Book Cheap Flight Tickets from Chicago

Last Updated onSeptember 7, 2026 at 03:19 AM GMT+0

Book and get the best flight deals from Chicago

Chicago (ORD)

Mexico City (MEX)

Fri 2 Oct

Direct

Viva Aerobus

Start from

US$ 128.67

Price/ Pax

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Chicago (ORD)

New York (JFK)

Sat 3 Oct

Direct

JetBlue

Start from

US$ 136.19

Price/ Pax

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Chicago (ORD)

Dallas (DFW)

Mon 28 Sept

Direct

American Airlines

Start from

US$ 158.72

Price/ Pax

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Chicago (ORD)

Washington (DCA)

Sun 25 Oct

Direct

American Airlines

Start from

US$ 193.65

Price/ Pax

Book

Chicago (ORD)

Vancouver (YVR)

Mon 5 Oct

Direct

Air Canada

Start from

US$ 214.31

Price/ Pax

Book

Please note that the prices listed on this page may not be up to date and subject to change without prior notice. We strive to provide the most accurate and current information.

Flight Information from Chicago

Lowest Fare Month

Sep

Total Destinations

147

Check All Flight Schedules from Chicago

Flight No.	Aircraft Model	Departs	Arrives	Departure City	Departure Airport	Arrival City	Arrival Airport
BR55	AIRBUS A330-300	00:30	04:55 +1d	Chicago	ORD	Taipei	TPE	Check Fares
VB187	-	01:30	04:40	Chicago	ORD	Mexico City	MEX	Check Fares
Y4703	-	01:40	04:50	Chicago	ORD	Mexico City	MEX	Check Fares
AM689	Boeing 737 Max 8	01:54	05:15	Chicago	ORD	Mexico City	MEX	Check Fares
Y47731	-	01:59	04:50	Chicago	ORD	León	BJX	Check Fares
Y41703	-	02:53	05:57	Chicago	ORD	Guadalajara	GDL	Check Fares
UA1964	-	07:09	09:54	Chicago	ORD	Toronto	YYZ	Check Fares
AC8548	-	07:25	10:07	Chicago	ORD	Toronto	YTZ	Check Fares
Y4701	-	07:35	10:45	Chicago	ORD	Mexico City	MEX	Check Fares
AA6488	BOEING 787-9	08:09	10:59	Chicago	ORD	Toronto	YYZ	Check Fares
AA249	Boeing 737 Max 8	08:45	12:02	Chicago	ORD	Mexico City	MEX	Check Fares
UA3601	AIRBUS A330-300	08:50	11:49	Chicago	ORD	Toronto	YYZ	Check Fares
UA5292	-	09:01	11:41	Chicago	ORD	Monterrey	MTY	Check Fares
UA359	-	09:29	12:45	Chicago	ORD	Mexico City	MEX	Check Fares
AA3606	BOEING 787-9	09:45	12:33	Chicago	ORD	Toronto	YYZ	Check Fares
UA3615	-	10:43	13:42	Chicago	ORD	Toronto	YYZ	Check Fares
AA3608	BOEING 787-9	11:45	14:33	Chicago	ORD	Toronto	YYZ	Check Fares
UA1219	AIRBUS A319	12:59	15:46	Chicago	ORD	Toronto	YYZ	Check Fares
Y41705	-	13:49	16:53	Chicago	ORD	Guadalajara	GDL	Check Fares
AC8550	DE HAVILLAND DHC-8 400 SERIES	14:00	16:42	Chicago	ORD	Toronto	YTZ	Check Fares
UA3531	EMBRAER 175 (ENHANCED WINGLETS)	14:52	17:56	Chicago	ORD	Toronto	YYZ	Check Fares
Y47703	-	15:29	18:19	Chicago	MDW	León	BJX	Check Fares
AA3610	Boeing 787-8	15:40	18:30	Chicago	ORD	Toronto	YYZ	Check Fares
AM687	Boeing 737 Max 8	16:30	19:45	Chicago	ORD	Mexico City	MEX	Check Fares
UA3658	-	16:38	19:40	Chicago	ORD	Toronto	YYZ	Check Fares
UA2496	-	17:53	20:44	Chicago	ORD	Toronto	YYZ	Check Fares
Y41893	-	19:30	22:15	Chicago	MDW	San Luis Potosí	SLP	Check Fares
AA3456	Embraer 175	20:32	23:29	Chicago	ORD	Toronto	YYZ	Check Fares
UA541	BOEING 737-900	21:18	23:59	Chicago	ORD	Toronto	YYZ	Check Fares

Find The Best Trip and Get Your Perfect Travel Experience

Start Your Journey from Chicago

Flights from Chicago, departing from O'Hare International Airport (ORD), can be easily searched and compared by date, price, and schedule. Fares are often cheaper when you book in advance and keep your travel dates flexible, making early comparison a smart way to save.

Things to Know Before You Fly

A little preparation makes for a smoother trip. Baggage allowance, meals, and seat selection vary between airlines and fare types, so it's worth checking the details of each flight below before you book the one that fits your trip. Once you've booked, you can usually check in online through the airline's app ahead of time, or at the airport counter on the day. And if your route includes a connection, allow enough time between flights so the journey stays stress-free.

Airpaz as Your Experienced Travel Partner

Find flights from Chicago in one search and compare available fares, schedules, and airline options. Complete your booking with 100+ local payment methods, including bank transfer, e-wallet, and virtual account. You can manage changes through the /order menu and contact Airpaz support 24/7 whenever you need help.

Find Affordable Flights from Your Departure Airport with Airpaz

Kick off the adventure you've always dreamed of and let your wanderlust guide you to new horizons. Make your dream vacation come true by booking an affordable flight from your departure airport. Explore your dream destination, immerse yourself in its vibrant culture, and create cherished memories as you experience its magic. Book your flight with Airpaz now and embark on a journey where every moment is packed with excitement, discovery, and the thrill of exploring the world.

List of Available Airlines from Chicago

Air Canada

United Airlines

American Airlines

EVA Air

Japan Airlines

Frontier Airlines

Royal Jordanian

Southwest Airlines

FAQ about flight from Chicago

What are the most popular airlines for domestic flights from Chicago?

United Airlines, American Airlines, Frontier Airlines are the most popular airlines for domestic flights from Chicago.

What are the most popular airlines for international flights from Chicago?

The most popular airlines for international flights from Chicago are Air Canada, EVA Air, Japan Airlines.

What are the most popular airports for departure in Chicago?

O'Hare International Airport, Chicago Midway International Airport are the most popular departure airports in . These airports offer Taxi, Taxi and many more amenities to enhance your travel experience. You can check detailed information about facilities and terminal layouts at these airports.

What are the most popular airport routes from Chicago?

flight from O'Hare International Airport to Toronto Pearson International Airport, flight from O'Hare International Airport to Montreal Pierre Elliott Trudeau International Airport, flight from O'Hare International Airport to Los Angeles International Airport are the most popular airport routes from Chicago. These routes offer convenient connections for your trip.

What are the most popular city routes from Chicago?

flight from Chicago to Toronto, flight from Chicago to Montreal, flight from Chicago to Los Angeles are the most popular city routes from Chicago. These routes offer convenient connections from major cities.

When is the earliest flight from Chicago?

The earliest flight from Chicago with EVA Air departs at 00:30. You can find this schedule and compare other available flight options on Airpaz.

When is the latest flight from Chicago?

The latest flight from Chicago with EVA Air departs at 23:30. You can find this schedule and compare other available flight options on Airpaz.