Find cheap flights from Chicago O'Hare Airport to Maui

Find cheap flights from Chicago O'Hare Airport to Maui

Round-trip
Economy
Chicago (ORD)
Maui
Tue 12/1
Tue 12/8
Any month
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Good to know

Low season

March Best time to beat the crowds with an average 3% drop in price.

High season

June Most popular time to fly with an average 15% increase in price.

Average price round-trip

$832 (avg. price over the last 2 weeks)

Good deal round-trip

$469 or less

Good deal one-way

$316 or less

Top tips for finding cheap flights to Maui

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly to Maui is March.
  • Morning departure is around 24% 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

FAQs - booking Maui flights

Which airlines have a flexible cancellation policy for flights from Chicago O'Hare Intl to Maui due to COVID-19?

How long is the flight to Maui from Chicago O'Hare Intl?

Are there Maui travel restrictions currently due to Coronavirus?

How does KAYAK find such low prices on flights to Maui?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Maui?

What is the Hacker Fare option on flights to Maui?

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

Top airline flying Chicago O'Hare Intl to Maui

Scores according to KAYAK customer reviews

7.0
United Airlines
Overall score based on 67,768 reviews
7.4
Boarding
6.9
Comfort
7.7
Crew
6.5
Entertainment
6.4
Food
Airline reviews

Cons: "Seats too narrow."

Pros: "United Airlines Flight 202 Left on time. It was a Boeing 777 so it had a lot of room."
Cons: "The flight attendants seemed focused only on the small First Class section and rushed through everything in the Economy Class. They rushed through the "Food Service" and didn't want to answer questions about what is on their menu. The menu was removed from the magazines in our row. Fortunately, we brought our own snacks. The Economy CLass cabin had a terrible odor. It really smelled. Maybe they should clean the plane once in a while. United Airlines ALWAYS has issues with entertainment. You MUST download their App to your cell phone. Then, they allow you to connect to their entertainment system. If you don't, you cannot access WiFi without paying $26 for the flight ... the WiFi access is inconsistent and limiting and doesn't always work so the download doesn't always complete. This was a nine hour flight from Hell. I think I prefer Frontier Airlines. Although the airlines make you pay for everything now, at least you expect some attention and food options and a plane that doesn't smell. It was nauseating. Don't even ask me about the "Miles" that they keep screwing up ... RAY HANANIA"

Cons: "Nothing"

Pros: "First flight on a 777 ... quiet and comfortable."
Cons: "It's a long day in a plane but necessary if you want to travel to bucket list destinations!"

Pros: "Helpful gate staff"
Cons: "Frozen croissant for breakfast. Non-functioning entertainment centre. Seats recline too much. Passenger in front leant back as far as he could (without courtesy of request or apology), making my flight most uncomfortable."

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."

Pros: "the price of the flight"
Cons: "have to pay for movies, uncomfortable seats for a 5 hour flight."

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."

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 United Airlines
COVID-19 information

Safety measures for airlines flying from Chicago O'Hare Intl to Maui

Airlines flying from Chicago O'Hare Intl to Maui have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters

Mandatory masks

Masks required on board, masks provided

Social distancing seating

Middle seats unavailable to book

Pre-flight testing

Testing for antibodies, testing for symptoms

Book cheap flights from Chicago O'Hare Airport to Maui

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