$926 Find Cheap Flights to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 19/10. 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 Chicago

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
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Everything you should know

Cheapest return fare
$1,250
American Airlines
Wed 11/11Sun 15/11
CHC - ORD • 2 stops
Cheapest one-way flight
$926
Typical prices: $969-$1,053
Multiple Airlines
Mon 19/10
AKL - ORD • 3 stops
When to travel
Cheapest • 31% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights to Chicago 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 return flight deals to Chicago

Wed, 11 Nov - Sun, 15 Nov
American Airlines Logo
06:05 - 06:43
CHC
-
ORD
43h 38m
2 stops
American Airlines Logo
13:21 - 13:05
ORD
-
CHC
28h 44m
2 stops
$1,250American Airlines
Wed, 11 Nov - Sun, 15 Nov
American Airlines Logo
06:05 - 05:57
CHC
-
ORD
42h 52m
2 stops
American Airlines Logo
16:45 - 13:05
ORD
-
CHC
25h 20m
2 stops
$1,253American Airlines
Sat, 6 Jun - Sat, 20 Jun
American Airlines Logo
16:25 - 11:51
AKL
-
ORD
36h 26m
1 stop
American Airlines Logo
17:10 - 13:20
ORD
-
AKL
27h 10m
2 stops
$1,707American Airlines
Sat, 7 Nov - Fri, 4 Dec
Qantas Airways Logo
06:20 - 17:45
CHC
-
ORD
30h 25m
2 stops
Qantas Airways Logo
15:11 - 23:55
ORD
-
CHC
37h 44m
2 stops
$1,837Qantas Airways
Thu, 20 Aug - Wed, 26 Aug
Lufthansa Logo
19:50 - 00:59
AKL
-
ORD
22h 09m
1 stop
Lufthansa Logo
14:16 - 05:30
ORD
-
AKL
22h 14m
1 stop
$1,857Lufthansa
Tue, 18 Aug - Sat, 29 Aug
United Airlines Logo
20:15 - 23:05
AKL
-
ORD
19h 50m
1 stop
United Airlines Logo
21:40 - 06:00
ORD
-
AKL
39h 20m
1 stop
$1,873United Airlines
Sat, 6 Jun - Sat, 20 Jun
United Airlines Logo
13:50 - 20:29
AKL
-
ORD
23h 39m
2 stops
United Airlines Logo
21:54 - 06:00
ORD
-
AKL
39h 06m
2 stops
$1,875United Airlines
Mon, 1 Jun - Wed, 17 Jun
Multiple Airlines Logo
14:00 - 23:01
AKL
-
ORD
50h 01m
3 stops
Multiple Airlines Logo
06:55 - 23:15
ORD
-
AKL
47h 20m
3 stops
$1,878Multiple Airlines
Mon, 1 Jun - Wed, 17 Jun
Multiple Airlines Logo
14:00 - 20:32
AKL
-
ORD
47h 32m
3 stops
Multiple Airlines Logo
06:55 - 12:45
ORD
-
AKL
36h 50m
3 stops
$1,880Multiple Airlines
Mon, 1 Jun - Wed, 17 Jun
Qantas Airways Logo
13:25 - 23:59
AKL
-
ORD
27h 34m
2 stops
Qantas Airways Logo
18:59 - 14:05
ORD
-
AKL
26h 06m
2 stops
$1,887Qantas Airways
Booking Insights

KAYAK's insights & trends for flights to Chicago

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

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago, 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 to Chicago is February, where tickets cost $1,443 on average for return flights. On the other hand, the most expensive months are May and September, where the average cost of tickets from New Zealand is $2,751 and $2,364 respectively. For one-way flights, the best month to travel is March with an average price of $1,582.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago O'Hare Intl Airport (ORD), with an average flight price of $779.

Good to know – Book Cheap Chicago Plane Tickets

Low seasonJanuary
Cheapest flight$926
Best time to beat the crowds (2% less expensive on average)
Most popular time to fly and prices are also 6% lower on average.
Flight from Auckland to Chicago

When to book flights to Chicago

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

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    There are 3 airports in Chicago. The closest airport to Chicago’s city centre is Chicago Midway Airport (14 km). Chicago O'Hare Airport and Chicago Greater Rockford are respectively 26 km and 126 km from the centre of Chicago.

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

    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 to Chicago.

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

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

  • What is the Hacker Fare option on flights to Chicago?

    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 Chicago with an airline and back with another airline.

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

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

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top 5 airlines flying to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from New Zealand to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? 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.
8.1
Fiji AirwaysOverall score based on 241 reviews
8.6Crew
8.1Comfort
8.2Boarding
7.5Entertainment
7.6Food
Airline reviews

Boarding had poor communication. Passengers didn't get clear directions to prepare for Boarding. The plane was an older model which had some issues with operating the seats (the staff was great). Due to age the seat cushions were compressed and less comfortable than expected.

8.0 ExcellentStarlet, May 2026
SFO - NAN
Read more Fiji Airways reviews

Boarding had poor communication. Passengers didn't get clear directions to prepare for Boarding. The plane was an older model which had some issues with operating the seats (the staff was great). Due to age the seat cushions were compressed and less comfortable than expected.

I thought Fiji and Fiji Airways was great. Looking forward to the next trip. Baggage claim at the end went to sh...t

Fiji Airways always goes above and beyond. If anything I'd say the food was less enjoyable than in the past. But that in no way lessened the experience with the cabin crew or the excellent attentiveness and service they provided throughout the entire trip!

Left on time , arrived on time. Staff was awesome!!!!! Great flight!!!!

Great food, wonderful staff made a long flight seem short

Everything was great . Arrived on time was smooth plane was clean. Crew/Staff was friendly and helpful.

Everything from the staff to the comfort of business class was excellent. This is one of my new favorite airlines.

Ticketing said dinner for the almost 14 hour flight and we were delayed an hour. However, onboard we were only served a sluce if pizza bread and a cookie. Not at all dinner and insufficient for a long international flight. Breakfast was good.

We have had an absolutely horrific experience so far getting home from Australia on a $18,000 + flight we booked with you. The flight did not deplane in Dallas because there was no available gate or staircase. We sat in the plane for 3 hours waiting to deplane. As a result we missed our connecting flight to New York. American Airlines put us up in a hotel several miles away. We waited 45 minutes for a shuttle and The shuttle driver was horribly rude and unhelpful. They offered us $70 vouchers for food but actually there was no food left when we arrived minus some chicken nuggets and corn dogs. It was awful. Horrible way to end a vacation. There has to be accountability here.

A bit cramped in economy and the people in front wouldn’t put their seats up during meal service, crew did not help with that and I felt they could have done more about it.

Great first time experience with ANZ. Such a great customer service. The crew was very friendly and welcoming

Great first time experience with Air New Zealand and loved it. The flight crew was extremely friendly and provided great service.

Needed more leg room. Leg rest and entertainment system box took up a lot of space and I'm not tall. Breakfast was good. Poor quality of the entertainment options.

Boarded on time, smooth flight and "gentle" landing in Palmerston North. Ahead of time due to a tailwind

Time to upgrade those planes so you can provide first class.

The flight was smooth and on time. Entertainment options were lacking and there was no food, other than some very boring snacks.

A better selection of entertainment would have been nice. I found nothing that appealed to me as a middle-aged traveler. The flight attendants were gracious, helpful, and attentive. It also would have been nice to have more bathrooms as the flight was full and the plane was big.

Appreciated the ability to get an earlier flight home after flying in from in from Japan. No problem with boarding or crew service. The limited choice of snacks, compared to previous years. Aircraft seats seem to be getting harder and more uncomfortable all the time. Overall, happy to be home

The Air New Zealand product is terrible, it's as expensive as a Jetstar ticket with add ons but with surely staff and old aircraft.

Wonderful trip. Everyone from checking in to the gate to the flight itself was amazing - kind, helpful, and has a beautiful smile.

We had a medical emergency, needing to get to an emergency room upon landing at LAX. I let the back flight attendants know the situation. One, David, contacted the pilot, who made arrangements for EMT's to be there when we got off the plane. They went above and beyond for us. We didn't have to go through customs, as a customs person came to us and checked us right at the exit of the jet way. Another wonderful woman, a United employee at LAX, perhaps a customer service liaison, took care of our luggage situation, as we weren't going to make our connection to Bozeman. When we came back to LAX to see when we could get a flight to Bozeman, the personnel are very accommodating and booked us on the next flight out, and assigned good seats. It was a horrible flight, physically, from Sydney to LAX, , but the professionalism of all involved was excellent! We are very grateful fir the way they all stepped in and helped during a very unpleasant medical situation. Thank you!!

Loved the food and beverages available, spacious economy class, excellent entertainment

Very good overall. Highly recommend for all flying to Australia

Very good overall. However, your choices of free movies was limited and there was no music Channel???

We had bulkhead seats in a A380 in the upper deck in seats 31 D and E. Storage was very limited other than in overhead bin - which is not within reach when in seat. Yet paying same price as others in premium economy who have a lot more storage within arm’s reach. Seems very unfair.

On the Qantas flight, I could barely hear some of the announcements. It was better when I could read them on the screen.

Good check in and helpful staff. Delayed for 1 hour. Took about 45 Mins to get baggage’s at DFW . Food was average ( Hindu meal ) . Overall it was good experience

Our boarding and flight was very good. However when we landed and pulled in to the gate it took 55 minutes for the jet bridge to be positioned next to the aircraft. That caused us to miss our ground transportation and it caused us unnecessary last minute transit planning and expense. Our flight was AA1733 on March 17, 2026

We booked with Qantas instead of Delta and we instead flew on American Airlines. American is not our favorite to go on. No leg room and the width of seats are a joke. Your are packed like sardines on American flights.

When I originally booked this flight, I was expecting to travel on Qantas. When the itinerary changed and the long-haul segment was operated by American Airlines, we were disappointed but remained open-minded. Unfortunately, the overall service experience fell far short of expectations. This was a long-haul international flight. Getting up periodically to use the restroom or stretch is inevitable, especially on flights of this duration. However, each time we stood up, we felt as though we were inconveniencing the crew. The tone and body language often suggested that we were in the way or disrupting something simply by moving about the cabin. As a result, I avoided getting up as often as I needed to and was physically very sore upon arrival. Meal service was similarly impersonal. The options were presented in single words “beef or veggie,” “pasta or beef” without any description of what was actually being served. There was little engagement or courtesy beyond that. Even simple expressions of gratitude were often not acknowledged. I am accustomed to no-frills travel and do not expect luxury. What was disappointing was not the absence of extras, but the absence of basic warmth and professionalism. On a long-haul international flight, small moments of courtesy and humanity make a significant difference. In this case, the experience felt transactional and dismissive rather than welcoming. I hope this feedback is taken constructively, as there is a meaningful difference between efficient service and indifferent service.

The clerk at check in for my bags was very rude. My credit card was hacked during my vacation and she told me it was not possible to pay in cash for my bag. “You bought the cheapest ticket, you should have bought a ticket that included a bag. If you cannot pay with a credit card, we will not let you on this flight”. She spoke to her supervisor and then told me , I could ask other passengers, if they would use their credit card to check my bag. I had to beg 5 different people, till one agreed to use their credit card. I payed them cash of course. This was a very stressful and humiliating experience for me. I strongly suggest you build in some kind of provision for travelers who got robbed.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

Horrible crew, horrible seats configuration, ridiculous space in the toilets, Air Canada is no longer a option.

Crew at gate and onboard were just very OK, not very friendly and honestly seemed bothered to be there. I will give a shout out to still selling headphones for those who forgot.

Flight Boarded and departed on time. The Flight crew was very friendly and accommodating. The aircraft was clean and free from clutter and debris. I will be happy to recommend Air Canada to my friends and relatives for their flight needs. They were very attentive and responsive to our needs as Senior citizens.

Another good flight experience with Air Canada. The business section did not feature the full length sleeping arrangement, but this was a shorter trip. The food was excellent. But the flight crew was truly top tier: friendly, cheerful, helpful at all the right times. Air Canada truly outshines all U.S. carriers.

Flight operated by PAL. We boarded, and one engine started. The crew found some problem that could not be fixed. The flight was canceled. This run from yhz-bos is very unreliable.

Everything. The crew was so friendly, helpful & smiled. We had an excellent flight getting in earlier.

Flight itself was not bad at all. However: my checked bag (checked in Calgary) did not make it onto this flight as I found out after I landed at EWR. I still don't have it but it appears that it is on its way to me.

Flight and attendance were very good we had 2 hour delay that took the shine of it

After 3 hours of delays, they ended up cancelling my flight. And although I could purchase one-way tickets to get to my destination, they would not offer me these flights as compensation for the cancelled flight, and I didn't end up making it home until 13 hours after I was originally supposed to arrive. It made for an extremely strenuous end to an otherwise good trip.

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Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.