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Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 5,718

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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
30 Dec — 6 Jan1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Boston Logan Intl to Chicago O'Hare Intl are usually found in September or January, booked 74 days in advance, depart on a Friday or Wednesday and return on a Thursday

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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 30 November 2025.

Wed 31/1216:31BOS - ORD
Nonstop3h 15mJetBlue
Sun 4/119:41ORD - BOS
Nonstop2h 29mJetBlue
Deal found 30/11₹ 11,078
Thu 11/1217:29BOS - ORD
Nonstop3h 14mJetBlue
Sun 14/1220:38ORD - BOS
Nonstop2h 28mJetBlue
Deal found 30/11₹ 11,346
Sun 14/1208:30BOS - ORD
Nonstop3h 05mJetBlue
Mon 26/107:45ORD - BOS
Nonstop2h 25mJetBlue
Deal found 28/11₹ 11,793
Tue 16/1208:30BOS - ORD
Nonstop3h 05mJetBlue
Thu 18/1219:41ORD - BOS
Nonstop2h 29mJetBlue
Deal found 30/11₹ 12,240
Tue 16/1208:30BOS - ORD
Nonstop3h 05mJetBlue
Mon 5/119:41ORD - BOS
Nonstop2h 29mJetBlue
Deal found 29/11₹ 12,329
Tue 9/1208:30BOS - ORD
Nonstop3h 05mJetBlue
Tue 16/1211:25ORD - BOS
Nonstop2h 24mJetBlue
Deal found 30/11₹ 12,686
Wed 17/1206:00BOS - ORD
Nonstop3h 00mUnited Airlines
Wed 17/1218:17ORD - BOS
Nonstop2h 28mUnited Airlines
Deal found 29/11₹ 12,865
Wed 17/1207:30BOS - ORD
Nonstop3h 03mDelta
Fri 9/111:00ORD - BOS
Nonstop2h 28mDelta
Deal found 30/11₹ 13,133
Fri 12/1206:00BOS - ORD
Nonstop3h 00mUnited Airlines
Sun 14/1207:30ORD - BOS
Nonstop2h 19mUnited Airlines
Deal found 30/11₹ 13,491
Tue 16/1212:50BOS - ORD
Nonstop3h 00mUnited Airlines
Mon 19/109:13ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 30/11₹ 13,580
Sun 14/1208:30BOS - ORD
Nonstop3h 05mJetBlue
Wed 21/109:40ORD - BOS
1 stop6h 33mJetBlue
Deal found 28/11₹ 13,848
Tue 16/1212:50BOS - ORD
Nonstop2h 57mDelta
Tue 16/1219:10ORD - BOS
Nonstop2h 24mDelta
Deal found 30/11₹ 14,027

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 30 November 2025.

Round-trip from

₹ 10,453

One-way from

₹ 5,718

Popular in

December

Cheapest in

September

Average price

₹ 24,301

Good one-way deal

₹ 5,781 or less
United Airlines
  • United Airlines
  • 17/1-18/1
  • Nonstop
  • 5h 37m total
  • Boston to Chicago
Search Deals
JetBlue
  • JetBlue
  • 10/12
  • Nonstop
  • 3h 05m total
  • Boston to Chicago
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (₹ 21,875 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease (₹ 19,758 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Chicago O'Hare Intl.
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Cheapflights Fare Finder

 
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 454,620 searches. Data last updated 30 November 2025.
Use the filters below to find and compare flights from Boston to Chicago O'Hare Intl Airport that are best for you.

Fly from

Boston

Fly to

O'Hare Intl

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 12/12

17:29-19:43

Nonstop3h 14m

Chicago O'Hare Intl

Tue 16/12

11:25-14:49

Nonstop2h 24m

₹ 11,346

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 14/1

19:55-22:01

Nonstop3h 06m

Chicago O'Hare Intl

Sat 24/1

07:05-10:40

Nonstop2h 35m

₹ 12,240

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 24/1

16:49-18:49

Nonstop3h 00m

Chicago O'Hare Intl

Mon 26/1

07:30-10:52

Nonstop2h 22m

₹ 12,240

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 7/1

15:35-17:43

Nonstop3h 08m

Chicago O'Hare Intl

Tue 13/1

07:45-11:10

Nonstop2h 25m

₹ 12,240

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 7/1

15:35-17:43

Nonstop3h 08m

Chicago O'Hare Intl

Sun 11/1

07:45-11:10

Nonstop2h 25m

₹ 12,240

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 17/1

15:35-17:43

Nonstop3h 08m

Chicago O'Hare Intl

Sun 18/1

07:45-11:10

Nonstop2h 25m

₹ 12,240

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 17/1

16:49-18:49

Nonstop3h 00m

Chicago O'Hare Intl

Mon 19/1

07:30-10:52

Nonstop2h 22m

₹ 13,133

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 15/1

15:35-17:43

Nonstop3h 08m

Chicago O'Hare Intl

Sun 18/1

07:45-11:10

Nonstop2h 25m

₹ 13,133

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 17/1

09:30-11:34

Nonstop3h 04m

Chicago O'Hare Intl

Sun 18/1

07:10-13:13

1 stop5h 03m

₹ 14,027

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 7/3

07:00-09:09

Nonstop3h 09m

Chicago O'Hare Intl

Mon 9/3

12:41-20:03

1 stop6h 22m

₹ 14,027

Flights are sorted by cheapest return flights first.

Deals found on 30/11

Showing 1-10 of 23 results
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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.

Cheapflights Insights

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

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 28 November 2025.

The best time to book flights from Boston to Chicago O'Hare Intl Airport is 74 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, April is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 7,951). Flying from Boston to Chicago O'Hare Intl Airport in July is currently the most expensive (average of ₹ 11,972). 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 30 November 2025.

One of the essential ways to save on airfare from Boston to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are at midday tend to be the most expensive. A flight in the afternoon could potentially save you up to 27% on airfare.

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 30 November 2025.
Check out reviews from past customers who have flown with Delta and American Airlines from Boston to Chicago O'Hare Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,012 reviews
Check prices

Boarding

8.1

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,012 reviews
Delta
7.9
Good
8,012 reviews
Check prices

Boarding

8.1

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,039 reviews
Delta
7.9
Good
8,012 reviews
Check prices

Boarding

8.1

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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?

    Boston Logan Intl (BOS), located 4.2 km from the city centre, is the airport you fly out of when you book flights from Boston to Chicago O'Hare Intl. 2 airlines have flights from Logan Intl to Chicago O'Hare Intl on a regular basis. Booking flights from Boston Logan Intl to Chicago O'Hare Intl should not be difficult; the airport handles an average of 30 outbound flights to Chicago O'Hare Intl per day.

  • How long is the flight from Boston to Chicago O'Hare Intl Airport?

    Departing from Boston to Chicago O'Hare Intl Airport will take you 3h 04m. There are 1390 km between Boston and Chicago O'Hare Intl Airport. Most flights are nonstop.

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

    Flying on Delta is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at ₹ 7,906. Another option worth looking into is American Airlines, starting at ₹ 18,501 round trip. You may be able to fly from Boston to Chicago O'Hare Intl Airport for 64% less than the average price by searching for these airlines.

  • 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 LATAM Airlines(85%), ANA(85%) or TAP AIR PORTUGAL(83%), 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?

    The cheapest flight price from Boston to Chicago O'Hare Intl Airport is ₹ 5,680. On average you can expect to pay ₹ 10,076. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for ₹ 12,240.

  • 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, April is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 7,951). Flying from Boston to Chicago O'Hare Intl Airport in July is currently the most expensive (average of ₹ 11,972). 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
DeKalb

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Top 2 airlines flying from Boston to O'Hare Intl

Discover the top 2 airlines that operate flights from Boston to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 454,620 searches. Data last updated 30 November 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest₹ 7,906Average₹ 22,152FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest₹ 18,501Average₹ 29,578FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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

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Millions of users choose and trust Cheapflights to book the best flight deals from Boston to O'Hare Intl for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

Certainly. Search results for flights to O'Hare Intl from Boston shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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