Cheap flights from Chicago

Popular trips from Chicago

  1. Miami
    €53
    Jan 12 — Jan 20
    Nonstop3 hr 17 minSpirit
  2. Dublin
    €399
    May 4 — May 13
    1 stop10 hr 55 minAir Canada, United
  3. Phoenix
    €50
    Jan 24 — Jan 31
    Nonstop4 hr 11 minFrontier
  4. Lisbon
    €390
    Apr 13 — Apr 21
    1 stop14 hr 20 minScandinavian Airlines
  5. Rome
    €383
    Jan 18 — Jan 27
    1 stop15 hr 20 minTap Air Portugal
  6. Paris
    €371
    Mar 23 — Mar 30
    1 stop10 hr 30 minIcelandair

Find cheap flights from Chicago to anywhere

Popular airlines with direct flights from Chicago

  • United
    Fly from Chicago (ORD)
    • Washington
      Direct flights every day
      1 hr 56 min +
    • New York
      Direct flights every day
      2 hr 11 min +
    • Newark
      Direct flights every day
      2 hr 13 min +
    • Houston
      Direct flights every day
      2 hr 49 min +
    • San Francisco
      Direct flights every day
      4 hr 33 min +
  • American
    Fly from Chicago (ORD)
    • New York
      Direct flights every day
      2 hr 4 min +
    • Dallas
      Direct flights every day
      2 hr 24 min +
    • Los Angeles
      Direct flights every day
      4 hr 8 min +
    • Boston
      Direct flights every day
      2 hr 20 min +
    • Philadelphia
      Direct flights every day
      2 hr 3 min +
  • Southwest
    Fly from Chicago (MDW, ORD)
    • Denver
      Direct flights every day
      2 hr 30 min +
    • Las Vegas
      Direct flights every day
      3 hr 45 min +
    • Dallas
      Direct flights every day
      2 hr 10 min +
    • Orlando
      Direct flights every day
      2 hr 30 min +
    • Phoenix
      Direct flights every day
      3 hr 35 min +
  • Frontier
    Fly from Chicago (MDW, ORD)
    • Atlanta
      Direct flights every day
      2 hr +
    • Denver
      Direct flights every day
      2 hr 44 min +
    • Dallas
      Direct flights every day
      2 hr 27 min +
    • Orlando
      Direct flights every Mon, Wed, Thu, Fri, Sat, Sun
      2 hr 45 min +
    • Punta Cana
      Direct flights every Mon, Wed, Thu, Fri, Sat, Sun
      4 hr 40 min +
  • Spirit
    Fly from Chicago (ORD)
    • Fort Lauderdale
      Direct flights every day
      3 hr 4 min +
    • Los Angeles
      Direct flights every day
      4 hr 23 min +
    • Orlando
      Direct flights every day
      2 hr 38 min +
    • Las Vegas
      Direct flights every day
      3 hr 45 min +
    • Fort Myers
      Direct flights every day
      2 hr 53 min +
  • Contour Airlines
    Fly from Chicago (ORD)
    • Manistee
      Direct flights every day
      1 hr 10 min +
    • Owensboro
      Direct flights every day
      1 hr 30 min +
    • Cape Girardeau
      Direct flights every day
      1 hr 35 min +
    • Kirksville
      Direct flights every day
      1 hr 25 min +
    • Burlington
      Direct flights every day
      1 hr 20 min +

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    ChicagoUnited States29 min25 km
  • Chicago Midway International Airport (MDW)
    ChicagoUnited States25 min14 km
  • Milwaukee Mitchell International Airport (MKE)
    MilwaukeeUnited States1 hr 27 min120 km
  • Indianapolis International Airport (IND)
    IndianapolisUnited States2 hr 59 min265 km

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.
  • 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 Miami starting at €53 for Jan 12 - Jan 20, round trips from Chicago to Dublin starting at €399 for May 4 - May 13, and cheap flights from Chicago to Phoenix starting at €50 for Jan 24 - Jan 31. 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 14 km away. However, Chicago O'Hare International Airport is more popular with travelers.

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.
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.
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.

Search more flights

Find cheap flights on popular routes