Find cheap flights from Chicago to Road Town

CHI - EIS

Find cheap flights from Chicago to Road Town

Round-trip
Economy
Chicago (CHI)
Road Town Beef Island
Wed 12/2
Wed 12/9
Any month
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Good to know

Low season

October Best time to beat the crowds with an average 27% drop in price.

High season

March Most popular time to fly with an average 26% increase in price.

Average price round-trip

$847 (avg. price over the last 2 weeks)

Good deal round-trip

$682 or less

Good deal one-way

$502 or less

When to book flights from Chicago to Road Town

Estimated round-trip price
Average price per month

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $502 or less one-way and $682 or less round-trip.
  • High season is considered to be February, March and April. The cheapest month to fly is October.
  • Morning departure is around 12% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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Top airlines flying Chicago to Road Town Beef Island

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,802 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Great crew."
Cons: "Nothing!"

Pros: "Plenty of room."
Cons: "Heavier snacks."

Pros: "Old aircraft showing its age."

Cons: "They lost my bags. Unacceptable"

Cons: "Seats are small and not good for one's neck"

Cons: "The cabin temperature was very hot"

Pros: "Fast service and precise timing"

Pros: "The crew was beautiful and very hospitable and friendly. Loved the movies on board and snacks."
Cons: "Nothing, Delta is the best!"

Pros: "In flight entertainment"
Cons: "The plane was very hot."

Pros: "The crew was okay. Seat was uncomfortable. Fold down table was broken."
Cons: "Delayed several times. switched to a later flight hoping that flight would not be delayed. That flight was delayed. I had to sit on the plane for over an hour before we took off. Didn’t make it to Chattanooga until almost12 am. hoping to fly delta for next trip to Dominican Rep. but now I’m unsure"

Pros: "Nothing"
Cons: "Everything"

Cons: "Wifi didn't work"

Cons: "More leg room and seat width. I don’t like having other passengers pressed against me."

Pros: "The seat was horribly crunched, especially for the 6'4" guy sitting next to me"
Cons: "the only complaint is the inadequate space in the seat for 9 hours. In the connection flight from Detroit to Denver I sat in Comfort + and it was great."

Cons: "Was refused to use the 1st clas restrooms but 10 minutes layer the flight attendant allowed an older gentleman and a lady to use them. I was in 10A with my service dog"

Pros: "Fine, courteous"

Cons: "At least one hour late"

Pros: "I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying."

Pros: "No issues"

Pros: "Crew"

Pros: "Flight attendants we were very nice and efficient. Flight was short"

Pros: "Inflight Service is great"

Pros: "Airline and airport staff were great"
Cons: "There was no time to eat. Nothing other than snacks. The time allotted was *barely* sufficient to get from gate to gate. We were starving when we got to our destination."

Pros: "The longer leg space"
Cons: "Again, I can not understand why the airlines have to narrow the seats so much..."

Pros: "The crew at the airport was very courteous and helpful."
Cons: "No food; not even offered water; I asked a Delta employee about our seats and she was very unprofessional (mind you I'm traveling with kids and my boarding pass said that seats were to be assigned at the gate)."

Pros: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos, please reimburse on the credit card"
Cons: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos of the studio and musicians"

Pros: "Easy to boar, no delay and arrived on time"
Cons: "One of the flight attendant was a little rude to some passengers."

Pros: "I love Delta, especially their newer planes that have screens in the backs of headrests and free movies."
Cons: "Leg room is never enough. I'm 6'1"."

Cons: "They cancelled the flight 30 mins before the flight"

Cons: "Boarding was not smooth. They got me and my son mixed up as we have same name."

Cons: "That most of the seats do not recline do they could sell more seats."

Pros: "The temp"
Cons: "It was too hot."

Cons: "Small plane"

Pros: "Professionalism"

Pros: "Crew was friendly and helpful. We got a free dinner with wine and free breakfast. Everyone got pillows and blankets."

Pros: "Delta employees knew what they were doing in PV"
Cons: "N/A"

Pros: "Nothing"
Cons: "Employees at the Atlanta airport have a SERIOUS chip on their shoulders. Just when you thought seats couldn't get any smaller or closer together. Paid for priority boarding but the boarding pass still said zone 3. Employees could care less."

Pros: "Getting on board was smooth and efficient. Service was friendly on flight. Arrived on time."
Cons: "Not applicable."

Cons: "So so food. Terrible delay leaving Beijing. Gatemoccupied in SEA."

Pros: "I appreciated the helpfulness of the crew."
Cons: "On the flight to Kansas City we had movie screens which spoiled me and made me think we would have them on the way back to Atlanta."

Pros: "Left reasonably on time, arrived a bit early, able to find overhead storage for my roll-on, even boarding in Zone 3"
Cons: "Very tightly packed; minimal comfort for the flight."

Pros: "Pretty much nothing related to the entertainment system... It is nice that you can play movies for free over WiFi on your phone or tablet (since the in-seat system simply didn't work...), but, bizarrely, the WiFi movie selection was different from (and substantially smaller than) the seat movie selection. What's that about? And the WiFi movie scheme is way more painful than it needs to be, requiring you "check out" movies using your web browser, then switch to a separate app to actually watch the movies. Clearly the product of a company mindset whose ONLY concern is "can we check some box", with absolutely no interest in "how can we delight our customers?""
Cons: "So we get the same entertainment system all these flights use: some ghastly totally non-optimized Linux setup that was rebooted three times during the flight, took 20 minutes for each reboot, and never worked correctly after any of the reboots. (The only movie my system would ever play was the very first one, and none of the on-screen controls worked. The seat next door could choose multiple movies, but each movie froze after 40 minutes). The amazing thing is: why don't they just install a damn iPad mini or Android equivalent in the back of each seat? Would be lighter than what they have today and would work FAR better. You'd need some co-ordinating/provisioning software to provide for OTA announcements and movie updates, but basically it's not that hard... At the very least, hire a Linux-head to optimize your startup scripts! It's just sad to see this 20 minute startup process (all dumped on the screen) with its constant repetition of time-wasting startup steps that just generate errors on this plane's particular hardware setup..."

Pros: "Over all was okay, but when we all boarded the plane, they last minute said the pilot would be late, and delayed our flight for almost 2 hours. We were almost late to our next flight in Minneapolis to Raleigh which was also pretty upsetting. But, the service was decent, we didn't order any food besides the free complimentary drink & snack and the entertainment was very good. There was a wide range of films, shows, and podcasts to watch."
Cons: "Management was very bad- Delta screwed up really bad"

Pros: "They had good movies"
Cons: "I'm not sure if this staff is exhausted or just over there job, but they cow towed to a woman who made major complaints about the air conditioning and even gave her points to help her deal with the temperature. Strange. They were only gold stays and I'm only Platinum and didn't complain once. Oh well, that's delta, we all deal with their silence when we post anything that is unfair."

Pros: "Very friendly flight crew."
Cons: "LaGuardia is always delayed...this time was only about 15 minutes."

Pros: "The crew was nice"
Cons: "I didn't like the fact that I didn't get my luggage with me when I arrived to casablanca as I lived 4 hours away from the casablanca. I have to come back the next day to get my luggage. I was very mad about it.plus I noticed one of my luggage has been damaged so now I have to buy another one because I can t use it. It was disgusting."

Pros: "Plane took off and arrived on time"
Cons: "Seats are terrible with not enough leg room. My knees were pushed up into the seat ahead with no room to reposition or move."

Pros: "The flight crew was nice and polite. They served drinks and snacks in a timely manner while on the flight."
Cons: "Flight was scheduled to leave early, the plane arrived, but they couldn't turn the plane around fast enough. We left the gat late, then pilot said we would still be arriving half an hour early. We arrived about 45 minutes late, and that was a problem because our connecting flight was due to depart now in 15 minutes. Lightning forced the airport to shutdown, which was great, we had a chance to catch our flight, but we were stuck in the airplane, and we couldn't get to our gate until the all-clear. I know this is not Delta's fault, but they did arrive quite late on a flight that, according to them, would be early. They also never communicated to the other flight that there were several passengers catching that connection. So by the time we had ran to catch our connection they had closed the ramp. Lightning hit again, and they shutdown the airport once again, so the airplane was still at the gate for about an hour, and they did not allow the 20+ passengers to board that plane, which was right there. So frustrating. The only thing that saved it was that our new flight was the new airbus, and although it left an hour and a half later, the comfort level was phenomenal."

Pros: "We got to change seats because flight wasn't full!"
Cons: "Delays and not enough seats in gate area"

Pros: "The econmy class seat was just fine for a cross atlantic flight from Chicago to Paris and I am almost 60! Good entertainment and service. Seats were comfortable. Language was not a barrier. Good value because it was non-stop and a no hassle plane changing circus! Thanks."
Cons: "Food was airline style and could have used some fresh fruits and bakery goods. But overall it was very passable."

Pros: "The crew and captain were amazing dealing with us during a terrible, late night delay. They constantly kept us updated about what was happening and were constantly walking around to ensure all of our needs were met."
Cons: "The plane was absolutely horrible. Two bathrooms and the in-flight entertainment did not work as well as most reading lights. A door sensor wasn't working correctly which cost us another hour of waiting for a technician to come and repair/reset the sensor."

Cons: "No help, and after hold of 45 min, representative hang up on me. I lost a ticket because of very bad customer service!"

Pros: "Nothing"
Cons: "Over 4 hours of delays including on plane then everyone was kicked off. We waited more and they cancelled the whole flight and everyone had to scramble to get on anything available. I lost 28 hours of my vacation. They put us in a scary hotel in Chicago. I received a $200 voucher for further flights that doesn't even cover the cost of my unrefundable expenses such as car, hotel and tickets that were lost on my vacation."

Cons: "The next time I'm going to drive to Chicago to save $500.00 or more on my trip to South America or use a different airline."

Pros: "On time"
Cons: "Uncomfortable seats and lights left on so I couldn't sleep."

Pros: "There was a good entertainment system with a lot of new options."
Cons: "My itinerary said I fly on Brussels Airlines on a specific flight number. I went to the international terminal to discover it is not there. I then asked multiple aiport staff members if they heard of Brussels Airlines and they said they did not. One person said it may be terminal 1, so I went there based on very little information and with hopes it would be there. I got to terminal 1 to discover there is no Brussels Airlines. I walked to Lufthansa because my return flight is through them, but it was not there either. At this point I have 45 min to make it through security and board, and no one can tell me where Brussels Airlines is. The good news is the flight was delayed, and I got an email from United Airlines with the flight status. This is the first time I was contacted by United and there was a completly different flight number than the itinerary. United should be more clear on the airline and terminal information for international flights!"

Pros: "was upgraded"
Cons: "nothing"

Cons: "small video monitor"

Pros: "Didn't think my seat was too comfortable. Had to sit on my neck pillow. But flight was on time. Crew friendly."

Pros: "Nice crew"
Cons: "Horrible plane, old and not comfortable at all. Little entertainment to choose from and the technology on the plane was horrible. No healthy food options, won't fly United internationally again"

Pros: "That transportation was available in Chicago."
Cons: "No problems."

Pros: "Boa 're ding good"
Cons: "Lights on in plane all time american keeps lights dim so people rest"

Pros: "Lufthansa fueron súper amables. Todo bien agradable. Buena comida."

Pros: "On time, courteous & caring flight attendant & desk staff. Unable to understand pilot or first officer's PA announcements...language & microphone issues. Airplane is severely cramped so flight was uncomfortable."
Cons: "See above"

Pros: "All services where very good from check in to arrival In L.A."
Cons: "There wasn't anything I didn't like."

Pros: "The older planes of United Airlines could use some remodeling. The entertainment system with controls in the middle of the arm rest where the elbow rests is such a bad idea, didn't even bother with this crappy unintuitive system. It was annoying and flashy with bright advertisements or something popping up on a night time flight just sooooooo annoying, turning it off was not intuitive and had to ask the flight attendants how to turn it off during their very busy work of handing out packages with five miniature pretzels and drinks to the passengers, was happy to get a whole cab of juice to myself though."

Pros: "Polite crew"
Cons: "Food."

Cons: "How they canceled one of my flights just as I landed at my layover for that flight when I look back at Boston they had a direct flight ready for my destination. Very poor management I was stuck in Chicago with no money or food for hours then after they start boarding for my new flight they tell me that I may not be able to get on even with ticket in hand. It was a joke and very stressful"

Pros: "The gate at the Chicago airport was well designed. There was a line for each boarding group, and you could line up early. This is particularly effective for some Asian flights, which can sometimes be chaotic with many different nationalities all lining up."

Pros: "I broke my arm and all of the gate agents were wonderful trying and succeeding in getting me A seats for my comfort."

Pros: "Entertainment options"
Cons: "United chamged our arrival gate without a crew to man the jet way. So we sat for 20 mins this missing our connection flight."

Pros: "Good selection of entertainment."

Pros: "Flight from Calgary to Chicago was excellent!"

Pros: "-Complimentary Snack and beverage -Can pick your seats when booking -Changing Tables in restrooms -Entertainment options -Early boarding for families with small children"
Cons: "-Free Soda but charged for water -Had confirmed seats but then our party with 2 toddlers got split up -Semi convenient( rather small could hardly fit a 1 year old) changing table but then flight attendants threw a fit when a stinky diaper was changed in there. -Had to have special programs on device to even play anything, thought I had everything on for return flight to watch movies but nope still needed something extra Wifi only works for United App and Website -Waiting in the shorter line to preboard with our 2 toddlers only to be cut off by a Global Travel Program(?) family with 15+ people"

Pros: "Bigger plane more smooth ride the pizza was excellent"
Cons: "The running to the next plane in 15 min because of the delay the landing was hard"

Pros: "The flight attendant was really Nice"
Cons: "The agent at the gate were not helpful, we somehow got seats at opposite ends of the plane. Rowm17 and row 40."

Pros: "United got me from point A to point B"
Cons: "Crew was rude, not just to me, but to other patrons. Flight was packed going and the man scanning boarding passes spoke to those of us asking simple questions as if we were stupid and defiant. Was he a prison guard in his previous job? On the way to Newark, I had an aisle seat. One of the stewardesses blazed by me with a cart ramming it into my shoulder without so much as a, "sorry." I'm not a big woman but maybe as I dozed off I leaned over a bit...There is no way she didn't feel her cart hit me. Rudeness, it seems is a part of the culture at United because the flight attendants coming back squeezed past the long line for the bathroom without saying, "excuse me." They did however, say, "I need to get by," and one of them brushed by the gentlemen sitting next to me and bumped his laptop and coffee. Overall it seems that the crew working these particular United flights have forgotten that we pay hard earned money to fly. Some of us are going on vacation, to see loved ones, and some are flying to deal with unpleasant circumstances. The staff may fly several times a day, but most passengers do not. There's a lot of prep and anxiety, that goes into taking a flight and a surly flight crew multiplies that anxiety. No one wants to fly with a crew that hates their job."

Pros: "The flight itself was ok."
Cons: "They have lost my bags. I won't receive them till Friday."

Pros: "It was uneventful during the flight."
Cons: "It was very late due to weather in Chicago so we missed our train in Paris. But otherwise great flight."

Pros: "The flight overall was great, easy to board and de-board, and a smooth process from start to finish."
Cons: "Connecting to the in-flight wi-fi to watch movies and tv shows was nearly impossible."

Pros: "Loved that it was an empty flight"

Pros: "The service was good"

Pros: "Friendly flight attendants, helpful staff at the ticket counter."
Cons: "Unable to check into both legs of my flight even though Air Canada used United for the first leg."

Pros: "The crew was doing their work well."
Cons: "At the boarding gate over 30 people were in line to get a seat number. I thought I had successfully selected my aisle seat online but was arbitrarily given a middle seat. I tend to use the washroom often. I had to climb over a sleeping passenger many times, without waking him up. One gentleman had some serious problems there but it was clear he was not getting any resolution. he was obviously very very frustrated. Syrupy sweet noodles?"

Cons: "Two hour delay for start of engines.. Not enough chichen and pasta was not good"

Pros: "The flight was a head of schedule and very smooth."
Cons: "It was freezing cold. I was wearing a sweater and was freezing."

Pros: "I have metal leg braces. The staff was helpful getting me from terminal to terminal. They were very helpful."
Cons: "Having a leg brace makes difficult I am blessed I can move a little without them. I had to move a short distance without my brace. No place to put it back on."

Cons: "i missed my flight because my flight left Toronto late"

Pros: "Pilot was very happy and friendly! Very informative throughout flight."
Cons: "On the return home, I was seated in the last row right next to the lavatory. I was bumped into at least 40 times by other passengers and flight attendants."

Pros: "not a damn thing"
Cons: "Weather delays are a typical part of travel. What's not typical are 5+ hour delays and sitting on the tarmac and watching your connection take off without you. First Class seats morphed into Economy center seats the next day, with nary a hotel room in sight. Thanks for nothing."

Cons: "The flight was very hot and uncomfortable!"

Pros: "Nothing"
Cons: "This flight never happened it continued to get canceled and canceled!!"

Cons: "seats were very uncomfortable"

Cons: "We got on board, waited 20 minutes. Capt said it was a bad reverser, and we were waiting on paperwork for 15 minutes. Long story short, they make us leave the plane after 2.5 hours. Then we wait in the airport for another 2.5 hours. I missed my connection and spent 10 hours in Chicago."

Pros: "The flight attendant finally took care of it after I complained a couple of times."
Cons: "That you changed our seats, and, that there was no room in any of the overhead bins. So, the flight attendant told me that I needed to fight my way through the people coming toward me back up the aisle and check every overhead bin all the way back up to see if there was room for my one suitcase. Others had brought more than one bag up there. Finally they checked my one carry on bag. The ride was also really bumpy, worst that we've ever experienced. But that was due to weather conditions."

Pros: "The flight attendant was great! Pleasant, polite and professional!"
Cons: "The flight from ORD to ABE was on a plane with expired maintenance logs or inspections? We were delayed 2 hours in arriving for what seemed like a pilots lax in paperwork. But what does a customer expect from an airline who knows they that customer by the balls?"

Pros: "We were tossed into the last row; I had no leg room and was constantly being bumped by people using the rest rooms. As a result it was a sleepless flight."

Cons: "I was informed today that one of my checked bags was picked up by another customer who eventually realized it was not her bag. She brought it back to the airport and refused to turn over the bag until the airport compensated her. (How this happened I have no idea because I stood right by the entrance of the baggage claim and never saw the bag come out). The customer refused to return the bag until the police became involved at which point she agreed to write a note confirmed she did not steal anything. The bag then needs to be sent to me in 2 days and I'll have to verify myself that indeed nothing was taken from the bag. I'm very concerned how this individual came to be in possession of my bag considering, again, I stood right at the entrance of the baggage claim conveyor belt from the time it started to when it ended. As a result, this experience really made me feel frustrated and violated."

Cons: "They knew we were on our way to the connection. They told us to run, we did. We were not aloud on the plane. Caused 10 hours of flight delays and cancelled flights because they could not wait 2 minutes.... Horrible experience."

Read more about Delta

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