Cheap flights from Oakland to South Suburbs

View AU$152 flight on Wed, 7 Jan. 2026Opens in a new window

Popular airlines from Oakland to South Suburbs

  • Jetstar

    Jetstar

  • Qantas Airways

    Qantas Airways

  • Virgin Australia

    Virgin Australia

  • Scoot

    Scoot

  • American Airlines

    American Airlines

  • Emirates

    Emirates

  • United

    United

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Cheap Flights from Oakland (SJC) to South Suburbs (CHI)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, 26 Aug. - Sun, 31 Aug.
SFO
San Francisco
ORD
Chicago
AU$291 Return, found 5 days ago
AU$291
Return
found 5 days ago
Select American Airlines flight, departing Tue, 26 Aug. from San Francisco to Chicago, returning Sun, 31 Aug., priced at AU$291 found 5 days ago
American Airlines
Tue, 9 Dec. - Tue, 6 Jan.
SFO
San Francisco
ORD
Chicago
AU$302 Return, found 6 days ago
AU$302
Return
found 6 days ago
Select American Airlines flight, departing Tue, 9 Dec. from San Francisco to Chicago, returning Tue, 6 Jan., priced at AU$302 found 6 days ago
Alaska Airlines
Sat, 4 Oct. - Tue, 7 Oct.
SFO
San Francisco
ORD
Chicago
AU$345 Return, found 2 days ago
AU$345
Return
found 2 days ago
Select Alaska Airlines flight, departing Sat, 4 Oct. from San Francisco to Chicago, returning Tue, 7 Oct., priced at AU$345 found 2 days ago
Hawaiian Airlines
Tue, 30 Sep. - Tue, 7 Oct.
SFO
San Francisco
ORD
Chicago
AU$375 Return, found 2 days ago
AU$375
Return
found 2 days ago
Select Hawaiian Airlines flight, departing Tue, 30 Sep. from San Francisco to Chicago, returning Tue, 7 Oct., priced at AU$375 found 2 days ago
Delta
Thu, 30 Oct. - Mon, 10 Nov.
SFO
San Francisco
ORD
Chicago
AU$378 Return, found 1 day ago
AU$378
Return
found 1 day ago
Select Delta flight, departing Thu, 30 Oct. from San Francisco to Chicago, returning Mon, 10 Nov., priced at AU$378 found 1 day ago
United
Thu, 30 Oct. - Sun, 2 Nov.
SFO
San Francisco
ORD
Chicago
AU$467 Return, found 8 hours ago
AU$467
Return
found 8 hours ago
Select United flight, departing Thu, 30 Oct. from San Francisco to Chicago, returning Sun, 2 Nov., priced at AU$467 found 8 hours ago

Find the cheapest month to fly from Oakland (OAK) to Chicago (ORD)

January is typically the cheapest month to fly

From AU$153 - AU$536 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.