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Cheap flights from Chicago O'Hare Intl Airport to Boston from £52

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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BOS
17 Apr — 24 Apr1
1 adult

Cheapflights Tip: The best prices from Chicago O'Hare Intl to Boston Logan Intl are usually found in September or January, booked 73 days in advance, depart on a Wednesday or Friday 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 12 April 2025.

Round-trip from

£90

One-way from

£52

Popular in

February

Cheapest in

September

Average price

£210

Good one-way deal

£45 or less
Delta
  • Delta
  • 5/5-10/5
  • Nonstop
  • 5h 30m total
  • Chicago to Boston
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Southwest
  • Southwest
  • 7/6
  • 1 total stop
  • 6h 35m total
  • Chicago to Boston
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (£4 potential increase over avg. return price).
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Cheapest flight prices on average. 1% potential price decrease (£3 potential savings vs. average return price).
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Average for round-trip flights in April 2025
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Price to beat on a one-way flight from Chicago O'Hare Intl to Boston Logan Intl.
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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 12 April 2025.

Mon 5/519:20ORD - BOS
Nonstop2h 26mDelta
Sat 10/517:10BOS - ORD
Nonstop3h 04mDelta
Deal found 11/4£90
Wed 7/510:50ORD - BOS
Nonstop2h 28mJetBlue
Wed 7/517:30BOS - ORD
1 stop5h 24mJetBlue
Deal found 11/4£93
Fri 27/621:32ORD - BOS
Nonstop2h 27mUnited Airlines
Tue 8/718:59BOS - ORD
1 stop5h 38mUnited Airlines
Deal found 11/4£94
Fri 30/513:50ORD - BOS
1 stop7h 05mSouthwest
Mon 2/605:30BOS - ORD
1 stop7h 20mSouthwest
Deal found 11/4£104

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 12 April 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

Mon 5/5

19:20-22:46

Nonstop2h 26m

Boston Logan Intl

Sat 10/5

17:10-19:14

Nonstop3h 04m

£90

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 7/5

10:50-14:18

Nonstop2h 28m

Boston Logan Intl

Wed 7/5

17:30-21:54

1 stop5h 24m

£93

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 27/6

21:32-00:59

Nonstop2h 27m

Boston Logan Intl

Tue 8/7

18:59-23:37

1 stop5h 38m

£94

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 30/5

13:50-21:55

1 stop7h 05m

Boston Logan Intl

Wed 4/6

07:30-11:50

1 stop5h 20m

£104

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 7/6

13:30-21:05

1 stop6h 35m

£52

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 26/6

06:00-11:51

1 stop4h 51m

£53

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 28/5

19:54-23:21

Nonstop2h 27m

£59

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 29/4

07:00-10:26

Nonstop2h 26m

£76

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 5/8

06:00-17:34

1 stop10h 34m

£80

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 13/5

13:22-16:48

Nonstop2h 26m

£123

Flights are sorted by cheapest return flights first.

Deals found on 11/4

Showing 1-10 of 12 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 4 April 2025.

Booking 73 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 12 April 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Boston in the evening. If you’re flexible enough to do this you can expect to save up to 82% 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 12 April 2025.

The most flights from ORD to BOS are scheduled on a Friday (65 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (17 on average).

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boston ranges from 78.0 - 101.0 inches per month. March is typically the wettest month, when rainfall can reach 101.0 mm. July is typically the driest time to visit Boston when rainfall is around 78.0 mm.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -1.0 C).

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 12 April 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Chicago to Boston. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very Good
9,859 reviews
Check prices

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very Good
9,859 reviews
Alaska Airlines
8.0
Very Good
9,859 reviews
Check prices

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very Good
4,277 reviews
Alaska Airlines
8.0
Very Good
9,859 reviews
Check prices

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very Good
7,912 reviews
Alaska Airlines
8.0
Very Good
9,859 reviews
Check prices

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,644 reviews
Alaska Airlines
8.0
Very Good
9,859 reviews
Check prices

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,923 reviews
Alaska Airlines
8.0
Very Good
9,859 reviews
Check prices

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 42 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 £90. Additional return tickets that might be worth considering are offered by JetBlue and United Airlines, with the lowest prices starting at £93 and £94, respectively. You may be able to fly from Chicago O'Hare Intl Airport to Boston for 51% 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 £52 on Southwest. Other airlines that offer cheap prices include JetBlue from £53 and United Airlines from £59 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: Air France (100%), Iberia (88%), Virgin Atlantic (87%).

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

    Looking at all options, your cheapest flight can be booked for £37. While the most popular route (Chicago O'Hare Intl - Boston Logan Intl) can be booked for £158 on average our data indicates £95 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
Cambridge
Somerville
Quincy
Chelmsford
Chelsea
Burlington
Kittery

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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.

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