On this page, you can find and buy flight tickets from Waterloo to Chicago. The distance between the cities is about 395 km, with an average of 1 flight per week on this route.
The main carrier on this route is AA. Ticket prices are dynamic, so use the low price calendar and price dynamics chart to find the best deal. Also, check in advance how to get to Waterloo airport and how to get from the airport to downtown Chicago.
The table shows direct flights Waterloo → Chicago on the selected date. The flight takes approximately 1 h 24 min. Regular flights are operated by American Airlines. Departures from Waterloo Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.
For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.
Below is a calendar of the lowest flight ticket prices for Waterloo — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $143 in y, and the most expensive are around $155 in e. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.
Waterloo → Chicago, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | $281 | low | May | $336 | medium | Sep | $324 | medium |
| Feb | $293 | low | Jun | $367 | high | Oct | $299 | low |
| Mar | $324 | medium | Jul | $379 | high | Nov | $361 | high |
| Apr | $318 | medium | Aug | $373 | high | Dec | $385 | high |
Some values are estimated based on seasonality.
The climate in Chicago is characterized by distinct seasonality: the warmest month is July with an average temperature of 26.5°C, and the coldest is January, when the temperature drops to -5°C. Precipitation peaks in May, while November and December have the most dry days.
Fare analysis shows that the most cost-effective time to fly is in July, when ticket prices start $143. The most expensive month for flights from Waterloo is October, where prices can reach $394 and higher.
September can be considered an optimal choice for a trip: the weather remains comfortable for flying (up to 23.5°C), and the ticket price $147 is significantly lower than peak values. It's best to avoid periods with abnormally high costs in October.
American Airlines (AA) operates regular flights on the route from Waterloo to Chicago. On average, about 1 flight per week is operated, maintaining a steady connection between the cities. Review the current flight schedule and detailed flight information in the list below to choose the most convenient time for your journey.
Flights Waterloo — Chicago depart from Waterloo Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
The distance between the cities is 395 km. The estimated travel time for a direct flight is about 1 hour; however, the exact duration depends on the aircraft type and airport conditions.
The main carrier performing regular flights from Waterloo to Chicago is American Airlines (AA).
Yes, there are direct flights on this route, but they are infrequent (about 1 flight per week). We recommend checking current availability in advance.
Flight prices constantly change depending on the season and flight occupancy. You can find the current minimum for the coming months in the low price calendar on this page.
Flights from Waterloo arrive at one of Chicago's main airports. Detailed information about the arrival terminal will be available during the AA ticket booking process.
Where travelers fly most — pick a route and check prices
