Flights · ORD · MDW

Flights to Chicago, Illinois

Two airports and hubs for United and American. Fares change a lot between O'Hare and Midway — a specialist compares both for you.

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Chicago skyline on the shore of Lake Michigan — **Flights to ORD**≈2–2½ h nonstop from New York

Travel FareX is an independent travel agency, not affiliated with or endorsed by any airline. Airline names are trademarks of their owners, used only to describe flights we can book. Routes and schedules change often and are confirmed at the time of booking.

Flight time≈2–2½ h nonstop from New York

Time zoneCentral Time (CT)

Best time to visitMay–Sep

AirportsORD · MDW

Flight times are approximate for typical nonstop flights and vary by route, aircraft and season.

Discover Chicago

Why travelers fly to Chicago

Chicago sits on Lake Michigan with famous architecture, museums, deep-dish pizza and a lively riverfront. Two airports — O'Hare and Midway — give you more fare options.

1
Millennium Park
Cloud Gate, gardens and free summer concerts.
2
Architecture river cruise
See the city's landmark skyscrapers from the Chicago River.
3
Lakefront
Beaches, bike paths and Navy Pier along Lake Michigan.

Fares Compared

Across airlines & routings

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Complex Trips Welcome

Multi-city, groups & families

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ORD · O'Hare (ORD) & Midway (MDW)

Airlines that fly to Chicago

Airlines serving this destination as of October 2026. Routes and schedules change — call us to confirm flights from your home airport on your dates.

Airline	Service
United	Hub at O'Hare
American	Hub at O'Hare
Southwest	Largest airline at Midway
Delta	Flights to its hubs
Alaska	Flights to the West Coast
JetBlue	Flights to the East Coast

Good to know before you book

Winter storms can cause delays — avoid tight connections in December–February.
Midway is often closer to downtown and cheaper on Southwest.
Business travel makes weekday mornings pricey — ask about off-peak times.

Nearby airports we also compare

ORD · O'Hare — northwest Chicago
MDW · Midway — southwest Chicago

FAQs

Flights to Chicago: common questions

Airlines serving O'Hare (ORD) & Midway (MDW) include United, American, Southwest, Delta, Alaska, JetBlue. Routes and seasonal schedules change often, so we confirm what's flying on your exact dates when you call.

We compare airlines and routing, including nearby airports and connecting flights, and explain the total cost with bags and seats so you can choose the right value.

No. Travel FareX is an independent travel agency. We are not affiliated with, endorsed by, or sponsored by any airline. We help you compare and book flights, and your ticket is issued under the airline's own fare rules.

No. Quotes are free and there's no obligation to book. Any service fee is explained up front before you confirm a booking.