Cheap Flights from Chicago to Anywhere

Fly from Chicago to anywhere in the world.

CHI — YVR
7 Feb — 14 Feb1
Return
1 adult
Economy
From?
To?
Tue 7/2
Tue 14/2

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Good to Know About Flights From Chicago

Flights with departures within the next 24 hours
Cheapest one-way flightC$ 114The cheapest one-way flight from Chicago is currently to Toronto.
Cheapest round-trip flightC$ 36The cheapest round-trip flight from Chicago is currently to New Orleans Louis Armstrong.
Cheapest airlineFrontierOn average, Frontier currently has the cheapest one-way flight from Chicago.
Most popular destinationToronto (YTO)Toronto (YTO) is currently the most popular flight destination from Chicago.

Cheapest flights from Chicago

Looking for a flight from Chicago and not sure where to go? Check out the cheapest flight deals to destinations from Chicago
31 Mar. - 2 Apr.
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 42m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 47m
C$ 286

Porter Airlines

Pick Dates

Deal found 30/1

2 Mar. - 30 Mar.
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 47m
C$ 295

Porter Airlines

Pick Dates

Deal found 30/1

22 Feb. - 26 Feb.
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
C$ 298

Porter Airlines

Pick Dates

Deal found 31/1

Last Minute Flight Deals from Chicago

Search deals and save on last minute flights departing from Chicago for travel within the next two weeks.
8 Feb. - 15 Feb.
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

1 stop

9h 45m
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

2 stops

28h 13m
C$ 389

Multiple Airlines

Pick Dates

Deal found 30/1

8 Feb. - 15 Feb.
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

1 stop

9h 45m
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

1 stop

13h 11m
C$ 391

Multiple Airlines

Pick Dates

Deal found 30/1

8 Feb. - 14 Feb.
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

1 stop

9h 45m
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

2 stops

27h 43m
C$ 399

Multiple Airlines

Pick Dates

Deal found 1/2

Domestic Airfare to Nearby Cities with Cheap Hotels

Looking for a quick cheap getaway? Fly from Chicago to nearby cities with lower cost accommodations.
28 Feb. - 7 Mar.
ORD

Chicago O'Hare Intl

LAS

Las Vegas Harry Reid Intl

Nonstop

4h 19m
LAS

Las Vegas Harry Reid Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 44m
C$ 75

Frontier

Pick Dates

Deal found 30/1

28 Feb. - 1 Mar.
ORD

Chicago O'Hare Intl

LAS

Las Vegas Harry Reid Intl

Nonstop

4h 19m
LAS

Las Vegas Harry Reid Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 29m
C$ 100

Multiple Airlines

Pick Dates

Deal found 30/1

1 Mar. - 7 Mar.
ORD

Chicago O'Hare Intl

MIA

Miami

Nonstop

3h 15m
MIA

Miami

ORD

Chicago O'Hare Intl

Nonstop

3h 35m
C$ 104

Spirit Airlines

Pick Dates

Deal found 1/2

Non-stop flights from Chicago

Departing from Chicago and travelling domestically across the country and not sure where to go? Book non-stop flights from Chicago on Porter Airlines
31 Mar. - 2 Apr.
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 42m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 47m
C$ 286

Porter Airlines

Pick Dates

Deal found 30/1

2 Mar. - 30 Mar.
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 47m
C$ 295

Porter Airlines

Pick Dates

Deal found 30/1

22 Feb. - 26 Feb.
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
C$ 298

Porter Airlines

Pick Dates

Deal found 31/1

Related info for your journey

Useful info, stats and facts about Chicago to anywhere flights.

Which is the cheapest airport to catch a flight from Chicago?

The cheapest routes to Toronto can be found at Chicago Midway airport from C$ 295. While Chicago O'Hare Intl airport is usually cheaper if your destination is Toronto with prices starting at C$ 342. Reference our flight search to find the best deals in real time.

What is the cheapest flight from Chicago to anywhere?

Users have flown out of Chicago for as low as C$ 36 to New Orleans (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 1,121 to fly from Chicago.

What are the cheapest airlines flying from Chicago to anywhere?

According to our data, users have found Juneyao Airlines, Spirit Airlines, and Frontier to have the cheapest round-trip prices from Chicago. Some of the destinations and prices are as follows: Juneyao Airlines flights from Chicago to Toronto (C$ 31). Spirit Airlines flights from Chicago to Cancun (C$ 36). Frontier flights from Chicago to Atlanta Hartsfield-Jackson (C$ 93).

What is the shortest direct flight from Chicago?

Consider Madison, Milwaukee, and Moline if you prefer a quick journey with a short flight time. These locations are all within 108 km of Chicago

What is the farthest direct flight from Chicago?

If flights to distant destinations are more of your preference, check pricing for New Delhi, Taipei City, and Auckland.

What are popular destinations to fly to from Chicago?

From Chicago you can expect to find greater availability for the following destinations: New York (2,332 flights per day), Atlanta (544 flights per day) and Los Angeles (446 flights per day).

Where are the cheapest places to fly to from Chicago?

Check out the cheapest flights from Chicago to embark to:
Travel from Chicago to Toronto from C$ 295 round trip
Travel from Chicago to Montreal from C$ 313 round trip
Travel from Chicago to Vancouver from C$ 353 round trip
Travel from Chicago to Calgary from C$ 414 round trip

Which airlines fly from Chicago?

For flights departing from Chicago check dates and pricing for the following: Flair Airlines, Frontier, Juneyao Airlines, Swoop, Spirit Airlines. These airlines depart to the following popular destinations: Toronto, Atlanta, Cancún.

What are the most popular destinations to fly to from Chicago?

This month, the top selected destinations from Chicago are Ahmedabad, Atlanta, Austin. Throughout the year, Atlanta, Ahmedabad, Athens are some of the top choices made by users flying from Chicago.

What is the cheapest premium economy flight from Chicago?

Options for some of the cheapest premium economy flights from Chicago we have found on Cheapflights are as follows:
Fly from Chicago to Puerto Vallarta starting at C$ 1,085
Fly from Chicago to Mumbai starting at C$ 1,960
Fly from Chicago to Santiago starting at C$ 2,146
Fly from Chicago to San José, San José Province starting at C$ 2,225

What is the cheapest first-class flight from Chicago?

If you’re looking to fly first-class from Chicago to anywhere, put Las Vegas on your list as prices start at C$ 1,209 for this destination.

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