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Flight Tracker
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Departure city

Cheap flights from Chicago (ORD)

Updated September 24, 2026 · live fares · Magellan Flights
Quick answer

The cheapest flight from Chicago (ORD) right now is $110 to Burlington. Below are the 20 cheapest destinations we're tracking from ORD — all real, bookable, and refreshed through the day.

Heads up: these fares move fast. Every price here is re-checked against live pricing and links straight to a secure booking page — if you see one you love, grab it.
Explore everywhere →
DestinationDatesPrice
Burlington BRL2026-11-02 → 2026-11-05$110See live price on Aviasales →
Atlanta ATL2026-11-12 → 2026-11-17$114See live price on Aviasales →
Minneapolis MSP2026-12-25 → 2026-12-29$133See live price on Aviasales →
Los Angeles LAX2026-10-13 → 2026-10-16$144See live price on Aviasales →
Dallas DFW2026-10-16 → 2026-10-20$144See live price on Aviasales →
Orlando ORL2026-11-12 → 2026-11-17$145See live price on Aviasales →
San Juan SJU2026-11-13 → 2026-11-16$149See live price on Aviasales →
Mexico City MEX2026-11-25 → 2026-11-29$199See live price on Aviasales →
Puebla PBC2026-10-31 → 2026-11-06$254See live price on Aviasales →
Toronto YTO2026-10-09 → 2026-10-12$280See live price on Aviasales →
Guadalajara GDL2026-10-06 → 2026-10-14$283See live price on Aviasales →
Morelia MLM2027-01-04 → 2027-02-04$287See live price on Aviasales →
Cancun CUN2027-01-09 → 2027-01-10$296See live price on Aviasales →
Nassau NAS2026-10-15 → 2026-10-22$306See live price on Aviasales →
Montreal YMQ2026-11-26 → 2026-12-10$315See live price on Aviasales →
Rome ROM2027-02-15 → 2027-02-23$328See live price on Aviasales →
Vancouver YVR2026-10-04 → 2026-10-09$339See live price on Aviasales →
London LON2027-04-01 → 2027-04-17$344See live price on Aviasales →
Calgary YYC2027-05-11 → 2027-05-28$349See live price on Aviasales →
Barranquilla BAQ2026-12-26 → 2027-01-16$374See live price on Aviasales →

Popular routes from Chicago

Frequently asked questions

What is the cheapest place to fly from Chicago right now?

Right now it's Burlington at $110 from ORD. The cheapest destination shifts as fares move, so this page refreshes daily with the current lows.

Are these Chicago flight deals real and bookable?

Yes. Every fare is re-checked against live pricing before it's shown, and each Book link goes to a secure booking page for that exact flight.

How often do the fares from ORD update?

Several times a day, so the prices here reflect what's actually bookable right now.

Cheap flights from other cities

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