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Cheap flights from Chicago O'Hare Intl Airport to Boston from £61

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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BOS
27 Mar — 3 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 Friday

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 22 March 2025.

Round-trip from

£121

One-way from

£61

Popular in

April

Cheapest in

September

Average price

£210

Good round-trip deal

£168 or less

Good one-way deal

£194 or less
Delta
  • Delta
  • 14/8-18/8
  • Nonstop
  • 5h 21m total
  • Chicago to Boston
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JetBlue
  • JetBlue
  • 11/4
  • Nonstop
  • 2h 29m total
  • Chicago to Boston
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Highest demand for flights based on searches. 10% potential increase in price (£18 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£3 potential savings vs. average return price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Boston Logan Intl.
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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 22 March 2025.

Thu 14/807:00ORD - BOS
Nonstop2h 28mDelta
Mon 18/811:00BOS - ORD
Nonstop2h 53mDelta
Deal found 22/3£121
Thu 8/508:50ORD - BOS
Nonstop2h 28mJetBlue
Mon 12/506:00BOS - ORD
Nonstop3h 01mJetBlue
Deal found 22/3£125
Wed 9/410:52ORD - BOS
1 stop4h 30mUnited Airlines
Sat 12/406:00BOS - ORD
Nonstop2h 57mUnited Airlines
Deal found 20/3£127
Tue 1/413:50ORD - BOS
1 stop7h 55mSouthwest
Wed 2/405:20BOS - ORD
1 stop8h 25mSouthwest
Deal found 21/3£136
Wed 28/508:05ORD - BOS
Nonstop2h 23mAmerican Airlines
Fri 30/518:30BOS - ORD
1 stop5h 06mAmerican Airlines
Deal found 21/3£205
Thu 8/520:05ORD - BOS
1 stop13h 37mSun Country Air
Sun 11/508:30BOS - ORD
1 stop9h 45mSun Country Air
Deal found 20/3£240

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 22 March 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

Thu 14/8

07:00-10:28

Nonstop2h 28m

Boston Logan Intl

Mon 18/8

11:00-12:53

Nonstop2h 53m

£121

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 8/5

08:50-12:18

Nonstop2h 28m

Boston Logan Intl

Mon 12/5

06:00-08:01

Nonstop3h 01m

£125

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 9/4

10:52-16:22

1 stop4h 30m

Boston Logan Intl

Sat 12/4

06:00-07:57

Nonstop2h 57m

£127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 1/4

13:50-22:45

1 stop7h 55m

Boston Logan Intl

Wed 2/4

05:20-12:45

1 stop8h 25m

£136

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 28/5

08:05-11:28

Nonstop2h 23m

Boston Logan Intl

Fri 30/5

18:30-22:36

1 stop5h 06m

£205

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 8/5

20:05-10:42

1 stop13h 37m

Boston Logan Intl

Sun 11/5

08:30-17:15

1 stop9h 45m

£240

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 11/4

20:29-23:58

Nonstop2h 29m

£61

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 16/5

21:20-00:45

Nonstop2h 25m

£63

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 30/4

07:05-10:35

Nonstop2h 30m

£68

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 28/5

07:00-10:25

Nonstop2h 25m

£69

Flights are sorted by cheapest return flights first.

Deals found on 21/3

Showing 1-10 of 14 results
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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 14 March 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 22 March 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 22 March 2025.

The most flights from ORD to BOS are scheduled on a Friday (60 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 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 22 March 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines 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.
Southwest
8.1
Very Good
4,278 reviews
Check prices

Comfort

8.1

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very Good
4,278 reviews
Southwest
8.1
Very Good
4,278 reviews
Check prices

Comfort

8.1

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Alaska Airlines
8.0
Very Good
9,759 reviews
Southwest
8.1
Very Good
4,278 reviews
Check prices

Comfort

8.1

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very Good
7,892 reviews
Southwest
8.1
Very Good
4,278 reviews
Check prices

Comfort

8.1

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,605 reviews
Southwest
8.1
Very Good
4,278 reviews
Check prices

Comfort

8.1

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,937 reviews
Southwest
8.1
Very Good
4,278 reviews
Check prices

Comfort

8.1

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 43 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 £121. Additional return tickets that might be worth considering are offered by JetBlue and United Airlines, with the lowest prices starting at £125 and £127, respectively. You may be able to fly from Chicago O'Hare Intl Airport to Boston for 35% 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 £61 on JetBlue. Other airlines that offer cheap prices include United Airlines from £63 and American Airlines from £68 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%), WestJet (95%), LATAM Airlines (93%).

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

    Looking at all options, your cheapest flight can be booked for £60. While the most popular route (Chicago O'Hare Intl - Boston Logan Intl) can be booked for £90 on average our data indicates £406 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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Fly with Cheapflights

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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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