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Cheap Business Class flights to Chicago

Explore and compare the cheapest business class flights to Chicago from hundreds of sites

SYD — CHI
14 May — 21 May1
1 adult
Tue 14/5
Tue 21/5
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Chicago round-trip business class flight deals

Discover return business class flight deals to Chicago. Fares were last updated on 9 May 2024. In the last 7 days, Cheapflights users made a total of 547,580 searches.
26 Sept
MEL

Melbourne

ORD

Chicago O'Hare Intl

1 stop

39h 00m

14:25-14:25
$5,008

Cathay Pacific

Pick Dates

Deal found 7/5

26 Sept
MEL

Melbourne

ORD

Chicago O'Hare Intl

2 stops

51h 40m

20:30-09:10
$5,352

Multiple Airlines

Pick Dates

Deal found 7/5

26 Sept
MEL

Melbourne

ORD

Chicago O'Hare Intl

1 stop

38h 25m

08:00-07:25
$5,393

Air India

Pick Dates

Deal found 8/5

30 July
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

40h 05m

08:15-09:20
$5,445

Japan Airlines

Pick Dates

Deal found 6/5

30 July
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

26h 45m

20:55-08:40
$5,892

ANA

Pick Dates

Deal found 7/5

26 Sept
MEL

Melbourne

ORD

Chicago O'Hare Intl

3 stops

29h 43m

06:00-20:43
$9,746

Air Canada

Pick Dates

Deal found 7/5

Chicago one-way business class flight deals

Discover one-way business class flight deals to Chicago. Fares were last updated on 9 May 2024. In the last 7 days, Cheapflights users made a total of 547,580 searches.
4 Nov - 4 Feb
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

35h 55m

12:25-07:20
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

34h 15m

07:15-10:30
$6,099

ANA

Pick Dates

Deal found 7/5

5 Aug - 13 Aug
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

31h 35m

21:50-14:25
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

1 stop

25h 40m

16:05-08:45
$7,261

Cathay Pacific

Pick Dates

Deal found 7/5

4 Nov - 4 Feb
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

32h 00m

22:00-13:00
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

33h 30m

14:40-17:10
$7,346

Multiple Airlines

Pick Dates

Deal found 7/5

3 Sept - 13 Sept
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

39h 55m

08:15-09:10
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

1 stop

27h 05m

12:05-06:10
$7,474

Japan Airlines

Pick Dates

Deal found 7/5

5 Aug - 15 Aug
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

26h 24m

09:20-20:44
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

3 stops

31h 35m

08:45-07:20
$7,515

Air Canada

Pick Dates

Deal found 8/5

19 Sept - 30 Sept
MEL

Melbourne

ORD

Chicago O'Hare Intl

1 stop

38h 25m

08:00-07:25
ORD

Chicago O'Hare Intl

MEL

Melbourne

1 stop

27h 30m

12:00-06:30
$8,325

Air India

Pick Dates

Deal found 6/5

Frequently asked questions about Chicago business class tickets

Find answers to common questions related to business class tickets for flights to Chicago. Get information on booking, amenities, upgrade options, and more. This FAQ section was last updated on 9 May 2024.

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