm
ORD
-
MBJ
20h 04m
2 stops
Delta Logo
4:59 pm - 7:56 am
MBJ
-
ORD
14h 57m
2 stops
$394Delta
Sun, Aug 9 - Wed, Aug 19
Southwest Logo
5:10 am - 1:30 pm
MDW
-
MBJ
8h 20m
1 stop
Southwest Logo
2:10 pm - 9:00 pm
MBJ
-
MDW
6h 50m
1 stop
$422Southwest
Sun, Aug 23 - Thu, Aug 27
Southwest Logo
5:10 am - 11:45 am
MDW
-
MBJ
6h 35m
1 stop
Southwest Logo
2:15 pm - 10:40 pm
MBJ
-
MDW
8h 25m
1 stop
$436Southwest
Fri, Aug 21 - Tue, Aug 25
Frontier Logo
6:00 am - 12:21 pm
MDW
-
MBJ
6h 21m
1 stop
Frontier Logo
1:26 pm - 10:11 pm
MBJ
-
MDW
8h 45m
1 stop
$472Frontier
Tue, Jul 21 - Sun, Aug 9
Frontier Logo
6:05 am - 12:27 pm
MDW
-
MBJ
6h 22m
1 stop
Frontier Logo
1:39 pm - 9:51 am
MBJ
-
MDW
20h 12m
1 stop
$491Frontier
Booking Insights

KAYAK's insights & trends for Chicago to Montego Bay flights

Get data-powered insights and trends into flights from Chicago to Montego Bay to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Montego Bay?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Montego Bay departing in November.

What is the cheapest Chicago to Montego Bay flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Montego Bay costs $337 on the route between Chicago O'Hare Intl Airport (ORD) and Montego Bay (MBJ). Over the past month, this route was, on average, 16% cheaper than other Chicago-Montego Bay routes. It is also the most popular route.

What’s the cheapest day of the week to fly from Chicago to Montego Bay?

The average price of all round-trip flights from Chicago to Montego Bay clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Montego Bay on a Tuesday and more expensive on a Thursday. On your return trip to Chicago, you should consider flying back on a Thursday, and avoid Fridays for better deals.

What is the cheapest month to fly from Chicago to Montego Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Montego Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Montego Bay is August, where tickets cost $111 (return) on average. On the other hand, the most expensive months are September and April, where the average cost of round-trip tickets is $238 and $214 respectively.

Can I save money by flying with a layover from Chicago to Montego Bay?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $495, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago to Montego Bay?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Montego Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Montego Bay, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Montego Bay

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Bill Fink

Bill Fink

Expert on MBJ

Bill is an award-winning travel writer with extensive credits covering airlines and the aviation industry for publications including AARP, AFAR, The Points Guy and Yahoo. Based in Portland, Oregon, Bill has traveled to more than 75 countries - and been late for his flight in most of them. He once achieved top-level frequent flier status for all of American, Delta and United Airlines during a single year.

Good to know

Low seasonSeptember
Cheapest flight$155
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Chicago O'Hare Airport to Montego Bay

When to book flights from Chicago to Montego Bay

Are your dates flexible? Find out the best times to travel from Chicago to Montego Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Montego Bay

  • What other cities can I visit during my trip to Montego Bay from Chicago?

    You can explore a number of cities in Jamaica when you land at Sangster International Airport in Montego Bay. Some of the cities to consider visiting include Anchovy, Sandy Bay, and Cambridge. Buses provide affordable and convenient means of connecting to these cities from Montego Bay.

  • What is the best way to connect from Sangster International Airport to Montego Bay city center?

    Taxis offer the fastest and most reliable means of transport for travelers from Sangster International Airport to Montego Bay city center. The taxis are available at the airport's parking lot, located immediately after the baggage claim area. In light traffic, a taxi ride to the city center from the airport will take about 10 minutes.

  • Which airline should I use when flying from Chicago to Montego Bay with kids?

    Consider using either American Airlines or Delta Airlines any time you fly from Chicago to Montego Bay. Using American Airlines reduce the time you spend with your kids in the air before arriving at Montego Bay. You will get to your destination in good time before your kids get tired and develop discomfort. If you use Delta Airlines, you and your kids will enjoy traveling comfortably in spacious seats with extra legroom.

  • Are there car rentals at Sangster International Airport?

    Yes. There is an on-site car rental facility at Sangster International airport. This enhances the convenience of those who want to rent a car and enjoy self-drive from the airport to their preferred destination in Montego Bay. The car rental facility features Hertz, Enterprise, Avis, Budget, and other car rentals and is located inside the Arrivals Hall.

  • What is the cheapest flight from Chicago to Montego Bay?

    In the last 5 days, the lowest price for a flight from Chicago to Montego Bay was $155 for a one-way ticket and $353 for a round-trip.

  • Do I need a passport to fly between Chicago and Montego Bay?

    Yes

  • Which airports will I be using when flying from Chicago to Montego Bay?

    Chicago is served by 2 major airports and there is only 1 main airport in Montego Bay. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Montego Bay Sangster Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Montego Bay?

    American Airlines, JetBlue, and Alaska Airlines offer inflight Wi-Fi service on the Chicago to Montego Bay flight route.

  • Which aircraft models fly most regularly from Chicago to Montego Bay?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to Montego Bay flight route.

  • Which airline alliances offer flights from Chicago to Montego Bay?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Montego Bay, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Montego Bay?

    There are nonstop flights from Chicago to Montego Bay on a daily basis.

  • Which is the best airline for flights from Chicago to Montego Bay, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Montego Bay are Southwest and Delta. With an average price for the route of $618 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $482 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Chicago to Montego Bay?

    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 Chicago to Montego Bay.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Montego Bay from Chicago 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 Chicago to Montego Bay?

    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 Montego Bay with an airline and back to Chicago with another airline.

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

    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 Montego Bay from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Montego Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $148 or less one-way and $450 or less round-trip.
  • Most flights from Chicago to Montego Bay have Chicago O'Hare International airport (ORD) as the departure station. It is easier for travelers to access this airport from any point in Chicago compared to other airports in the city. Having the highest number of daily flights to Montego Bay, travelers will certainly get a flight that is suitable to their schedule.
  • Sangster International Airport (MBJ) serves as the arrival airport for quite a number of flights from Chicago to Montego Bay. The airport offers several transport options, including buses, taxis, airport shuttles, and car rentals, for travelers arriving at the airport. Compared to other airports in Montego Bay, it is easier to connect from MBJ to various destinations in the city.
  • Are you worried about your flight from Chicago arriving in Montego Bay late at night? Worry no more. Once you deplane, head straight to The Blue Orchid, one of the hotels closest to the airport, where you can spend the rest of the night. You can safely connect to the hotel using its free airport shuttles, which operate on a 24h basis.
  • The best way to connect from Chicago downtown to Chicago O'Hare International Airport is the use of Rapid Transit Trains. This saves you from the traffic in Chicago, which can be quite terrible during the morning rush hour. The L trains provide nonstop train rides from downtown Chicago to ORD, taking about 20 minutes to arrive at the airport.
  • If you want to catch up with the earliest flight from Chicago to Montego Bay, consider spending your night in one of the hotels near the ORD Airport. For instance, if you spend the night at Hilton Chicago O'Hare Airport, which is about 0.3 miles from the airport, you will have greater convenience accessing the airport in the morning.

Prefer to fly direct from Chicago to Montego Bay?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Montego Bay Sangster Intl.
Find which airlines fly direct from Chicago to Montego Bay Sangster Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to Montego Bay Sangster Intl

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Montego Bay Sangster Intl to Chicago

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest

American Airlines,Southwest

See more direct flights

Reviews of the top 5 airlines serving from Chicago to Montego Bay

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Montego Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Montego Bay? 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
SouthwestOverall score based on 4235 reviews
8.0Comfort
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

Everything you need to know for your flight from Chicago to Montego Bay

Information on your arrival and departure airports