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Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 5,903

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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from Boston Logan Intl to Chicago O'Hare Intl are usually found in September or January, booked 50 days in advance, depart on a Tuesday or Thursday and return on a Tuesday

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 11 September 2025.

Round-trip from

₹ 11,012

One-way from

₹ 5,903

Popular in

November

Cheapest in

September

Average price

₹ 17,356

Good round-trip deal

₹ 7,796 or less
United Airlines
  • United Airlines
  • 8/10-10/10
  • Nonstop
  • 5h 21m total
  • Boston to Chicago
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United Airlines
  • United Airlines
  • 8/10
  • Nonstop
  • 2h 50m total
  • Boston to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (₹ 129,982 potential increase over avg. return price).
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Cheapest flight prices on average. 1% potential price decrease (₹ 25,073 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Boston Logan Intl to Chicago O'Hare Intl.
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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 11 September 2025.

Wed 8/1012:35BOS - ORD
Nonstop2h 50mUnited Airlines
Fri 10/1016:00ORD - BOS
Nonstop2h 31mUnited Airlines
Deal found 10/9₹ 11,012
Sat 25/1009:00BOS - ORD
1 stop4h 40mDelta
Mon 27/1019:10ORD - BOS
Nonstop2h 35mDelta
Deal found 10/9₹ 11,189
Wed 29/1006:45BOS - ORD
1 stop8h 15mSouthwest
Wed 5/1113:45ORD - BOS
1 stop7h 30mSouthwest
Deal found 10/9₹ 11,453
Fri 3/1016:25BOS - ORD
Nonstop2h 55mUnited Airlines
Sun 12/1011:05ORD - BOS
Nonstop2h 35mUnited Airlines
Deal found 10/9₹ 11,541
Sat 4/1007:00BOS - ORD
Nonstop2h 56mJetBlue
Tue 7/1019:13ORD - BOS
Nonstop2h 33mJetBlue
Deal found 9/9₹ 11,717
Tue 30/907:00BOS - ORD
Nonstop2h 56mJetBlue
Tue 7/1019:13ORD - BOS
Nonstop2h 33mJetBlue
Deal found 10/9₹ 11,893
Sat 25/1008:00BOS - ORD
Nonstop2h 55mUnited Airlines
Mon 3/1121:25ORD - BOS
Nonstop2h 20mUnited Airlines
Deal found 9/9₹ 12,070
Thu 18/905:00BOS - ORD
Nonstop2h 51mAmerican Airlines
Sat 20/915:29ORD - BOS
Nonstop2h 24mAmerican Airlines
Deal found 8/9₹ 12,158
Wed 29/1006:00BOS - ORD
Nonstop3h 00mUnited Airlines
Mon 3/1106:15ORD - BOS
Nonstop2h 15mUnited Airlines
Deal found 9/9₹ 12,246
Tue 4/1108:30BOS - ORD
Nonstop3h 05mJetBlue
Thu 6/1118:55ORD - BOS
Nonstop2h 32mJetBlue
Deal found 10/9₹ 12,334
Wed 15/1007:20BOS - ORD
Nonstop3h 02mDelta
Sat 18/1015:50ORD - BOS
Nonstop2h 33mDelta
Deal found 9/9₹ 12,422
Wed 24/907:00BOS - ORD
Nonstop2h 56mJetBlue
Sat 27/909:51ORD - BOS
Nonstop2h 29mJetBlue
Deal found 10/9₹ 12,510

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 11 September 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

Sat 1/11

11:45-13:40

Nonstop2h 55m

Chicago O'Hare Intl

Sat 8/11

10:25-13:55

Nonstop2h 30m

₹ 12,070

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 25/11

17:35-19:50

Nonstop3h 15m

Chicago O'Hare Intl

Sat 29/11

20:25-23:57

Nonstop2h 32m

₹ 12,070

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 13/11

06:00-08:00

Nonstop3h 00m

Chicago O'Hare Intl

Sun 16/11

06:15-09:30

Nonstop2h 15m

₹ 12,070

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 25/9

16:40-18:55

Nonstop3h 15m

Chicago O'Hare Intl

Sat 27/9

09:51-13:20

Nonstop2h 29m

₹ 12,070

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 25/10

16:10-18:07

Nonstop2h 57m

Chicago O'Hare Intl

Mon 27/10

19:10-22:45

Nonstop2h 35m

₹ 12,070

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 1/11

07:20-09:22

Nonstop3h 02m

Chicago O'Hare Intl

Mon 3/11

07:05-10:29

Nonstop2h 24m

₹ 12,070

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 6/12

06:00-08:05

Nonstop3h 05m

Chicago O'Hare Intl

Mon 8/12

20:00-23:16

Nonstop2h 16m

₹ 12,070

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 8/11

13:45-18:49

1 stop6h 04m

Chicago O'Hare Intl

Wed 12/11

10:46-15:56

1 stop4h 10m

₹ 12,070

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 4/11

05:34-09:43

1 stop5h 09m

Chicago O'Hare Intl

Wed 12/11

10:46-15:56

1 stop4h 10m

₹ 12,070

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 5/12

18:23-20:23

Nonstop3h 00m

Chicago O'Hare Intl

Sun 7/12

07:30-10:49

Nonstop2h 19m

₹ 12,598

Flights are sorted by cheapest return flights first.

Deals found on 8/9

Showing 1-10 of 24 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 29 August 2025.

The best time to book flights from Boston to Chicago O'Hare Intl Airport is 50 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, October is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 965). Flying from Boston to Chicago O'Hare Intl Airport in August is currently the most expensive (average of ₹ 1,269). 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 11 September 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 in the morning tend to be the most expensive. A flight at midday could potentially save you up to 52% 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 11 September 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
8.0
Very Good
7,963 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very Good
7,963 reviews
Delta
8.0
Very Good
7,963 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very Good
7,963 reviews
Check prices

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 57 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 15m. There are 1390 km between Boston and Chicago O'Hare Intl Airport. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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 ₹ 7,796. Another option worth looking into is American Airlines, starting at ₹ 18,244 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 cheapest airlines to fly from Boston to Chicago O'Hare Intl Airport one-way?

    ₹ 5,991 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from ₹ 6,079 and ₹ 6,079, 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 Icelandair(89%), TAP AIR PORTUGAL(89%) or Avianca(85%), 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 ₹ 6,876. On average you can expect to pay ₹ 14,734. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for ₹ 20,087.

  • 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, October is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 965). Flying from Boston to Chicago O'Hare Intl Airport in August is currently the most expensive (average of ₹ 1,269). 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 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest₹ 7,796Average₹ 21,844FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest₹ 18,244Average₹ 29,167FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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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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