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Find the best flight to Chicago

ReturnOne-wayMulti-city
Depart
Sun., 06-07
Return
Sun., 06-14
Travellers
1, Economy

Great deals to Chicago

We’ve searched 100s of deals recently found by travellers.*
Washington DC, DC (WAS) Chicago, IL (CHI)
Tue., 06-23 - Sun., 07-05
American Airlines - Roundtrip, Economy
US$150
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Pittsburgh, PA (PIT) Chicago, IL (CHI)
Thu., 08-27 - Mon., 08-31
American Airlines - Roundtrip, Economy
US$151
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Dallas, TX (DFW) Chicago, IL (CHI)
Mon., 08-24 - Wed., 08-26
United Airlines - Roundtrip, Economy
US$172
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Toronto, CA (YTO) Chicago, IL (CHI)
Sat., 08-01 - Sat., 08-08
Porter Airlines - Roundtrip, Economy
US$195
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Halifax, CA (YHZ) Chicago, IL (CHI)
Thu., 10-22 - Fri., 10-30
United Airlines - Roundtrip, Economy
US$196
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Edmonton, CA (YEA) Chicago, IL (CHI)
Wed., 11-11 - Sun., 11-15
Air Canada - Roundtrip, Economy
US$248
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Ottawa, CA (YOW) Chicago, IL (CHI)
Fri., 08-07 - Sun., 08-09
United Airlines - Roundtrip, Economy
US$250
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Calgary, CA (YYC) Chicago, IL (CHI)
Mon., 09-28 - Fri., 10-09
Air Canada - Roundtrip, Economy
US$272
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*Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travellers who searched Tripadvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.
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Flying to Chicago

Chicago, Illinois is one of the largest cities in the Americas and the centre of the Midwest United States.

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Many visitors make a point to stop by Soldier Field, the home of the Chicago Bears, an American Football team in the National Football league.

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Other frequented attractions include the Navy Pier, the Hancock Observatory and the Skydeck at the Willis-Sears Tower. The latter two offer unbelievable views of Chicago and the surrounding areas from high above the city streets.

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Chicago has two major airports just outside of the city. O’Hare International (airport code ORD) is the larger of the two and is one of the busiest airports in the world. In 2009 O’Hare served just fewer than 64.4 million passengers on over 880,000 flights. Those flights depart to essentially every city around the United States and more than 60 international cities.

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O’Hare is a hub for both American Airlines and United Airlines. Another 55 airlines fly out of O’Hare including both major international carriers and regional carriers.

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Chicago Midway International Airport (airport code MDW) is the smaller of the two major airports, although it served an impressive 17 million passengers in 2009 on more than 250,000 flights. It is a major crossing point for Southwest Airlines flights. Only eight other airlines fly out of Midway.

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Flight stats for Chicago - did you know?

  • Chicago is 25 km from O'Hare Intl Airport (Chicago, IL).
  • O'Hare Intl Airport (Chicago, IL)
    • Right now, 51 airlines operate out of O'Hare Intl Airport.
    • O'Hare Intl Airport offers nonstop flights to 148 cities.
    • Every week, at least 3,000 domestic flights and 173 international flights depart from O'Hare Intl Airport.
  • Chicago is 14 km from Midway Airport (Chicago, IL).
  • Midway Airport (Chicago, IL)
    • Right now, 3 airlines operate out of Midway Airport.
    • Midway Airport offers nonstop flights to 49 cities.
    • Every week, at least 466 domestic flights and 4 international flights depart from Midway Airport.
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