United Airlines Flights to Chicago
United 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.
Sydney to Chicago
20 hr 30 min (1 Stop)
A good deal is under $900 roundtrip
Book 3-6 months in advance for the best fares on this long-haul route. Traveling in shoulder seasons like April-May or September-October can save significantly compared to peak summer pricing.
Dubai to Chicago
14 hr 30 min (1 Stop)
A good deal is under $700 roundtrip
Book 2-4 months in advance for the best fares. Flights connecting through European or Middle Eastern hubs tend to offer more competitive pricing than direct alternatives.
Singapore to Chicago
20 hr 30 min (1 Stop)
A good deal is under $700 roundtrip
Amsterdam to Chicago
9 hr 30 min (Direct)
A good deal is under $550 roundtrip
Book 2-4 months in advance for the best fares. Traveling on Tuesdays or Wednesdays can save 10-20% compared to weekend departures.
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%.
Mumbai to Chicago
16 hr 30 min (1 Stop)
A good deal is under $700 roundtrip
Chicago Quick Facts
Best Time to Visit
June to August
Currency
US Dollar ($)
Airport Transit
Blue Line CTA train takes approximately 45 minutes from O'Hare International Airport (ORD) to downtown Chicago
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