Cheap flights from Orlando to South Suburbs

View AU$122 flight on Wed, 17 Sep. 2025Opens in a new window

Popular airlines from Orlando 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 Orlando (ORL) 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
Thu, 7 Aug. - Mon, 11 Aug.
MCO
Orlando
ORD
Chicago
AU$241 Return, found 6 days ago
AU$241
Return
found 6 days ago
Select American Airlines flight, departing Thu, 7 Aug. from Orlando to Chicago, returning Mon, 11 Aug., priced at AU$241 found 6 days ago
American Airlines
Mon, 8 Sep. - Mon, 22 Sep.
MCO
Orlando
ORD
Chicago
AU$276 Return, found 4 days ago
AU$276
Return
found 4 days ago
Select American Airlines flight, departing Mon, 8 Sep. from Orlando to Chicago, returning Mon, 22 Sep., priced at AU$276 found 4 days ago
American Airlines
Mon, 8 Sep. - Mon, 22 Sep.
MCO
Orlando
ORD
Chicago
AU$322 Return, found 4 days ago
AU$322
Return
found 4 days ago
Select American Airlines flight, departing Mon, 8 Sep. from Orlando to Chicago, returning Mon, 22 Sep., priced at AU$322 found 4 days ago
Delta
Thu, 7 Aug. - Mon, 11 Aug.
MCO
Orlando
ORD
Chicago
AU$326 Return, found 6 days ago
AU$326
Return
found 6 days ago
Select Delta flight, departing Thu, 7 Aug. from Orlando to Chicago, returning Mon, 11 Aug., priced at AU$326 found 6 days ago
American Airlines
Sun, 31 Aug. - Sun, 7 Sep.
MCO
Orlando
ORD
Chicago
AU$343 Return, found 6 days ago
AU$343
Return
found 6 days ago
Select American Airlines flight, departing Sun, 31 Aug. from Orlando to Chicago, returning Sun, 7 Sep., priced at AU$343 found 6 days ago
United
Mon, 1 Sep. - Mon, 8 Sep.
MCO
Orlando
ORD
Chicago
AU$381 Return, found 5 days ago
AU$381
Return
found 5 days ago
Select United flight, departing Mon, 1 Sep. from Orlando to Chicago, returning Mon, 8 Sep., priced at AU$381 found 5 days ago

Find the cheapest month to fly from Orlando (ORL) to Chicago (ORD)

February is typically the cheapest month to fly

From AU$106 - AU$511 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.