$845 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 24/3. 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
$1,492
Typical prices: $2,165-$2,373
Multiple Airlines
Fri 17/4Fri 24/4
AKL - ORD • 2 stops
Cheapest one-way flight
$845
Typical prices: $998-$1,192
Multiple Airlines
Tue 24/3
AKL - ORD • 3 stops
When to travel
November
Cheapest • 24% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Fri, 17 Apr - Fri, 24 Apr
Multiple Airlines Logo
07:00 - 23:27
AKL
-
ORD
33h 27m
2 stops
Multiple Airlines Logo
14:00 - 12:45
ORD
-
AKL
29h 45m
2 stops
$1,492Multiple Airlines
Thu, 19 Mar - Mon, 23 Mar
American Airlines Logo
06:05 - 16:36
WLG
-
ORD
52h 31m
2 stops
American Airlines Logo
21:13 - 08:35
ORD
-
WLG
65h 22m
2 stops
$1,531American Airlines
Thu, 19 Mar - Mon, 23 Mar
American Airlines Logo
06:05 - 07:25
WLG
-
ORD
43h 20m
2 stops
American Airlines Logo
18:49 - 13:35
ORD
-
WLG
24h 46m
2 stops
$1,533American Airlines
Fri, 17 Apr - Fri, 24 Apr
Multiple Airlines Logo
14:00 - 05:25
AKL
-
ORD
32h 25m
3 stops
Multiple Airlines Logo
14:00 - 12:45
ORD
-
AKL
29h 45m
2 stops
$1,538Multiple Airlines
Thu, 19 Mar - Mon, 23 Mar
American Airlines Logo
15:55 - 12:31
CHC
-
ORD
38h 36m
2 stops
American Airlines Logo
16:49 - 13:15
ORD
-
CHC
26h 26m
2 stops
$1,545American Airlines
Fri, 15 May - Mon, 15 Jun
Air New Zealand Logo
20:15 - 00:34
AKL
-
ORD
21h 19m
1 stop
Air New Zealand Logo
22:45 - 07:10
ORD
-
AKL
39h 25m
1 stop
$1,834Air New Zealand
Fri, 20 Mar - Tue, 7 Apr
Air New Zealand Logo
20:40 - 00:58
AKL
-
ORD
22h 18m
1 stop
Air New Zealand Logo
10:30 - 07:10
ORD
-
AKL
27h 40m
1 stop
$1,919Air New Zealand
Fri, 15 May - Mon, 15 Jun
United Airlines Logo
20:15 - 00:34
AKL
-
ORD
21h 19m
1 stop
United Airlines Logo
16:45 - 17:45
ORD
-
AKL
32h 00m
2 stops
$1,921United Airlines
Fri, 15 May - Mon, 15 Jun
Qantas Airways Logo
13:25 - 23:59
AKL
-
ORD
27h 34m
2 stops
Qantas Airways Logo
17:10 - 15:05
ORD
-
AKL
28h 55m
2 stops
$1,934Qantas Airways
Thu, 19 Mar - Mon, 23 Mar
Qantas Airways Logo
06:05 - 17:46
CHC
-
ORD
29h 41m
2 stops
Qantas Airways Logo
16:44 - 15:25
ORD
-
CHC
28h 41m
2 stops
$2,198Qantas 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 March, where tickets cost $1,565 on average for one-way flights. On the other hand, the most expensive months are April and December, where the average cost of tickets from New Zealand is $2,801 and $2,366 respectively. For return trips, the best month to travel is November with an average price of $1,533.

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, with an average flight price of $635.

Good to know – Book Cheap Chicago Plane Tickets

Low seasonJanuary
Cheapest flight$845
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 10% 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.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Friday where tickets can be as cheap as $2,208. On the other hand, the most expensive day to fly is Sunday, where prices are $2,294 on average.

  • 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.

  • What is the cheapest time of day to fly to Chicago?

    The cheapest time of day to fly to Chicago is generally at night, when flights cost $2,208 on average. The most expensive time of day to fly to Chicago is generally at night, which is peak travel time and where the average cost of a ticket is $2,208.

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.
8.0
Fiji AirwaysOverall score based on 228 reviews
8.5Crew
7.5Food
7.5Entertainment
8.0Comfort
8.1Boarding
Airline reviews

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

10.0 ExcellentAnonymous, Feb 2026
DFW - NAN
Read more Fiji Airways reviews

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.

The airline is ok, but it needs to improve it schedules.

Again, Fijian hospitality was genuine, very comfortable, only improvement would be the entertainment. Why Do they only have 5 episodes of TV shows and from like season three...

Fiji Airways was amazing, will definately be lfying them again. The "Fijian hospitality" is not a catch phrase, it is genuine. the only things that could be improved is the entertainment. Not a great choice of movies, and the TV shows only have about 5 or so episodes, and often of a random season.

They will look to squeeze every penny they can out of you!! Pick your seat$$...bring luggage$$$$... if they could charge you for the air on the plane they would!!

.very good and as I needed wheelchair assistance all staff excellent.. only suggestion is get rid of those plastic chairs hard to ride in and staff have trouble compared to others. Everything else very good experience. Will use Fiji Air again.

In-flight entertainment options could use a refresh, Consider a tie-up with Spotify for more current music and with IMDB or other service for newer selections/movie ratings.

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

This flight was the second leg of a trip that began in Auckland, New Zealand. I was unable to find a way to select seats in advance. The boarding passes we were given in Auckland did not have seat assignments for the second flight. There was no way to check on it until personnel showed up at the gate in Los Angeles, immediately before boarding time. The flight was overbooked by one, and since I was traveling with my sister, we needed two seats. We waited in considerable anxiety for everyone else to board and when one person did not show up, we had to take whatever was left. At least we finally got on the flight although we were the very last to board. We were not able to sit together, of course.

The Premium Economy seats were very comfortable and the food was quite tasty. I did not use the entertainment system, but I was able to charge my phone and tablet with the seatback connection.

The seats are feeling very hard to sit on. All the padding is flat, like sitting on a park bench for over an hour

Nothing better than Air New Zealand. Top scores in every category.

We had difficulty checking in as United didn’t recognize the confirmation number and the agent was not helpful. We went to the United Assistance desk where the agent was able to process our reservation. We also weren’t allowed to choose seats in advance.

Space between seats on Air New Zealand is generally tight. The crew on this flight was excellent! Very attentive and nice. You get free wine or beer and chips and of course the Air New Zealand candies. 1 hour and 35 min flight approximately.

Your entertainment could be better. I flew on Air New Zealand in January so was expecting a better choice in February...but no luck. Same choices and also could have a better selection. Otherwise, lovely service, the purser came to our seats to welcome us. Overall, very nice. Direct flight from Auckland to YVR was fantastic!

Air New Zealand over sold our flight and tried to bump us to yesterday. After several calls we got booked to United about 6 hrs before our original flight. No apologies!

Very quick flight so no time for refreshments. We took off. Then landed. The end. Seats were too tight. Very cramped Grateful for the short flight cos moving around wasn’t possible

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.

My experience was great overall. Tanya was particularly friendly and helpful the entire trip. I was very pleased with her customer service skills. The plane was an older aircraft but the entire way was comfortable with barely any turbulence at all. Qantas should speed up its fleet renovation. Totally recommend using this airline.

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.

Well my expórtenle with Qantas it wasn’t that good KLM from Bs Aires was delay Santiago Chile Qantas QF 028 was still in the airport but the crew didn’t opened the door for me soo I lost my fly And I stuck in the airport 13 hrs waiting for next fly by Latam Arline My question is can I have my money back for business class

Flight arrived late with no one to help over 30 people rebook. I slept at the airport.

Business seats not as comfortable or private as most competitors (e.g. Qantas was outstanding), and movie selection was much more limited than Qantas or United has been recently

I'd like to see AA's flight safety record clearly and prominently posted online.

Hard to move and get out of my seat when the passenger in front is in recline position.

After already paying for excess luggage prior to flight, i was advised AT check in that i had to pay $816 or forfeit my flight! The lady at the counter was SO rude and had already started offboarding me when i said i would pay it after asking her three times for the exact amount! Have lodged a formal complaint yet heard nothing. Will not ever travel via Qantas again

Basic airline, aircraft and service. AA gets you from point A to B. My flight was delayed by 2 hours too.

They never clean the toilet, and the food is worse

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Chargers didn’t work, no entertainment and we had to wait for taxiing for easily 40 minutes after arriving early. Bags were late too!

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Horrible Flight significantly delayed. Not due to united issue. But trying to rebook connection flight and get information about overnight accommodation was difficult. Agent did not seem to care or have any interest to help.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

This Japanese airline provides great service and very helpful in assisting their passengers.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

The plane was delayed an hour. Heard from other passengers that the Vancouver connection to SFO was never on-time.

My experience was good with United too But only not so good thing was that at Calgary airport I was not given lounge access despite of flying business. Aspire lounge denied it to me, which was unfair I feel

We left over 2 hours late and they didn't even give us a complimentary snack, when getting to the desk I asked if I could be put in a row with only 1 other person or an empt y one I was told the flight was full when the last two rows were empty. All around over it

they were super helpful. Agents at the desk got me on an earlier flight and I was able to get home several hours earlier.

This is a great non-stop YVR-MIA. Very comfortable plane, and no transfer through a city that gets major winter weather!

Terrible…. Reported missing luggage’s with injectable meds that needed refrigeration. Yet, delivery could not be expedited. Luggage’s were delivered 5 days after arrival. The meds were useless as ice pack had melted. So disappointed!!!

Air Canada’s problems are not staff related by and large, no. The problem is tiny jets between the U.S. and Canada - yes, believe it or not they are still “international” (just ask our own Mango Maniac in power in the U.S.). The little aisle is compounded by a design flaw of a “dog leg” starting at seat 12. Woe be unto you if you sit here as passengers and attendants do not have sufficient room to not hit you in the face with backpacks. One thing I will say very positively about Air Canada is you still provide pillows and blankets on transcontinental flights to all, not just the elites. Your tiny improperly designed jets are also a problem flying city to city within Canada also. One can only say you remind us of a “Jet Blue” or “Spirit” experience. Also your luggage space is downright Byzantine! We will endeavor to avoid you and use other U.S. carriers, albeit charging more.

Terrible canceled flight and lost my luggage. Flew me to Halifax. Tgat flight was delayed, had to spend night in airport chair.

Better entertainment & food options more may be adding chicken option or on vegetarian side good quality pasta

My seat was not comfortable. Flight was smooth. Regretfully we had two delays before takeoff

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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.