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.
- Rome£43430 Oct – 6 Nov1 stop12 hrs 30 minsIcelandair
- Reykjavík£31724 Sept – 1 Oct1 stop8 hrs 18 minsDelta
- Mexico City£20013 Nov – 19 Nov1 stop7 hrs 2 minsViva
- Tokyo£71627 Nov – 6 Dec1 stop23 hrs 15 minsPhilippine Airlines
- Paris£44218 Sept – 24 Sept1 stop17 hrs 50 minsTap Air Portugal
- Miami£6215 Aug – 22 AugNon-stop3 hrs 23 minsFrontier
Find cheap flights from Chicago to anywhere
Popular airlines with direct flights from Chicago
- UnitedFly from Chicago (ORD)
- WashingtonDirect flights every day1 hr 56 mins +
- New YorkDirect flights every day2 hrs 11 mins +
- NewarkDirect flights every day2 hrs 13 mins +
- HoustonDirect flights every day2 hrs 49 mins +
- San FranciscoDirect flights every day4 hrs 33 mins +
- AmericanFly from Chicago (ORD)
- New YorkDirect flights every day2 hrs 4 mins +
- DallasDirect flights every day2 hrs 24 mins +
- Los AngelesDirect flights every day4 hrs 8 mins +
- BostonDirect flights every day2 hrs 20 mins +
- PhiladelphiaDirect flights every day2 hrs 3 mins +
- SouthwestFly from Chicago (MDW, ORD)
- DenverDirect flights every day2 hrs 30 mins +
- Las VegasDirect flights every day3 hrs 45 mins +
- DallasDirect flights every day2 hrs 10 mins +
- OrlandoDirect flights every day2 hrs 30 mins +
- PhoenixDirect flights every day3 hrs 35 mins +
- FrontierFly from Chicago (MDW, ORD)
- AtlantaDirect flights every day2 hrs +
- DenverDirect flights every day2 hrs 44 mins +
- DallasDirect flights every day2 hrs 27 mins +
- OrlandoDirect flights every Mon, Wed, Thu, Fri, Sat, Sun2 hrs 45 mins +
- Punta CanaDirect flights every Mon, Wed, Thu, Fri, Sat, Sun4 hrs 40 mins +
- SpiritFly from Chicago (ORD)
- Fort LauderdaleDirect flights every day3 hrs 4 mins +
- Los AngelesDirect flights every day4 hrs 23 mins +
- OrlandoDirect flights every day2 hrs 38 mins +
- Las VegasDirect flights every day3 hrs 45 mins +
- Fort MyersDirect flights every day2 hrs 53 mins +
- Contour AirlinesFly from Chicago (ORD)
- ManisteeDirect flights every day1 hr 10 mins +
- OwensboroDirect flights every day1 hr 30 mins +
- Cape GirardeauDirect flights every day1 hr 35 mins +
- KirksvilleDirect flights every day1 hr 25 mins +
- BurlingtonDirect flights every day1 hr 20 mins +
Popular airports near Chicago
Distance and driving time are relative to the city centre. Airports are listed based on distance from the centre of Chicago and popularity with travellers.
- Chicago O'Hare International Airport (ORD)ChicagoUnited States27 mins16 mi
- Chicago Midway International Airport (MDW)ChicagoUnited States25 mins9 mi
- Milwaukee Mitchell International Airport (MKE)MilwaukeeUnited States1 hr 25 mins75 mi
- Indianapolis International Airport (IND)IndianapolisUnited States2 hrs 58 mins165 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 favourite carrier or a loyalty programme that you like, but price, convenience and airports served also come into play. Flexibility and booking terms – whether you can 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 with 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, Washington, Houston, Phoenix, Dallas and Las Vegas.
You can currently find cheap options like round-trip flights from Chicago to Rome starting at £434 for 30 Oct – 6 Nov, round trips from Chicago to Reykjavík starting at £317 for 24 Sept – 1 Oct and cheap flights from Chicago to Mexico City starting at £200 for 13 Nov – 19 Nov. Alternatively, explore more cheap flights to anywhere in the world.
You can currently find cheap options like round-trip flights from Chicago to Rome starting at £434 for 30 Oct – 6 Nov, round trips from Chicago to Reykjavík starting at £317 for 24 Sept – 1 Oct and cheap flights from Chicago to Mexico City starting at £200 for 13 Nov – 19 Nov. 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 centre is Chicago Midway International Airport 9 mi away. However, Chicago O'Hare International Airport is more popular with travellers.
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 two hours before departure time for a domestic flight and three hours before an international flight to allow for time to check in, clear security and handle any 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 at 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 at 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 non-stop 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 non-stop 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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