Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Boston to Chicago O'Hare Intl Airport from £64

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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
10 Jan — 17 Jan1
1 adult

The best prices from Boston Logan Intl to Chicago O'Hare Intl are usually found in September or January, booked 57 days in advance, depart on a Monday or Tuesday and return on a Monday

Cheap flight deals from Boston to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to O'Hare Intl (ORD). 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 5 January 2025.

Round-trip from

£126

One-way from

£64

Popular in

May

Cheapest in

September

Average price

£160
United Airlines
  • United Airlines
  • 4/2-11/2
  • Nonstop
  • 5h 24m total
  • Boston to Chicago
Search Deals
JetBlue
  • JetBlue
  • 4/2
  • Nonstop
  • 3h 02m total
  • Boston to Chicago
Search Deals
High demand for flights, 12% potential price rise
Search Deals
Best time to find cheap flights, 2% potential price drop
Search Deals
Average for round-trip flights in January 2025
Search Deals

Find flight deals from Boston to O'Hare Intl

Cheapest flights from Boston to O'Hare Intl
Explore the most affordable flight options available from Boston to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 January 2025.

Tue 4/215:52BOS - ORD
Nonstop3h 03mJetBlue
Mon 10/207:00ORD - BOS
Nonstop2h 15mJetBlue
Deal found 4/1£126
Tue 4/207:13BOS - ORD
2 stops17h 19mSpirit Airlines
Tue 11/205:11ORD - BOS
2 stops18h 02mSpirit Airlines
Deal found 4/1£131
Fri 21/309:20BOS - ORD
Nonstop3h 02mUnited Airlines
Mon 24/321:30ORD - BOS
Nonstop2h 20mUnited Airlines
Deal found 4/1£158
Wed 9/407:25BOS - ORD
Nonstop3h 02mDelta
Wed 16/406:30ORD - BOS
Nonstop2h 26mDelta
Deal found 4/1£160
Tue 4/209:26BOS - ORD
1 stop5h 49mAmerican Airlines
Tue 11/212:30ORD - BOS
Nonstop2h 19mAmerican Airlines
Deal found 4/1£166
Fri 21/205:25BOS - ORD
1 stop12h 20mSouthwest
Tue 25/211:25ORD - BOS
2 stops10h 05mSouthwest
Deal found 4/1£228
Sun 2/207:00BOS - ORD
1 stop17h 59mAlaska Airlines
Fri 7/215:35ORD - BOS
2 stops24h 20mAlaska Airlines
Deal found 4/1£304

Find flights from Boston to O'Hare Intl within your budget

Customise your flight search to find flights from Boston to O'Hare Intl 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 5 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 4/2

15:52-17:55

Nonstop3h 03m

Chicago O'Hare Intl

Mon 10/2

07:00-10:15

Nonstop2h 15m

£126

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 4/2

07:13-23:32

2 stops17h 19m

Chicago O'Hare Intl

Tue 11/2

05:11-00:13

2 stops18h 02m

£131

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 21/3

09:20-11:22

Nonstop3h 02m

Chicago O'Hare Intl

Mon 24/3

21:30-00:50

Nonstop2h 20m

£158

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 9/4

15:20-17:17

Nonstop2h 57m

Chicago O'Hare Intl

Thu 17/4

06:30-09:56

Nonstop2h 26m

£160

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 4/2

09:26-14:15

1 stop5h 49m

Chicago O'Hare Intl

Tue 11/2

12:30-15:49

Nonstop2h 19m

£166

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 21/2

05:25-16:45

1 stop12h 20m

Chicago O'Hare Intl

Tue 25/2

11:25-22:30

2 stops10h 05m

£228

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 2/2

07:00-23:59

1 stop17h 59m

Chicago O'Hare Intl

Fri 7/2

15:35-16:55

2 stops24h 20m

£304

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 4/2

15:30-17:32

Nonstop3h 02m

£64

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 2/2

11:28-15:44

1 stop5h 16m

£71

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 13/2

06:00-10:46

1 stop5h 46m

£89

Flights are sorted by cheapest return flights first.

Deals found on 5/1

Showing 1-10 of 13 results
1
2

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

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Boston 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.

Travel insights for flights from Boston to O'Hare Intl

Get recent, data-driven insights about flights from Boston to O'Hare Intl including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a return flight from Boston to O'Hare Intl. Price data was last updated on 27 December 2024.

The best time to book flights from Boston to Chicago O'Hare Intl Airport is 57 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, January is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of £595). Flying from Boston to Chicago O'Hare Intl Airport in July is currently the most expensive (average of £843). 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 BOS to ORD?

Find hourly flight availability from Boston to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 5 January 2025.

When flying from Boston to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 16% versus a flight at midday.

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 43.0 mm.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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 -5.0 C).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated 5 January 2025.
Peruse reviews from past customers who have flown with United Airlines, JetBlue and Delta from Boston to Chicago to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very Good
4,679 reviews
Check prices

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very Good
4,679 reviews
Southwest
8.1
Very Good
4,679 reviews
Check prices

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very Good
9,606 reviews
Southwest
8.1
Very Good
4,679 reviews
Check prices

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very Good
8,526 reviews
Southwest
8.1
Very Good
4,679 reviews
Check prices

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,212 reviews
Southwest
8.1
Very Good
4,679 reviews
Check prices

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,963 reviews
Southwest
8.1
Very Good
4,679 reviews
Check prices

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Boston to O'Hare Intl. 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 from for flights from Boston to Chicago O'Hare Intl?

    If you book a flight to Chicago O'Hare Intl from Boston, you will be flying from Logan Intl, which is the city’s only airport. Boston Logan Intl (BOS) is located 2.6 mi from the center of Boston. There are 26 flights from Logan Intl to Chicago O'Hare Intl per day from 0 different airlines.

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

    Currently priced at £126, United Airlines will fly you from Boston to Chicago O'Hare Intl Airport and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Spirit Airlines and JetBlue - these airlines can fly you to your destination from £131 and £134, respectively. These flights start at 35% lower than the current average price 3 months from now.

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

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as £64. Users have also found prices from £80 and £115 on United Airlines and Sun Country Air, respectively.

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

    No one likes to see their flight delayed. When booking a flight from Boston to Chicago O'Hare Intl Airport consider choosing Spirit Airlines (100%), Etihad Airways (94%) or Japan Airlines (94%) as they are the most reliable in getting you off to your destination on time.

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

    While on average a flight from Boston to Chicago O'Hare Intl Airport is generally £128, our data shows the cheapest flight currently is £64. When looking at the most popular route, (Boston Logan Intl - Chicago O'Hare Intl), you can expect to pay £96 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Boston to O'Hare Intl 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 Boston to Chicago O'Hare Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of £595). Flying from Boston to Chicago O'Hare Intl Airport in July is currently the most expensive (average of £843). 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

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 Boston to O'Hare Intl?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Boston to O'Hare Intl. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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

Cheapflights simply makes it quick and affordable to book flights from Boston to O'Hare Intl by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Boston to O'Hare Intl flexibly with Cheapflights today.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to O'Hare Intl from Boston today and book when prices fit your budget.

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.