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Low season

AugustBest time to beat the crowds (3% less expensive on average)

High season

JanuaryMost popular time to fly (9% more expensive on average)

Average price (return flight)

$1,464(avg. price over the last 2 weeks)

Good deal (return flight)

$1,128or less

Good deal one-way

$754or less

Top tips for finding cheap flights to Chicago

  • Looking for cheap airfare to Chicago? 25% of our users found tickets to Chicago for the following prices or less: From Auckland $801 one-way - $1,150 round-trip, from Dunedin $1,403 round-trip, from Wellington $1,445 round-trip
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  • High season is considered to be January, February and December. The cheapest month to fly to Chicago is August.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

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Top airlines flying to Chicago

Scores according to KAYAK customer reviews

8.3
Emirates
Overall score based on 15,396 reviews
8.3
Boarding
8.2
Comfort
8.4
Crew
8.5
Entertainment
8.0
Food
Airline reviews

Cons: "Nothing"

Pros: "Everything"
Cons: "Nothing"

Cons: "too many little children"

Cons: "Not much food to eat."

Pros: "I really liked the leg spacing. It was very comfortable to stretch my legs. Overall it was good. Thank you :)"
Cons: "I felt a little bit more of the nibbles could be included in the 8+ hours flight. Besides that everything was comfortable. Also, the entertainment options can be better."

Cons: "Needs to be a bigger plane for such a long trip. Crew seemed like they weren't happy to be on the flight. One bathroom was out of commission for our 14 hour flight and limited our section of the plane to one bathroom. The remaining bathroom was very dirty and lacked supplies. When I asked for some help to have it cleaned, the attendant told me she would have to lock it down but there was already a big line of people waiting to use it. Disappointed in this flight because it was so long with limited facilities. Enjoyed other times I had used Emirates but not this time."

Pros: "I had plenty of space"
Cons: "There should be more vegetarian options available. Crew were very slow in responding to my requests."

Pros: "Excellent food, entertainment options, staff was great with the exception of one. Plane entertainment technology varies from route to route."
Cons: "Dubai airport is highly disappointing. The bathroom situation is atrocious! I am not exaggerating when I say I waited in line of 25 and 35 women two different times! The men’s situation isn’t ideal but is no where near the problem that is the women’s restrooms. The boarding process is mildly confusing - there is no public drinking fountains but if you buy water you are not allowed to take it to your gate. This info isn’t posted anywhere and makes no sense bc you purchased the water after you were checked through security. Also this rule truly only applies to women. A stewardess showed preferential treatment to someone who looked more native than us and then didn’t apologize. I understood the customer was upset so the flight attendant was trying to pacify the lady/couple but at least apologize for being rude. Dubai airport very much favors men and I would never travel without my husband. I would fly Emirates again but it won’t be my top choice and I won’t be going back to the Dubai airport anytime soon."

Pros: "Could not fault the staff one iota. Incredibly attentive to their customers, graceful and supportive. The supervisor get a special mention as he helped me with eating my meals with a sleeping toddler and even held her for me while I spent a penny. I have never felt more cared for by a group of complete strangers in my life! Thank you. You literally saved my sanity!"
Cons: "Nothing to fault at all on this flight. Food was great, staff were hard working and magical unicorns."

Pros: "My children enjoyed their first flight they were very well spoilt on the flight also the care they took with my mum."

Pros: "The departure & arrival time. A fantastic price that included an excellent meal there and back, 30k luggage quota, entertainment that lasted throughout the duration of the flight. It just seemed seamless and felt like it didn't take that long to get there. I will definitely be catching this flight, every time I return to NZ"

Pros: "Crew were friendly Entertainment was good"
Cons: "My meal was awful the only option for me was raw vegetables in order to have vegetarian and gluten free... It was carrot, cucumber and celery sticks and some fruit. I had the same meal twice it was very sad meal for 17.5 hrs with no snacks offered either. My partner and another man were forgotten as the meal rounds were being done. The crew seemed a little disorganised. The adverts on the entertainment were annoying."

Pros: "Footrest would make the flight just perfect."
Cons: "No footrest. Makes it a little uncomfortable for short people."

Pros: "Dinner meal. Seats"
Cons: "Bed, breakfast"

Pros: "I liked that all the families were in a separate area on the plane. Food and drinks on offer good, baggage allowance good and the leg room was good."
Cons: "The delay to get on the flight, hard with a toddler."

Pros: "everything was perfect i really enjoy my flight with Emirates i recommend everyone to fly with Emirates best experience ever"

Cons: "Poor service, host lied when queried on arrival documentation to avoid doing anything. Second person we asked was helpful and answered immediately. Plane was two hours late with no explanation or communication. I did not expect such a poor level of service and it my worst experience with emerits."

Pros: "i not sure is emirate crew call switch working or not but many time i push that button but no one reply"
Cons: "crew service"

Cons: "Late boarding. Thought I was flying emirates and turned out to be Qantas. Seats not as comfy. They lost my luggage. Took 2 days to get it back."

Pros: "Great legroom, quiet plane, seat free next to me"
Cons: "Not much"

Pros: "Movie choices"
Cons: "Checkin services Staff attitude"

Pros: "Love the idea of informing every leg of my flight. Thanks"

Pros: "Everything"
Cons: "Not many old Bollywood movies to select from..."

Pros: "I was impressed by the professionalism!"
Cons: "Chinese passengers passing gas!"

Pros: "I liked the meals"
Cons: "It was hard to push my chair back"

Pros: "Seat comfort and some cabin crew we're really kind"
Cons: "My screen was not very responsive to touch. Was challenging to navigate. I couldn't clearly hear the PA announcements"

Pros: "Great service all round and lovely staff on board! A delight to fly."

Cons: "Seat assignment and boarding process"

Cons: "The boarding process could be more organized and more smoothly."

Pros: "Good Price with on first priority"
Cons: "N/A"

Pros: "Friendly crew"

Pros: "Everything else was good besides the below content."
Cons: "The customer service. After the meals came I pressed my button for assistance and was not attended to at all, there was over an hr before our flight was due to land. I didn't want to move from my seat as the person beside looked busy at work and I didn't know where I would go because I couldn't see any flight attendants anywhere."

Pros: "Excellent friendly crew, comfortable seats. Drinks menu could have a little better variety (no Jack Daniels was a little surprising)"

Pros: "The plane was wonderful. Even in Economy, the seats were very comfortable with lots of room, both leg and seat. It felt like I was in Business Class of any other airline I've been on."
Cons: "My flight had a luggage limit of 30kg, which sounds good, until you find you pay per kilo, not per piece when you're over."

Pros: "First time flying in double decker plon"
Cons: "I would have been happy to receive points for travel on star alliance"

Pros: "more leg room compare with other carriers, a variety of meals to choose from for special needed people (need to pre book online)"
Cons: "can't find anything to complain with"

Cons: "70 minutes waiting on tarmac for no obvious reason before 15 + hours flight is not nice, perfect weather, plane 4 hours before take off ready , but ATC allowed 14 small planes to over take us....Dubai airport big disappointment, not enough clean restrooms, overpriced ,not enough food courts ,only retail and duty free, boarding took double time than usual....for me no more Dubai,"

Pros: "Flights were booked back in May and Emirates did not make major schedule changes"
Cons: "Consistently late departures. Did not keep passengers informed about updated departure times. After serving the food, it took more than one hour to take the leftovers away. During the flight from Dubai -Chicago, hot beverages were served 1.5 hours after the food was served. Crew was not friendly at all. During the Chicago-Dubai flight a crew member basically yelled at passengers "open the windows" and I had to tell him to "ask nicely please). Emirates comes nowhere close to Singapore, Thai, or Turkish in terms of service."

Pros: "Great selection of entertainment available."
Cons: "Seat space was very tight, and my seat was broken (would not recline). Also, a toddler screamed for over 6 hours straight with no intervention from the parents or crew."

Pros: "So comfy... Great service. Wished the flight was longer b"
Cons: "Nothing"

Pros: "Crew"
Cons: "Seats were old and in row 44 & 45 would not reclineand others reclined too far."

Cons: "Leg space is very little.. Rest rooms were messy after a while."

Cons: "Last minute surprise with re-routing to Chicago. Few options provided on Changed booking."

Pros: "The service for my granddaughters was phenomenal."

Pros: "Very helpful crew"
Cons: "I like almost every thing."

Pros: "Excellent"

Pros: "The ariplane, movies"
Cons: "The check-in staff"

Pros: "Everything was beyond expectation. Emirate just blew United off my first class service radar."
Cons: "The long bus rode on the termac was the only disappointment. I don't know why that happen, but it shouldn't have happen after a long flight. And the buses had no seats in them. That is not right."

Pros: "Comfortable, friendly crew, and very good food and service."
Cons: "Boarding was disorganized and flight delayed slightly."

Pros: "Great crew!"

Pros: "the crew was good."
Cons: "hot as hell during check in outside and it took forever. then the entertainment on the plane which was prehistoric with everyone having to watch the same movie, plus it was a very old movie!"

Pros: "Crew was amazing!"
Cons: "Checkin and gate crew were amazing! It was hard to hear the announcement on the intercom in Apia. Too sound was not clear and precise."

Pros: "Great lounge, comfortable flight."
Cons: "The business seat doesn't fold fully flat, but only about 160 degrees. They mixed up my drink in the morning and I got a cheap sugary fruit punch."

Pros: "Everything"

Pros: "Very friendly crew..."
Cons: "Seats uncomfortable....oh well!"

Pros: "Crew were very good"
Cons: "More movie selections"

Cons: "Nice crew. Newer airplane"

Pros: "Friendly efficient crew. Clean modern Airbus aircraft and no delays."
Cons: "Food was limited and not great."

Pros: "I have been traveling at least 4 times in a year for last 20 years. I never had such a worst staff specially the Msnager of Fiji airline ground staff at Sydney airport named Christopher. Such a rude ignorant person. The amount of luggage including baby stroller I traveled from Los Angeles to Nadi. Nadi to Sydney was perfectly fine. When I checkin from Sydney to los angles, the Fiji manager said you have to pay for stroller. I said I came all the way from Los Angeles to Sydney like that and I even showed the tags too, Christopher said Sydney has different policy. I left the stroller to him and Saud to him keep it for your kids and came back home without baby stroller."
Cons: "Worst Fiji ground staff at Sydney airport"

Pros: "Friendly helpful staff. Loved the leg from Nandi to Auckland."
Cons: "Having to repack our bags when the total among the three of us flying was within limits. And then still having to pay an extra $60 US. when we didn't get it quite right by about 2 ks. However you did let my wife's wheelchair on without payment thanks for that. I am an ex pilot so it is difficult for your staff to try and explain weight ratios, and the dangers of extra weight.. Then being made to take 1 point something kilos into another lighter bag. However the staff were very good about it. not their fault that they find themselves having to talk through something that just doesn't ad up. However we enjoyed the flight, and the help we received transferring from a very late plane to one almost waiting in Fiji. :-)"

Pros: "Friendly people nice plane"

Pros: "I liked the music and movies"
Cons: "I was very close to my neighbor and didnt even feel comfortable to get up and go to the bathroom because I didn't want to wake him."

Cons: "IF it weren’t for the freezing cabin temp, I wouldn’t have needed. blanket that smelled like everyone’s feet had been wrapped in it. The breakfast was lukewarm, and some parts were even still cold that should hve been hot."

Cons: "We were in the last row on the plane for some reason that was not explained....Parts of plane fell on our heads..Not enough room to lower the tray table...Wedged into seat like sardines...Entertainment was the sounds of toilets flushing...We paid a fortune for first half of flight from LAX to Nadi that was excellent...The second leg of trip to Auckland was a HUGE NIGHTMARE that won't be forgotten....Shirley and Ron Richard"

Pros: "The cabin crew was very nice and liguids were given frequently."
Cons: "The seating needs more room for legs"

Pros: "They did hand out thin blankets."
Cons: "The temperature in the airplane... Couldn't feel my body!"

Pros: "Service was excellent. Very friendly crew."

Pros: "Staff very good, food and beverage service was delayed or postponed due to turbulence but staff made up for it when service resumed."
Cons: "Entertainment movies not very many new releases."

Pros: "Staff were very helpful and attentive"
Cons: "Seat not comfortable, and needed repair. Entertainment very limited Limited checked baggage (one piece only)"

Pros: "We have our seats by the window on our flight from Sydney to Nadi, we're so happy for that."
Cons: "We have our seats in the middle of the four (4) seats in the isle of the plane, it's so hard to go to the bathroom, which I do need to go often. We really were not happy and suffering during the flight from Nadi to Los Angeles."

Pros: "As always, the crew was great. The friendliest in the sky."
Cons: "The food options were less than stellar, but still ok."

Pros: "Friendly staff, good food, comfortable ride."

Pros: "Everything was perfect - from the crew, to the plane itself, to the entertainment and blankets and seats -- delightful and easy flight!"

Cons: "They lost our luggage and did not compensate us enough to replace what we needed"

Pros: "Check in staff and flight crew."
Cons: "Online booking, telephone reservations and ticket office staff. Booked 2 tickets in my name, couldn't get corrected passenger's name corrected by online or telephone then went to office and after hour wait and several calls to superiors wanted to charge me to correct their system's error!"

Pros: "The friendliness and helpfulness of the crew."
Cons: "That we had a window seat, but on getting to Nadi found that had been given away and we had two seats in the middle section. Not real happy about that."

Pros: "Everything except food"
Cons: "Food"

Pros: "I like the entertainment options"
Cons: "Crew not careful during food/beverage service. Received a 2nd degree burn from tea accident due to getting spilled on"

Cons: "The gate agent was extremely rude and asked to see our passports. She insisted our carry on be checked in. My son is disabled and requires an isle chair. The gate staff did not allow time for him to get to his seat before letting the rest of the passengers board and the staff assisting him were very upset as were the passengers who were wondering what was taking so long to get to their seats."

Pros: "Movie Selection was great"
Cons: "Boarding was a disorganized mess. Different groups in lines and no clear announcement. Food was plastic, even in Business, to the point that I just stopped and snacked on breakfast bars. Crew was uninspired, at best. Lots of shoulder shrugging during any discussion on issues. One even complained about the flight length (we were not delayed). Landed and waited for 10 minutes for jetway to a bus then a 10 minute ride to customs. Good thing they are a near monopoly."

Pros: "Crew is very nice & welcoming"
Cons: "Delayed flight, which I understand happens. However they stayed the new flight time was 6:05pm. We didn't take off until at least another hour after that. Minimum entertainment options - approx 30 movies all together and most were older. Food was not good. Small seats with very little leg too"

Pros: "Great service. Flight attendants are super helpful and nice. The meals are really good too. Small things as movie selection was amazing too. An overall outstanding experience. Vinaka!"
Cons: "It was perfect."

Pros: "Good movie selection. Cozy blankets (I'd love to buy one). Overall nice facilities. Smooth flight most of the way through."
Cons: "The flight was unusually warm. Other passengers asked the A/C be turned up but I didn't notice much difference after. The food selection was poor compared to the usual offerings I've seen with Fiji Airways. Dinner's side dishes were a hard roll, chocolate coconut dessert thing, and slice of cake. I was hoping for fruit and/or a salad. Food service was a little slow."

Cons: "Also missed this flight."

Pros: "Tried to change seat assignment in Wellington, but no one could help and were not able to do anything in Nadi. Forced to sit in tge middle seats although my husband has a history of blood clots and needs to move during the flight. Very cramped flight. My favorite thing on Fiji airways are the blankets. Big and soft - very luxurious. It was a overnight flight, but I felt there was not enough water offered during the flight. Overall, good value for money."

Pros: "Lots of legroom. Clean, new plan. Friendly qnd efficient crew."

Pros: "The meal was nice and the crew was pleasant. The flight was relatively smooth and there were no mix-up or problems with my luggage after the initial issue of having to pay to check in my carry-on due to being overweight."
Cons: "Cramped seating a bit much for such a long flight. The attendants were a little slow to pick up the rubbish from snacks, drinks and meals."

Pros: "It was very good, the crew were amazing, and I didn't have any issue traveling all the way to my destination. Thank you Fiji Airway and the airlines cooperated with you."

Cons: "beware -- your carry on must be smaller than given or it does not go on."

Pros: "The flight was very good, smooth, and on time, I will fly Fiji airways again."
Cons: "I liked the movies, the food, the handicap assessibility. The crew"

Pros: "Everything was great! Looking forward to going back....possibly next May."

Pros: "Crew was nicest in the air, so friendly, professional, helpful!"
Cons: "Many glitches in the reservations process: my flight records were messed up on 3 flights. Recommend allowing a LOT of extra time for check in if you fly Fiji!"

Pros: "The entertainment onboard"
Cons: "For the last couple of times I have used Fiji airways they are horrible. So strict! Would let me bring on grey goose which I bought a duty free in Los Angeles... They made me throw it out. Then they try to find any little thing wrong if it's with your bag, or carry whatever they try to make you pay for EVERYTHING! they were about to take away my 3 liquids which was less than 3 ounces because it wasn't in a plastic bag. ALL OF THE OTHER AIRLINES I HAVE USED HAVE NEVER DONE THIS! So I had to leave security go back outside. Come back in and get a plastic bag. If your bag is even a pound over weight, regardless of the fact if you really can't pay it. They won't be nice and help you out at all like some other airlines do for example Air New Zealand, AA, I could go on. Also, more than half of the staff are so condescending and rude, they like refuse to be nice and help out a passenger. If I ABSOLUTELY HAVE TO AND AS A LAST RESORT then I would use Fiji. But for right now I will NEVER USE THEM. And I will suggest to my family and friends not to use the airline!!"

Cons: "Arrived in my destination on Sunday and I didn't get my luggage till Friday and I have to flight back on Monday ."

Pros: "Fast boarding."
Cons: "The middle seats should have a height restriction. I'm 6"1" and my knees has indentations from 11 hours in the air pressed up against the seat in front of me. Outdated movies. Bad food. Rude service."

Cons: "Food"

Pros: "Crew helped as much as they could."
Cons: "Getting some random search and a big guy next to me with little room to none. Horrible 10 hour flight."

Pros: "The entertainment was fine. The seats in economy were fine, more leg room than many."
Cons: "Lack of water. This was a 10+ hour flight and the they brought no water except at meal time. Most long distance flghts have water all the time. Plus you cannot take bottled water on the flight as they do another security check as you board the plane, Carry on luggage policy is very different. I went online and checked the dimensions. Measured my bag and it was exactly the right size, same as US airlines but when I arrived at the the check in, it did not fit into the bin you use to measure. I argued it was the exact dimensions but had to pay $125 to check a carry on bag. Do not believe the dimensions on the website."

Pros: "Friendly crew, decent food, plenty of movies, power points at every seat."
Cons: "Boarding is chaos. They let everyone crowd the boarding area so you have to fight threw all the people who are hoping their row will be called soon. The announcement is hard to hear because everyone is shouting to ask what's happening."

Read more about Emirates
COVID-19 information

Safety measures for airlines flying to Chicago

Airlines flying to Chicago have enacted additional safety measures and adjusted policies to better accommodate travellers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights to Chicago

Mandatory masks

Masks required on board, masks provided on flights to Chicago

Social distancing seating

Middle seats unavailable to book on flights to Chicago

Pre-flight testing

Testing for antibodies, testing for symptoms for flights to Chicago

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