Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Chicago O'Hare Intl Airport to Boston from £51

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 30/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BOS
16 Jul — 23 Jul1
1 adult

Cheapflights Tip: The best prices from Chicago O'Hare Intl to Boston Logan Intl are usually found in September or August, booked 82 days in advance, depart on a Saturday or Monday and return on a Thursday

Cheap flight deals from O'Hare Intl to Boston

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 11 July 2025.

Round-trip from

£101

One-way from

£51

Popular in

February

Cheapest in

September

Average price

£160

Good round-trip deal

£399 or less

Good one-way deal

£76 or less
Delta
  • Delta
  • 8/8-12/8
  • 1 total stop
  • 8h 45m total
  • Chicago to Boston
Delta
  • Delta
  • 30/7
  • Nonstop
  • 2h 31m total
  • Chicago to Boston
Highest demand for flights based on searches. 6% potential increase in price (£9 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£3 potential savings vs. average return price).
Average for round-trip flights in July 2025
Price to beat on a round-trip flight from Chicago O'Hare Intl to Boston Logan Intl.
Price to beat on a one-way flight from Chicago O'Hare Intl to Boston Logan Intl.

Find flight deals from O'Hare Intl to Boston

Cheapest flights from O'Hare Intl to Boston
Explore the most affordable flight options available from O'Hare Intl to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 July 2025.

Fri 8/819:10ORD - BOS
Nonstop2h 40mDelta
Tue 12/805:15BOS - ORD
1 stop6h 05mDelta
Deal found 10/7£101
Sat 6/908:50ORD - BOS
1 stop4h 23mUnited Airlines
Mon 8/918:16BOS - ORD
Nonstop2h 54mUnited Airlines
Deal found 9/7£102
Wed 3/915:10ORD - BOS
1 stop6h 20mSouthwest
Mon 8/907:30BOS - ORD
2 stops11h 25mSouthwest
Deal found 10/7£102
Tue 12/808:40ORD - BOS
Nonstop2h 24mJetBlue
Wed 13/806:00BOS - ORD
Nonstop2h 55mJetBlue
Deal found 10/7£110

Cheapflights Fare Finder

Customise your flight search to find flights from O'Hare Intl to Boston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 11 July 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Boston that are best for you.

Fly from

O'Hare Intl

Fly to

Boston

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 8/8

19:10-22:50

Nonstop2h 40m

Boston Logan Intl

Tue 12/8

05:15-10:20

1 stop6h 05m

£101

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 6/9

06:30-09:56

Nonstop2h 26m

Boston Logan Intl

Mon 8/9

18:56-23:25

1 stop5h 29m

£102

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 3/9

15:10-22:30

1 stop6h 20m

Boston Logan Intl

Mon 8/9

07:30-17:55

2 stops11h 25m

£102

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 12/8

08:40-12:04

Nonstop2h 24m

Boston Logan Intl

Wed 13/8

06:00-07:55

Nonstop2h 55m

£110

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 30/7

07:00-10:31

Nonstop2h 31m

£51

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 20/8

20:12-11:18

1 stop14h 06m

£52

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sun 17/8

06:00-09:26

Nonstop2h 26m

£52

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 30/8

13:30-22:15

1 stop7h 45m

£54

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 8/8

16:25-20:00

Nonstop2h 35m

£60

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Mon 25/8

11:02-16:10

1 stop4h 08m

£93

Flights are sorted by cheapest return flights first.

Deals found on 10/7

Showing 1-10 of 11 results
1
2

Best time to book a flight from O'Hare Intl to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from O'Hare Intl with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Boston

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Boston?

Use this chart to determine the optimal time to book a return flight from O'Hare Intl to Boston. Price data was last updated on 27 June 2025.

Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to Boston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Boston?

Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Boston (average of £10). Flying from Chicago O'Hare Intl Airport to Boston in July is currently the most expensive (average of £724). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to BOS?

Find hourly flight availability from O'Hare Intl to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 11 July 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Boston at midday. If you’re flexible enough to do this you can expect to save up to 68% on your trip compared to booking a flight in the afternoon.

Weekly flight availability from Chicago O'Hare Intl Airport to Boston

Explore weekly flight availability from O'Hare Intl to Boston. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 11 July 2025.

The most flights from ORD to BOS are scheduled on a Thursday (79 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (25 on average).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Boston. Reviews last updated 11 July 2025.
Get a feel of what it's like to fly with Southwest, Delta, andUnited Airlines from Chicago O'Hare Intl Airport to Boston by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very Good

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to Boston from Chicago O'Hare Intl?

    Most people fly into Boston Logan Intl (BOS) if they book a flight to Boston from Chicago O'Hare Intl. On average, Logan Intl has 58 inbound flights from Chicago O'Hare Intl per day from 0 airlines. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Boston round-trip?

    Flying on Delta is currently your cheapest option to Boston, with prices starting at £101. Additional return tickets that might be worth considering are offered by United Airlines and Southwest, with the lowest prices starting at £102 and £102, respectively. You may be able to fly from Chicago O'Hare Intl Airport to Boston for 40% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Boston one-way?

    One-way options have recently been found by users for as low as £51 on Delta. Other airlines that offer cheap prices include Spirit Airlines from £52 and United Airlines from £52 one-way.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Boston?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago O'Hare Intl Airport to Boston on time: Etihad Airways (92%), Royal Jordanian (83%), EL AL (80%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Boston?

    Looking at all options, your cheapest flight can be booked for £43. While the most popular route (Chicago O'Hare Intl - Boston Logan Intl) can be booked for £145 on average our data indicates £451 when flying from Chicago O'Hare Intl Airport to Boston.

  • Can I find deals for flights from O'Hare Intl to Boston that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Boston flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Boston.

  • Can I find deals for business class flights from O'Hare Intl to Boston?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Boston?

    Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Boston (average of £10). Flying from Chicago O'Hare Intl Airport to Boston in July is currently the most expensive (average of £724). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Burlington
Peabody
Cambridge
Somerville
Quincy
Chelmsford

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from O'Hare Intl to Boston?

Cheapflights makes it easy to find O'Hare Intl to Boston flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from O'Hare Intl to Boston?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Boston from O'Hare Intl.

Can Cheapflights find flights from O'Hare Intl to Boston with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from O'Hare Intl to Boston, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from O'Hare Intl to Boston become cheaper?

Yes, Cheapflights offers price alerts on O'Hare Intl to Boston flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.