- Cheapest roundtrip flight
- from€215
- Fastest flight
- non-stop flights
- 147x / week
- Flight distance
- 1,393 km
- Time difference
- Most popular airlines
- United Airlines
- American Airlines
- Delta Air Lines
- JetBlue Airways
- Royal Jordanian
- United Airlines
Flight schedule from Boston (BOS) to Chicago O'Hare (ORD)
Select a travel date in the flight schedule for the route from Boston (BOS) to Chicago O'Hare (ORD) and compare affordable flight deals.
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Matching outbound flightsBOS–ORD · 46 of 46
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- September 13 – 19, 2026
- September 20 – 26, 2026
- Sep 27 – Oct 3, 2026
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- BOSORDnonstop
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Important flight information
Frequently Asked Questions (FAQ)
How long is the flight from Boston to Chicago O'Hare?
A nonstop flight from Boston to Chicago O'Hare typically takes around 2 hours 47 minutes. If you choose a connecting flight, allow more travel time. Typical one-stop itineraries take around 7 hours 58 minutes. For the quickest trip, a nonstop flight is usually the most comfortable choice.
Are there nonstop flights from Boston to Chicago O'Hare?
Yes, there are nonstop flights from Boston to Chicago O'Hare, averaging around 21 to 22 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.
Which airlines fly from Boston to Chicago O'Hare?
Direct flights from Boston to Chicago O'Hare are operated by, among others, United Airlines, American Airlines and Delta. Connecting flights with one stop are also available, for example with 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.
On which days are there nonstop flights from Boston to Chicago O'Hare?
Nonstop flights from Boston to Chicago O'Hare 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.
How many flights are there per day from Boston to Chicago O'Hare?
From Boston to Chicago O'Hare, there are on average around 21 to 22 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.
How many flights per week are there from Boston to Chicago O'Hare?
From Boston to Chicago O'Hare, there are around 148 to 149 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.
When does the first flight from Boston to Chicago O'Hare depart?
The earliest nonstop flight from Boston to Chicago O'Hare usually departs at 5:24 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 Chicago O'Hare.
When does the last flight from Boston to Chicago O'Hare depart?
The last nonstop flight from Boston to Chicago O'Hare usually departs at 8:31 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.