Cheap Flights from Chicago to Anywhere
Fly from Chicago to anywhere in the world.
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Good to Know About Flights From Chicago
Flights with departures within the next 24 hours
| Cheapest one-way flight | C$ 114 | The cheapest one-way flight from Chicago is currently to Toronto. |
|---|---|---|
| Cheapest round-trip flight | C$ 36 | The cheapest round-trip flight from Chicago is currently to New Orleans Louis Armstrong. |
| Cheapest airline | Frontier | On average, Frontier currently has the cheapest one-way flight from Chicago. |
| Most popular destination | Toronto (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
Chicago Midway
Toronto Island
Nonstop
1h 42mToronto Island
Chicago Midway
Nonstop
1h 47mPorter Airlines
Chicago Midway
Toronto Island
Nonstop
1h 37mToronto Island
Chicago Midway
Nonstop
1h 47mPorter Airlines
Chicago Midway
Toronto Island
Nonstop
1h 37mToronto Island
Chicago Midway
Nonstop
1h 50mPorter Airlines
Last Minute Flight Deals from Chicago
Search deals and save on last minute flights departing from Chicago for travel within the next two weeks.
Chicago O'Hare Intl
Vancouver Intl
1 stop
9h 45mVancouver Intl
Chicago O'Hare Intl
2 stops
28h 13mMultiple Airlines
Chicago O'Hare Intl
Vancouver Intl
1 stop
9h 45mVancouver Intl
Chicago O'Hare Intl
1 stop
13h 11mMultiple Airlines
Chicago O'Hare Intl
Vancouver Intl
1 stop
9h 45mVancouver Intl
Chicago O'Hare Intl
2 stops
27h 43mMultiple Airlines
Domestic Airfare to Nearby Cities with Cheap Hotels
Looking for a quick cheap getaway? Fly from Chicago to nearby cities with lower cost accommodations.
Chicago O'Hare Intl
Las Vegas Harry Reid Intl
Nonstop
4h 19mLas Vegas Harry Reid Intl
Chicago O'Hare Intl
Nonstop
3h 44mFrontier
Chicago O'Hare Intl
Las Vegas Harry Reid Intl
Nonstop
4h 19mLas Vegas Harry Reid Intl
Chicago O'Hare Intl
Nonstop
3h 29mMultiple Airlines
Chicago O'Hare Intl
Miami
Nonstop
3h 15mMiami
Chicago O'Hare Intl
Nonstop
3h 35mSpirit Airlines
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
Chicago Midway
Toronto Island
Nonstop
1h 42mToronto Island
Chicago Midway
Nonstop
1h 47mPorter Airlines
Chicago Midway
Toronto Island
Nonstop
1h 37mToronto Island
Chicago Midway
Nonstop
1h 47mPorter Airlines
Chicago Midway
Toronto Island
Nonstop
1h 37mToronto Island
Chicago Midway
Nonstop
1h 50mPorter Airlines
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.