Cheap Flights from Chicago O'Hare International to Boston Logan International

Compare Chicago O'Hare International to Boston Logan International flight deals

Find the cheapest month or even day of the year to fly to Boston Logan International

Book the best Boston Logan International fare with no extra fees

Flight deals from Chicago O'Hare International to Boston Logan International

Looking for a cheap last-minute deal or the best return flight from Chicago O'Hare International to Boston Logan International? Find the lowest prices on one-way and return tickets right here.
Map with a flight path from Chicago O'Hare International to Boston Logan International. A plane icon is halfway along the route with a label that says "Direct flight".
Direct flight

Your route at a glance

Cheapest deal$218
Cheapest monthJanuary
Average flight duration2 hours and 27 minutes
Most popular airlineUnited

Find the cheapest month to fly from Chicago O'Hare International to Boston Logan International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to Boston Logan International flights are currently cheapest in January.

Direct flights from Chicago O'Hare International to Boston Logan International

Chicago O'Hare International to Boston Logan International: Alternative routes

Compare routes from Chicago O'Hare International to Boston below. You may find an airport to fly into that's cheaper, faster, or easier than Boston Logan International.

Finding cheap flights from Chicago O'Hare International to Boston Logan International: Frequently asked questions

The best price we found for a return flight from Chicago O'Hare International to Boston Logan International is $218. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 27 minutes is the average flight time from Chicago O'Hare International to Boston Logan International.
American Airlines, United and Republic Airways fly direct from Chicago O'Hare International to Boston Logan International.
As of December 2025, there are 473 flights per week flying from Chicago O'Hare International to Boston Logan International.
The cheapest month to fly from Chicago O'Hare International to Boston Logan International is usually January.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Boston Logan International Airport on Saturday, 17 January 2026.
Yes – the average flight time is 2 hours and 27 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Boston Logan International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Boston is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Delta and Spirit Airlines offer the cheapest flight tickets to Boston Logan International.

Travelling from O'Hare International Airport (ORD) to Logan International Airport (BOS): what you need to know

  • The average time for a direct flight from O'Hare International Airport to Logan International Airport is 2 hours 25 minutes.

  • Boston's timezone is UTC-4, which makes Boston one hour ahead of Chicago.

  • Flights from ORD to BOS start from 06:00 — the first with American Airlines. The last departure is at 22:14 with Spirit Airlines. In total, there are 193 weekly O'Hare International Airport to Logan International Airport flights.

  • Arrive at the airport on time so you don't miss your ORD to BOS flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid sprinting to your gate.

  • Flying during a peak time like August? Major public holidays and other popular seasons can result in longer lines at check-in and security. Play it safe and get there up to four hours before an international flight and two hours before a domestic departure.

  • There are plenty of direct flights from O'Hare International Airport to Logan International Airport, so getting to Boston (and then exploring more of United States!) is simple. Popular carriers that fly nonstop include:

  • American Airlines is the airline with the highest passenger demand for this route.

  • With a reliable 81.28% of services landing on schedule, United Airlines has the best on-time performance for ORD to BOS flights.

  • If you want to break up your flight, simply uncheck 'Direct flights only' when searching for your ticket from O'Hare International Airport to Logan International Airport. These are the most popular stopovers between ORD and BOS:

    • Philadelphia International Airport

    • Baltimore/Wash International Thurgood Marshall Airport

    • Pittsburgh International Airport

How to find the cheapest flights from O'Hare International Airport (ORD) to Logan International Airport (BOS)

  • The lowest price we've found for a one-way O'Hare International Airport to Logan International Airport flight is $109. A round-trip ticket right now is $218. Depending on the availability when you book, these fares could change.

  • Score cheap tickets from ORD to BOS by booking seven months ahead. According to our research, that's the sweet spot for picking up a bargain.

  • The cheapest month for flights from O'Hare International Airport to Logan International Airport is June. Use the 'Whole month' tool to see the lowest prices if you have a flexible schedule.

  • Never miss a deal on cheap flights from ORD to BOS by setting up a Price Alert. You'll get an email or push notification on the app when a new discounted fare appears.

  • Select your ideal departure and arrival times, number of stops and airlines with the filters. Or sort your results by 'Cheapest' to get the best deals on flights from O'Hare International Airport to Logan International Airport.

Handy information about O'Hare International Airport (ORD)

  • ORD is located at 10000 West O'Hare.

  • Of all flights departing from O'Hare International Airport, 74.85% touch down on time at their destination.

  • O'Hare International Airport is about 40 kilometres from central Chicago. If you're ride-sharing, catching a cab or driving from the centre, it'll take you 35 minutes or so to get there, depending on the traffic.

  • The journey on public transport takes about 55 minutes.

  • Catching an early flight from O'Hare International Airport to Logan International Airport? Avoid the hassle of rushing to the airport (and catch some extra z's) by picking one of these hotels near ORD:

Arriving at Logan International Airport (BOS)

Getting from Logan International Airport (BOS) to central Boston

  • BOS is located at One Harborside Drive.

  • From Logan International Airport, Boston is approximately 5 kilometres away. It takes around 10 minutes to drive to the centre.

  • Travelling to the centre on public transport will take you roughly 25 minutes.

When to fly to Logan International Airport (BOS)

  • It's time to choose your trip dates for your flight from O'Hare International Airport to Logan International Airport. August is the busiest month to head to Boston. If you like a quieter vibe, go in May.

  • Book your flight from O'Hare International Airport to Logan International Airport for July if you'd like to go to Boston during its warmest month. Expect temperatures of between 16ºC and 29ºC.

  • Look for cheap tickets from ORD to BOS in January if you'd rather travel during cooler conditions. Temperatures are at their lowest around then, ranging between -8ºC and 6ºC on average.

Explore more of United States

  • New York is just one of the many places in United States waiting to be discovered once you've seen Boston. Around 306 kilometres away to the south-west, its top attractions include Statue of Liberty, Central Park and Empire State Building.

  • If you're looking to explore another major destination in United States, consider Philadelphia, about 434 kilometres south-west of Boston. Liberty Bell, Independence Hall and Philadelphia Museum of Art are among its highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.