Cheap flights from Chicago
Popular trips from Chicago
These suggestions are based on the cheapest fares to popular destinations in the next six months.
Prices include required taxes + fees for 1 adult. Optional charges and bag fees may apply.
- Miami$85Nov 5 — Nov 121 stop21 hr 45 minFrontier
- Los Angeles$133Nov 26 — Dec 31 stop4 hr 40 minFrontier
- Seattle$181Dec 3 — Dec 111 stop8 hr 37 minFrontier
- Lisbon$689Oct 30 — Nov 6Nonstop8 hr 5 minTap Air Portugal
- Reykjavík$620Nov 15 — Nov 21Nonstop6 hr 15 minIcelandair
- Athens$529Nov 7 — Nov 131 stop13 hr 35 minAir Serbia
Find cheap flights from Chicago to anywhere
Popular airlines with direct flights from Chicago
- UnitedFly from Chicago (ORD)
- WashingtonDirect flights every day1 hr 56 min +
- New YorkDirect flights every day2 hr 11 min +
- NewarkDirect flights every day2 hr 13 min +
- HoustonDirect flights every day2 hr 49 min +
- San FranciscoDirect flights every day4 hr 33 min +
- AmericanFly from Chicago (ORD)
- New YorkDirect flights every day2 hr 4 min +
- DallasDirect flights every day2 hr 24 min +
- Los AngelesDirect flights every day4 hr 8 min +
- BostonDirect flights every day2 hr 20 min +
- PhiladelphiaDirect flights every day2 hr 3 min +
- SouthwestFly from Chicago (MDW, ORD)
- DenverDirect flights every day2 hr 30 min +
- Las VegasDirect flights every day3 hr 45 min +
- DallasDirect flights every day2 hr 10 min +
- OrlandoDirect flights every day2 hr 30 min +
- PhoenixDirect flights every day3 hr 35 min +
- FrontierFly from Chicago (MDW, ORD)
- AtlantaDirect flights every day2 hr +
- DenverDirect flights every day2 hr 44 min +
- DallasDirect flights every day2 hr 27 min +
- OrlandoDirect flights every Mon, Wed, Thu, Fri, Sat, Sun2 hr 45 min +
- Punta CanaDirect flights every Mon, Wed, Thu, Fri, Sat, Sun4 hr 40 min +
- SpiritFly from Chicago (ORD)
- Fort LauderdaleDirect flights every day3 hr 4 min +
- Los AngelesDirect flights every day4 hr 23 min +
- OrlandoDirect flights every day2 hr 38 min +
- Las VegasDirect flights every day3 hr 45 min +
- Fort MyersDirect flights every day2 hr 53 min +
- Contour AirlinesFly from Chicago (ORD)
- ManisteeDirect flights every day1 hr 10 min +
- OwensboroDirect flights every day1 hr 30 min +
- Cape GirardeauDirect flights every day1 hr 35 min +
- KirksvilleDirect flights every day1 hr 25 min +
- BurlingtonDirect flights every day1 hr 20 min +
Popular airports near Chicago
Distance and driving time are relative to the city center. Airports are listed based on distance from Chicago center and popularity with travelers.
- Chicago O'Hare International Airport (ORD)ChicagoUnited States29 min16 mi
- Chicago Midway International Airport (MDW)ChicagoUnited States26 min9 mi
- Milwaukee Mitchell International Airport (MKE)MilwaukeeUnited States1 hr 24 min75 mi
- Indianapolis International Airport (IND)IndianapolisUnited States2 hr 59 min165 mi
Frequently asked questions about flying from Chicago
What counts as the best airline for your flights from Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago.
In terms of direct flights, United is the most popular, flying directly to 188 cities. United flies from Chicago O'Hare International Airport (ORD).
Other popular airlines flying from Chicago are American, Southwest, Frontier, Spirit, Contour Airlines.
In terms of direct flights, United is the most popular, flying directly to 188 cities. United flies from Chicago O'Hare International Airport (ORD).
Other popular airlines flying from Chicago are American, Southwest, Frontier, Spirit, Contour Airlines.
- American flies directly to 145 cities. American flies from Chicago O'Hare International Airport (ORD).
- Southwest flies directly to 75 cities. Southwest flies from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).
- Frontier flies directly to 18 cities. Frontier flies from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).
- Spirit flies directly to 15 cities. Spirit flies from Chicago O'Hare International Airport (ORD).
- Contour Airlines flies directly to 8 cities. Contour Airlines flies from Chicago O'Hare International Airport (ORD).
- United offers direct flights from Chicago to 188 cities. The most frequent destinations are: Washington, New York, Newark, Houston and San Francisco.
- American offers direct flights from Chicago to 145 cities. The most frequent destinations are: New York, Dallas, Los Angeles, Boston and Philadelphia.
- Southwest offers direct flights from Chicago to 75 cities. The most frequent destinations are: Denver, Las Vegas, Dallas, Orlando and Phoenix.
- Frontier offers direct flights from Chicago to 18 cities. The most frequent destinations are: Atlanta, Denver, Dallas, Orlando and Punta Cana.
- Spirit offers direct flights from Chicago to 15 cities. The most frequent destinations are: Fort Lauderdale, Los Angeles, Orlando, Las Vegas and Fort Myers.
- Contour Airlines offers direct flights from Chicago to 8 cities. The most frequent destinations are: Manistee, Owensboro, Cape Girardeau, Kirksville and Burlington.
Some popular flight destinations from Chicago are Denver, Dallas, Phoenix, Washington, Las Vegas and Houston.
You can currently find cheap options like round-trip flights from Chicago to Miami starting at $85 for Nov 5 - Nov 12, round trips from Chicago to Los Angeles starting at $133 for Nov 26 - Dec 3, and cheap flights from Chicago to Seattle starting at $181 for Dec 3 - Dec 11. Alternatively, explore more cheap flights to anywhere in the world.
You can currently find cheap options like round-trip flights from Chicago to Miami starting at $85 for Nov 5 - Nov 12, round trips from Chicago to Los Angeles starting at $133 for Nov 26 - Dec 3, and cheap flights from Chicago to Seattle starting at $181 for Dec 3 - Dec 11. Alternatively, explore more cheap flights to anywhere in the world.
Chicago has 2 major airports: Chicago O'Hare International Airport and Chicago Midway International Airport. The closest airport to the city center is Chicago Midway International Airport 9 mi away. However, Chicago O'Hare International Airport is more popular with travelers.
Different airlines may depart from different airports, for example:
Different airlines may depart from different airports, for example:
- United flies from Chicago O'Hare International Airport.
- American flies from Chicago O'Hare International Airport.
- Southwest flies from Chicago Midway International Airport and Chicago O'Hare International Airport.
- Frontier flies from Chicago Midway International Airport and Chicago O'Hare International Airport.
- Spirit flies from Chicago O'Hare International Airport.
- Contour Airlines flies from Chicago O'Hare International Airport.
It's usually recommended that you arrive at the airport 2 hours before departure time for a domestic flight and 3 hours before an international flight to allow for time to check in, clear security, and handle unexpected delays.
Check with your airline for any unique guidance and monitor the airport's website for updates or changes to procedures.
Check with your airline for any unique guidance and monitor the airport's website for updates or changes to procedures.
Finding last-minute flights from Chicago is easy on Google Flights.
Select a destination in the form on the top of the page, and use the calendar to pick travel dates and find the lowest ticket prices available.
You can even check for flights departing today.
To find the cheapest tickets, it’s usually best to book at least a few weeks in advance for domestic flights and a few months in advance for cheap international flights.
Select a destination in the form on the top of the page, and use the calendar to pick travel dates and find the lowest ticket prices available.
You can even check for flights departing today.
To find the cheapest tickets, it’s usually best to book at least a few weeks in advance for domestic flights and a few months in advance for cheap international flights.
You can find cheap flight deals from Chicago to anywhere in the world on Google Flights.
Just enter Chicago as your departure city, choose Anywhere as the destination, and tap Explore.
You can pick specific dates or leave departure and return dates blank if your plans are flexible. The cheapest flight deals to popular destinations will appear.
You can filter the results to see only nonstop flights or flights under a certain price to more easily plan your perfect low cost trip.
If you already have a destination in mind, you can turn on price tracking to get alerts if the ticket price changes for a route or flight.
Just enter Chicago as your departure city, choose Anywhere as the destination, and tap Explore.
You can pick specific dates or leave departure and return dates blank if your plans are flexible. The cheapest flight deals to popular destinations will appear.
You can filter the results to see only nonstop flights or flights under a certain price to more easily plan your perfect low cost trip.
If you already have a destination in mind, you can turn on price tracking to get alerts if the ticket price changes for a route or flight.
Search more flights
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