Flight schedule from Chicago O'Hare (ORD) to Boston (BOS)
Select a travel date in the flight schedule for the route from Chicago O'Hare (ORD) to Boston (BOS) and compare affordable flight deals.
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- August 9 – 15, 2026
- August 16 – 22, 2026
- August 23 – 29, 2026
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- ORDBOS1 stopover
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Important flight information
Frequently Asked Questions (FAQ)
A nonstop flight from Chicago O'Hare to Boston typically takes around 2 hours 28 minutes. If you choose a connecting flight, allow more travel time. Typical one-stop itineraries take around 6 hours 36 minutes. For the quickest trip, a nonstop flight is usually the most comfortable choice.
Yes, there are nonstop flights from Chicago O'Hare to Boston, averaging around 23 to 24 flights per day, operated by, among others, United Airlines, American Airlines and Delta. If you want to fly without a layover, it is worth filtering specifically for nonstop flights when searching.
Direct flights from Chicago O'Hare to Boston are operated by, among others, United Airlines, American Airlines and Delta. Connecting flights with one stop are also available, for example with JetBlue Airways (via New York) and Sun Country Airlines (via Minneapolis). If travel time matters to you, a direct flight is usually the most convenient option. Connecting flights often give you more choice of departure times and airlines.
Nonstop flights from Chicago O'Hare to Boston operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
From Chicago O'Hare to Boston, there are on average around 23 to 24 flights per day. This usually means you have a good choice of departure times. If you are flexible, you can easily compare times, prices, and airlines.
From Chicago O'Hare to Boston, there are around 164 to 165 flights per week. This means you usually have connections available on several days and at various times. Beyond the price, it is worth comparing flight duration, airline, and any potential additional fees.
The earliest nonstop flight from Chicago O'Hare to Boston usually departs at 6:00 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in Boston.
The last nonstop flight from Chicago O'Hare to Boston usually departs at 9:45 PM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.



