On this page, you can find and book flights from Chicago to Boston. This 1,369 km route is highly popular and well-served, with approximately 130 flights operated weekly.
Flights are provided by airlines such as JetBlue, United Airlines, and American Airlines. Ticket prices are dynamic, so we recommend using the low-price calendar to choose the best offer and exploring ways on how to get from the airport to the city center.
The table shows direct flights Chicago → Boston on the selected date. The flight takes approximately 2 h 24 min. Regular flights are operated by American Airlines, United Airlines, Southwest Airlines and Delta. Departures from O'Hare International Airport, Chicago Midway International Airport and Midway International Airport airports, arrivals at Logan 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 Chicago — Boston by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 253 in b, and the most expensive are around AED 613 in r. 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.
Chicago → Boston, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | AED 484 | low | May | AED 554 | medium | Sep | AED 508 | low |
| Feb | AED 508 | low | Jun | AED 573 | medium | Oct | AED 503 | low |
| Mar | AED 578 | high | Jul | AED 619 | high | Nov | AED 531 | medium |
| Apr | AED 596 | high | Aug | AED 666 | high | Dec | AED 619 | high |
Some values are estimated based on seasonality.
The climate in Boston is characterized by warm summers with peak temperatures reaching 27.9°C in July and cold winters. December is the wettest month, with over 122 mm of precipitation, while the driest weather typically sets in during November.
Flight costs vary significantly throughout the year: the most budget-friendly deals are available in August, with prices starting AED 248. Peak fares are recorded in June, when ticket prices start AED 603.
September is an ideal time for a trip, as the weather remains comfortable and flight prices stay around AED 254. It is advisable to avoid flying in June due to the highest ticket price levels.
There are 11 airlines operating on this route, with JetBlue, United Airlines, and American Airlines providing the majority of flights. Around 130 flights are operated weekly, including direct departures and convenient connecting options. Detailed information on departure times and available days of the week can be found in the list below.
Flights Chicago — Boston depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and arrive at Logan International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
The average direct flight time is approximately 2 hours and 30 minutes. The total travel duration depends on the specific flight and weather conditions.
Regular flights are operated by JetBlue, United Airlines, American Airlines, Delta, and the low-cost carrier Southwest. A total of 11 carriers are represented on this route.
Yes, there are numerous direct flights on this route daily. On average, around 130 departure options per week are available to users.
The most favorable prices are usually available when booking 1–2 months before the trip. You can track current minimums for specific dates in the low-price calendar on this page.
Where travelers fly most — pick a route and check prices
