Flight Routes from Chicago O'Hare to Boston

Compare cheap outbound and return flights from Chicago O'Hare (ORD) to Boston (BOS) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€325
Fastest flight
non-stop flights
149x / week
Flight distance
1,393 km
Time difference
Most popular airlines
  1. United Airlines
  2. American Airlines
  3. Delta Air Lines
  4. JetBlue Airways

Cheap flight offers from Chicago O'Hare to Boston

sorted by price and recency
filters
  1. –
    JetBlue Airways
    –
    ORD–BOS
    non-stop flight
    JetBlue Airways
    –
    BOS–ORD
    non-stop flight
    €325
  2. –
    American Airlines
    –
    ORD–BOS
    non-stop flight
    American Airlines
    –
    BOS–ORD
    non-stop flight
    €325
  3. –
    American Airlines
    –
    ORD–BOS
    non-stop flight
    American Airlines
    –
    BOS–ORD
    non-stop flight
    €395
  4. –
    American Airlines
    –
    ORD–BOS
    non-stop flight
    American Airlines
    –
    BOS–ORD
    non-stop flight
    €387
  5. –
    United Airlines
    –
    ORD–BOS
    1 stopover
    American Airlines
    –
    BOS–ORD
    3 stopovers
    €926
  6. –
    JetBlue Airways
    –
    ORD–BOS
    non-stop flight
    JetBlue Airways
    –
    BOS–ORD
    non-stop flight
    €357

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.

offers
Active filtersnone
Matching outbound flightsORD–BOS · 79 of 79
fromto
dep.arr.
durationstopovers
  1. November 8 – 14, 2026
  2. November 15 – 21, 2026
  3. November 22 – 28, 2026
    1. ORDBOS
      nonstop
      1. United Airlines
    2. ORDBOS
      nonstop
      1. American Airlines
    3. ORDBOS
      nonstop
      1. American Airlines
    4. ORDBOS
      nonstop
      1. Alaska Airlines
    5. ORDBOS
      nonstop
      1. United Airlines
    6. ORDBOS
      nonstop
      1. United Airlines
    7. ORDBOS
      nonstop
      1. United Airlines
    8. ORDBOS
      nonstop
      1. American Airlines
    9. ORDBOS
      nonstop
      1. Alaska Airlines
    10. ORDBOS
      nonstop
      1. American Airlines
    11. ORDBOS
      nonstop
      1. United Airlines
    12. ORDBOS
      nonstop
      1. Alaska Airlines
    13. ORDBOS
      nonstop
      1. Delta Air Lines
    14. ORDBOS
      nonstop
      1. Alaska Airlines
    15. ORDBOS
      nonstop
      1. American Airlines

      Important flight information

      Frequently Asked Questions (FAQ)

      How long is the flight from Chicago O'Hare to Boston?
      A nonstop flight from Chicago O'Hare to Boston typically takes around 2 hours 29 minutes. This makes the nonstop service the fastest and most convenient way to travel between Chicago O'Hare and Boston. It is worth checking flight times when searching, as they can vary by airline and travel date.
      Are there nonstop flights from Chicago O'Hare to Boston?
      Yes, there are nonstop flights from Chicago O'Hare to Boston, averaging around 21 to 22 flights per day, operated by, among others, American Airlines, United 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 Chicago O'Hare to Boston?
      Direct flights from Chicago O'Hare to Boston are operated by, among others, American Airlines, United Airlines and Delta. These flights take you to Boston nonstop, making them especially practical for short trips or weekend getaways. It is still worth comparing departure times and airline policies, as baggage rules and fees can vary.
      On which days are there nonstop flights from Chicago O'Hare to Boston?
      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.
      How many flights are there per day from Chicago O'Hare to Boston?
      From Chicago O'Hare to Boston, 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 Chicago O'Hare to Boston?
      From Chicago O'Hare to Boston, there are around 149 to 150 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 Chicago O'Hare to Boston depart?
      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.
      When does the last flight from Chicago O'Hare to Boston depart?
      The last nonstop flight from Chicago O'Hare to Boston usually departs at 9:49 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.

      Discover more flights around Chicago O'Hare and Boston

      Departure airport Airport Chicago O'Hare International Airport, IL (ORD)
      Arrival airport Airport Boston Logan International Airport, MA (BOS)
      Destination country Flights to United States
      City-Code - Arrival airport Chicago - Boston Logan International Airport, MA
      Departure airport - Destination country Chicago O'Hare International Airport, IL - United States
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