Cheap Flights from San Jose to Chicago from $107 | Skyscanner

Flight deals from San Jose to Chicago Looking for a cheap last-minute deal or the best return flight from San Jose to Chicago? Find the lowest prices on one-way and return tickets right here.

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$107
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Cheap Flights From San Jose To Chicago From $107 | Skyscanner

3 weeks from now

Flight deals from San Jose to Chicago Looking for a cheap last-minute deal or the best return flight from San Jose to Chicago? Find the lowest prices on one-way and return tickets right here.

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$47
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$47 Flights From San Jose (SJC) To Chicago (CHIA) | Skyscanner

3 weeks from now

Find the best deals on flights from San Jose International (SJC) to Chicago (CHIA). Compare prices from hundreds of major travel agents and airlines, all in one search.

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$33
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$33 Flights From San Jose (SJC) To Chicago (ORD) | Skyscanner

3 weeks from now

Jan 2, 2025 · Find the best deals on flights from San Jose International (SJC) to Chicago O'Hare International (ORD). Compare prices from hundreds of major travel agents and airlines, all in …

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$264
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Cheap Flights From San Jose To Chicago - Skyscanner

3 weeks from now

Find cheap flights from San Jose to Chicago from $264. Search and compare millions of airline tickets to find cheap flight deals.

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$472
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Cheap Flights From San Jose To Chicago From $472 | Skyscanner

3 weeks from now

Flight deals from San Jose to Chicago Looking for a cheap last-minute deal or the best return flight from San Jose to Chicago? Find the lowest prices on one-way and return tickets right here.

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