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Cheap Flights from Chicago

Pay no Orbitz booking fees on single-carrier flights from Chicago that are reserved online. That's good on flight-only reservations that originate from the U.S., Canada, Mexico or the Caribbean. Removing fees is just one way we can ensure cheap flights from Chicago.

Miles? Yes. Window? Yes. Cheap flights from Chicago on Orbitz? Yes.

  • Add your frequent flier number when you book a cheap flight from Chicago on Orbitz, and accumulate miles on applicable flights.
  • Choose your seats on flights from Chicago — aisle or window, front or back.
  • Get airfare alerts for flights from Chicago. Set your target price, destination, and travel dates, and we'll send you an alert if we find cheap flights from Chicago that meet or beat your target price. Orbitz Deals E-mail can help you catch discount flights from Chicago, too.

An entire support team for your flights from Chicago

When you book your cheap flights from Chicago on Orbitz, you get free, real-time trip updates sent to your mobile phone about delays and other events that could impact your travel. Choose to have your alerts sent to up to six others, such as the person picking you up from the airport in Chicago when you return.

Need to change your cheap flights from Chicago?

You don't have to call to change your flights from Chicago. You can do that yourself online. We'll let you know if there's part of your airfare that can be put toward a future flight from Chicago. Travel should be a pleasure, so that's why we strive to get you the best deal on cheap flights from Chicago and deliver the support you deserve.

Cheap flights from Chicago

Taxes and fees included
Round-trip flights from Chicago

Found on Orbitz over the next 60 days

Best weekend fares Cheap anytime fares
Flights from Chicago to Las Vegas
Flights from Chicago to Cancun
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Flights from Chicago to New York
Flights from Chicago to Orlando
Flights from Chicago to Honolulu
Flights from Chicago to Los Angeles
Flights from Chicago to Mexico City
Flights from Chicago to Denver
Flights from Chicago to San Juan
Flights from Chicago to Maui (Island of Maui)
Flights from Chicago to Miami
Flights from Chicago to Istanbul
Flights from Chicago to San Francisco
Flights from Chicago to Washington DC
Flights from Chicago to Seoul
Flights from Chicago to Rome
Flights from Chicago to Atlanta
Flights from Chicago to San Jose
Flights from Chicago to Los Cabos
Flights from Chicago to Tampa
Flights from Chicago to Frankfurt
Flights from Chicago to Paris

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 48 hours. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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