Prices are in New Zealand Dollars.

Find cheap flights to Chicago

Find cheap flights to Chicago

Return
Economy
Boston (BOS)
Chicago All airports
Fri 10/7
Fri 17/7
Any month
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Search hundreds of travel sites at once for deals on flights to Chicago

Good to know

Low season

February Best time to beat the crowds (2% less expensive on average)

High season

July Most popular time to fly (5% more expensive on average)

Average price of a return ticket

$969 (avg. price over the last 2 weeks)

Good deal for a return ticket

$622 or less

Top tips for finding cheap flights to Chicago

  • Looking for cheap airfare to Chicago? 25% of our users found return tickets to Chicago for the following prices or less: From Auckland Intl $948, from Wellington $1,127, from Christchurch $1,246
  • Book at least 5 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 Chicago is February.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Chicago flights

What is the cheapest flight to Chicago?

Which Chicago airport is closest to central Chicago?

How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

Top 5 airlines flying to Chicago

Scores according to KAYAK customer reviews

8.5
Air New Zealand
Overall score based on 2,828 reviews
8.6
Boarding
8.3
Comfort
8.9
Crew
8.5
Entertainment
8.2
Food
Airline reviews
Read more about Air New Zealand

Book Cheap Chicago Plane Tickets (Return)

Airports
Origin
Christchurch
$1,585
only
$1,585
Auckland
$1,546
only
$1,546
Destination
Chicago
$1,546
only
$1,546
Sat, 21 Nov
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
23h 02m
Sun, 22 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
16h 30m
$1,546
Trip: 2 days
Based on null reviews
Sat, 21 Nov
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
29h 05m
Sun, 22 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
28h 00m
$1,550
Trip: 2 days
Based on null reviews
Fri, 7 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
25h 39m
Fri, 21 Aug
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
26h 05m
$1,673
Trip: 15 days
Based on null reviews
Thu, 15 Oct
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
28h 30m
Thu, 19 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
33h 10m
$1,792
Trip: 36 days
Based on null reviews
Thu, 15 Oct
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
25h 30m
Thu, 19 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
27h 55m
$1,813
Trip: 36 days
Based on null reviews
Thu, 15 Oct
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
41h 00m
Thu, 19 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
28h 20m
$2,007
Trip: 36 days
Based on null reviews
Thu, 15 Oct
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
24h 37m
Thu, 19 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
26h 40m
$2,048
Trip: 36 days
Based on null reviews
Sat, 21 Nov
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
36h 40m
Sun, 22 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
38h 40m
$2,387
Trip: 2 days
Based on null reviews
Thu, 15 Oct
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
27h 57m
Thu, 19 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
27h 10m
$2,683
Trip: 36 days
Based on null reviews
Thu, 15 Oct
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
28h 42m
Thu, 19 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
29h 30m
$1,563
Trip: 36 days
Based on null reviews
Sat, 7 Nov
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
21h 53m
Sun, 8 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
16h 30m
$1,638
Trip: 2 days
Based on null reviews
Fri, 30 Oct
CHC
Christchurch
ORD
Chicago O'Hare Airport
33h 23m
Fri, 11 Dec
ORD
Chicago O'Hare Airport
CHC
Christchurch
27h 05m
$1,675
Trip: 43 days
Based on null reviews
Sat, 21 Nov
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
29h 05m
Sun, 22 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
20h 15m
$1,574
Trip: 2 days
Based on null reviews
Thu, 15 Oct
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
25h 55m
Thu, 19 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
30h 15m
$1,676
Trip: 36 days
Based on null reviews
Wed, 28 Oct
CHC
Christchurch
ORD
Chicago O'Hare Airport
27h 30m
Tue, 8 Dec
ORD
Chicago O'Hare Airport
CHC
Christchurch
34h 30m
$1,585
Trip: 42 days
Based on null reviews
Sat, 31 Oct
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
27h 02m
Tue, 17 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
18h 25m
$1,745
Trip: 18 days
Based on null reviews
Fri, 7 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
41h 00m
Fri, 21 Aug
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
49h 50m
$2,024
Trip: 15 days
Based on null reviews
Sat, 31 Oct
CHC
Christchurch
ORD
Chicago O'Hare Airport
26h 17m
Sat, 12 Dec
ORD
Chicago O'Hare Airport
CHC
Christchurch
29h 45m
$1,688
Trip: 43 days
Based on null reviews
Thu, 15 Oct
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
24h 37m
Thu, 19 Nov
ORD
Chicago O'Hare Airport
AKL
Auckland Airport
47h 30m
$2,056
Trip: 36 days
Based on null reviews
Fri, 30 Oct
CHC
Christchurch
ORD
Chicago O'Hare Airport
27h 30m
Fri, 11 Dec
ORD
Chicago O'Hare Airport
CHC
Christchurch
27h 05m
$1,591
Trip: 43 days
Based on null reviews
Show more results

Book Cheap Chicago Plane Tickets (One-way)

Airports
Origin
Auckland
$724
only
$724
Destination
Chicago
$724
only
$724
Sun, 9 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
32h 49m
Based on null reviews
Tue, 4 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
25h 57m
Based on null reviews
Sun, 9 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
24h 48m
Based on null reviews
Tue, 4 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
20h 07m
Based on null reviews
Sun, 30 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
43h 18m
Based on null reviews
Tue, 4 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
41h 00m
$1,190
Based on null reviews
Sun, 9 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
27h 38m
$1,200
Based on null reviews
Tue, 4 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
34h 16m
Based on null reviews
Tue, 4 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
32h 42m
Based on null reviews
Tue, 4 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
46h 04m
Based on null reviews
Sun, 30 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
46h 26m
Based on null reviews
Sun, 9 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
30h 30m
Based on null reviews
Sun, 30 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
34h 07m
Based on null reviews
Tue, 4 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
20h 07m
Based on null reviews
Fri, 24 Jul
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
25h 30m
Based on null reviews
Fri, 24 Jul
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
41h 01m
Based on null reviews
Sun, 30 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
41h 00m
$1,223
Based on null reviews
Sun, 19 Jul
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
18h 50m
Based on null reviews
Sun, 30 Aug
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
39h 42m
$1,182
Based on null reviews
Sun, 19 Jul
AKL
Auckland Airport
ORD
Chicago O'Hare Airport
25h 30m
$1,026
Based on null reviews
Show more results
*
Prices are per person, are for e–tickets and include all taxes & fees in NZD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller
At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

We aggregate tons of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we don't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car hires can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find on occasion that certain prices are no longer available.

More questions or if you have a bad price to report to us
Please send us an and someone from our team will get back to you promptly.

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