Cheap flights from Chicago
Chicago is one of the largest transportation hubs in the US, served by four airports: O'Hare International Airport, Chicago Midway International Airport, Midway International Airport (NOH), and Chicago Rockford International Airport. The city’s route network spans hundreds of cities worldwide, with the highest flight frequencies recorded to New York (1,302 weekly flights), Toronto (646 flights), Detroit (570 flights), and Washington (528 flights). A variety of available options allows travelers to choose between short regional flights and long transcontinental routes.
A total of 81 airlines operate flights from this metropolis, ensuring high ticket availability year-round. The bulk of the traffic is handled by giants such as United Airlines, American Airlines, and Alaska Airlines. Below on this page, you will find detailed cards for popular cities with convenient interest filters to help you quickly decide on the destination for your next trip from Chicago.
Chicago — Fort Lauderdale
Chicago — Atlanta
Chicago — Minneapolis
Chicago — San Juan
Chicago — Cleveland
Chicago — St. Louis
Chicago — Denver
Chicago — Houston
Chicago — Philadelphia
Chicago — Pittsburgh
Chicago — Detroit
Chicago — Las Vegas
Flight insights from Chicago
Data-driven trends for direct flights from Chicago — how often airlines fly, where they go, and typical fares and flight times.
Most frequent destinations
The most frequent direct destinations from Chicago are New York City, Toronto and Detroit. New York City leads with around 1302 flights a week.
- New York City1302 flights/week
- Toronto646 flights/week
- Detroit570 flights/week
- Washington, D.C.528 flights/week
- Atlanta502 flights/week
Top countries
Most direct flights from Chicago head to United States, Canada and United Kingdom. United States alone accounts for about 90% of all direct routes.
- United Statesavg $103
- Canadaavg $112
- United Kingdomavg $209
- Mexicoavg $108
Direct routes & fares
Popular non-stop routes from Chicago range from Atlanta at $38 to Toronto at $98 — a quick way to compare direct-flight fares.
- New York Cityfrom $97
- Torontofrom $98
- Detroitfrom $72
- Washington, D.C.from $87
- Atlantafrom $38
Cheapest destinations
The cheapest destinations from Chicago right now are Atlanta from $38, Denver from $41 and Miami from $47.
- Atlantafrom $38
- Denverfrom $41
- Miamifrom $47
- Fort Lauderdalefrom $48
- Minneapolisfrom $57
Longest direct flights
The longest direct flight from Chicago is to London at about 8h 40m, followed by San Francisco (4h 20m) and Portland (4h 8m).
- London8h 40m
- San Francisco4h 20m
- Portland4h 8m
- Los Angeles4h 6m
- Seattle4h 5m
Popular destinations from Chicago
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MexicoFrequently asked questions
- Which airports serve Chicago?
- The city's air travel is provided by four main hubs. These are the major O'Hare International Airport, located 25 km from the center, Chicago Midway International Airport (14 km), as well as Midway International Airport (NOH) and the more distant Chicago Rockford International Airport.
- What are the most popular destinations from Chicago?
- The highest demand is for flights to New York (1,302 flights per week), Toronto (646 flights), and Detroit (570 flights). Washington and Atlanta also rank among the most sought-after routes, providing intensive connectivity within North America.
- How many airlines fly from Chicago?
- Currently, 81 airlines operate flights from the city. Among them, the leaders in passenger volume are major US carriers United Airlines and American Airlines, as well as Alaska Airlines and Delta.
- Are there direct international flights?
- Yes, many international routes are available from the city's airports. For example, around 270 flights are operated weekly to London, and the connection with Toronto, Canada, is one of the most frequent in the schedule.
- How can I find the best airfare from Chicago?
- To find the best prices, it is recommended to check departures from different airports in the city—for instance, by comparing offers from O'Hare and Midway. It is also worth looking at flights from low-cost carriers like Frontier Airlines or Spirit Airlines, which often offer competitive deals.
- Which destinations are suitable for a beach holiday?
- For a trip to the sea or a warmer climate, city residents often choose Orlando, with 324 flights per week, or California's Los Angeles. These destinations are among the most popular in Chicago's route network.