American Airlines Flights to Chicago
American Airlines Routes to Chicago
New York to Chicago
2 hr 15 min (Direct)
A good deal is under $150 roundtrip
Book 3-6 weeks ahead for best fares on this short-haul route. Midweek departures (Tuesday and Wednesday) are typically cheaper and less crowded.
Los Angeles to Chicago
3 hr 45 min (Direct)
A good deal is under $200 roundtrip
Book 3-6 weeks ahead for domestic routes like this. Flying Tuesday or Wednesday can save 10-20% compared to weekend fares.
Miami to Chicago
2 hr 30 min (Direct)
A good deal is under $150 roundtrip
Book 3-6 weeks ahead for the best fares on this short domestic route. Flying Tuesday or Wednesday can save 10-20% compared to weekend travel.
San Francisco to Chicago
4 hr 15 min (Direct)
A good deal is under $200 roundtrip
Book 3-6 weeks ahead for domestic routes like this. Flying Tuesday or Wednesday can save 10-20% compared to weekend departures.
Boston to Chicago
2 hr 10 min (Direct)
A good deal is under $150 roundtrip
Book 3-6 weeks ahead for best fares on this short-haul route. Tuesday and Wednesday departures tend to be cheaper than weekend flights.
Seattle to Chicago
3 hr 45 min (Direct)
A good deal is under $200 roundtrip
Book 4-6 weeks in advance for the best fares on this competitive domestic route. Tuesday and Wednesday departures tend to be cheaper than weekend flights.
Denver to Chicago
2 hr 15 min (Direct)
A good deal is under $150 roundtrip
Book 3-6 weeks in advance for the best fares on this short domestic route. Flying Tuesday or Wednesday can save 10-20% compared to weekend travel.
Washington D.C. to Chicago
2 hr 10 min (Direct)
A good deal is under $150 roundtrip
Book 3-6 weeks ahead for best fares on this short domestic route. Midweek departures (Tuesday and Wednesday) are typically 10-20% cheaper than weekend flights.
Dallas to Chicago
2 hr 15 min (Direct)
A good deal is under $150 roundtrip
Book 3-6 weeks ahead for best fares on this short-haul route. Midweek departures on Tuesday or Wednesday are typically 10-15% cheaper than weekend flights.
Atlanta to Chicago
2 hr 0 min (Direct)
A good deal is under $150 roundtrip
Book 3-6 weeks ahead for best fares on this short domestic route. Traveling Tuesday or Wednesday can save 10-20% compared to weekend flights.
Houston to Chicago
2 hr 15 min (Direct)
A good deal is under $150 roundtrip
Book 3-6 weeks in advance for the best fares on this short domestic route. Flying Tuesday or Wednesday can save 10-20% compared to weekend travel.
Honolulu to Chicago
9 hr 30 min (Direct)
A good deal is under $350 roundtrip
Book 6-8 weeks in advance for the best fares on this popular transpacific route. Flying mid-week and avoiding holiday periods can save 20-30% compared to peak weekend travel.
Las Vegas to Chicago
3 hr 30 min (Direct)
A good deal is under $150 roundtrip
Book 4-6 weeks in advance for the best fares on this popular domestic route. Flying Tuesday or Wednesday can save 10-20% compared to weekend travel.
London to Chicago
9 hr 30 min (Direct)
A good deal is under $500 roundtrip
Book 2-4 months in advance for the best fares. Departing Tuesday or Wednesday can save 15-20% compared to weekend flights.
Paris to Chicago
9 hr 30 min (Direct)
A good deal is under $500 roundtrip
Book 2-4 months in advance for the best fares. Traveling on Tuesdays or Wednesdays can save 15-20% compared to weekend departures.
Toronto to Chicago
1 hr 30 min (Direct)
A good deal is under $150 roundtrip
Book 2-4 weeks in advance for the best fares on this short-haul route. Avoid Friday and Sunday travel days as business and leisure demand spikes prices significantly.
Frankfurt to Chicago
9 hr 30 min (Direct)
A good deal is under $600 roundtrip
Book 2-4 months in advance for the best fares. Traveling on Tuesdays or Wednesdays can save 10-20% compared to weekend departures.
Dublin to Chicago
8 hr 45 min (Direct)
A good deal is under $500 roundtrip
Book 3-6 months in advance for the best fares, especially for summer travel. Flying midweek and avoiding school holiday periods can save 15-25%.
Chicago Quick Facts
Best Time to Visit
June to August
Currency
US Dollar ($)
Airport Transit
Blue Line CTA train takes approximately 45 minutes from O'Hare International Airport (ORD) to downtown Chicago
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