Cheap Flights to Chicago in 2026
Economy flights to Chicago typically range from $300 to $1,400 round-trip, depending on your departure city and travel dates. Top carriers serving this route include United Airlines, American Airlines, Delta Air Lines. The best months to find cheap fares are generally outside the peak season (June to August and major holidays (Thanksgiving, Christmas)).
Price Overview from Major US Cities
New York → ORD
A good deal is under $150 roundtrip. Standard fare is $250+.
2 hr 15 min (Direct)View Route
Los Angeles → ORD
A good deal is under $200 roundtrip. Standard fare is $350+.
3 hr 45 min (Direct)View Route
Miami → ORD
A good deal is under $150 roundtrip. Standard fare is $250+.
2 hr 30 min (Direct)View Route
San Francisco → ORD
A good deal is under $200 roundtrip. Standard fare is $350+.
4 hr 15 min (Direct)View Route
Boston → ORD
A good deal is under $150 roundtrip. Standard fare is $250+.
2 hr 10 min (Direct)View Route
Seattle → ORD
A good deal is under $200 roundtrip. Standard fare is $350+.
3 hr 45 min (Direct)View Route
Denver → ORD
A good deal is under $150 roundtrip. Standard fare is $250+.
2 hr 15 min (Direct)View Route
Washington D.C. → ORD
A good deal is under $150 roundtrip. Standard fare is $250+.
2 hr 10 min (Direct)View Route
Dallas → ORD
A good deal is under $150 roundtrip. Standard fare is $250+.
2 hr 15 min (Direct)View Route
Atlanta → ORD
A good deal is under $150 roundtrip. Standard fare is $250+.
2 hr 0 min (Direct)View Route
Houston → ORD
A good deal is under $150 roundtrip. Standard fare is $250+.
2 hr 15 min (Direct)View Route
Honolulu → ORD
A good deal is under $350 roundtrip. Standard fare is $550+.
9 hr 30 min (Direct)View Route
Top Airlines Flying to Chicago
Best Time to Book
For international flights to Chicago, airlines generally release their best economy fares 2-6 months prior to departure. Peak pricing usually occurs during June to August and major holidays (Thanksgiving, Christmas). If your dates are flexible, avoiding these peak periods will yield the cheapest flights.
Chicago Quick Guide
Best Months to Visit
June to August
Currency
US Dollar ($)
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