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Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 6,082

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 28/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
9 Apr — 16 Apr1
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 January or September, booked 64 days in advance, depart on a Saturday or Thursday and return on a Thursday

Cheap flight deals from Boston to O'Hare Intl

Enter your travel dates to find the best prices.

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 10 March 2026.

Sat 4/406:00
BOS
-
ORD
Nonstop2h 59m
United Airlines
Sat 11/418:23
ORD
-
BOS
Nonstop2h 36m
United Airlines
Deal found 7/3₹ 12,440
Tue 31/307:15
BOS
-
ORD
Nonstop3h 10m
Delta
Sat 11/407:00
ORD
-
BOS
Nonstop2h 25m
Delta
Deal found 8/3₹ 12,532
Tue 7/406:05
BOS
-
ORD
Nonstop3h 03m
JetBlue
Tue 14/409:41
ORD
-
BOS
Nonstop2h 26m
JetBlue
Deal found 9/3₹ 12,624
Thu 2/407:15
BOS
-
ORD
Nonstop3h 10m
Delta
Sun 5/406:15
ORD
-
BOS
Nonstop2h 25m
Delta
Deal found 5/3₹ 12,716
Sat 2/509:00
BOS
-
ORD
1 stop7h 30m
Southwest
Sat 9/513:55
ORD
-
BOS
2 stops8h 45m
Southwest
Deal found 7/3₹ 12,900
Wed 20/507:30
BOS
-
ORD
Nonstop3h 00m
United Airlines
Sat 23/519:40
ORD
-
BOS
Nonstop2h 36m
United Airlines
Deal found 8/3₹ 12,992
Sat 9/509:00
BOS
-
ORD
1 stop7h 30m
Southwest
Tue 12/514:40
ORD
-
BOS
1 stop6h 50m
Southwest
Deal found 8/3₹ 13,453
Wed 1/409:20
BOS
-
ORD
Nonstop3h 00m
United Airlines
Fri 3/416:10
ORD
-
BOS
Nonstop2h 31m
United Airlines
Deal found 9/3₹ 13,545
Sat 28/306:00
BOS
-
ORD
Nonstop3h 00m
United Airlines
Mon 30/321:30
ORD
-
BOS
Nonstop2h 29m
United Airlines
Deal found 8/3₹ 13,637
Thu 16/407:00
BOS
-
ORD
Nonstop3h 00m
United Airlines
Mon 20/421:30
ORD
-
BOS
Nonstop2h 29m
United Airlines
Deal found 7/3₹ 13,730
Thu 2/405:45
BOS
-
ORD
1 stop4h 53m
United Airlines
Sat 4/421:30
ORD
-
BOS
Nonstop2h 29m
United Airlines
Deal found 8/3₹ 13,822

Find 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 10 March 2026.

Round-trip from

₹ 12,440

One-way from

₹ 6,082

Popular in

April

Cheapest in

January

Average price

₹ 23,958
United Airlines
  • United Airlines
  • 4/4-11/4
  • Nonstop
  • 5h 35m total
  • Boston to Chicago
Search Deals
United Airlines
  • United Airlines
  • 28/3
  • Nonstop
  • 3h 00m total
  • Boston to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (₹ 154,140 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (₹ 20,842 potential savings vs. average return price).
Search Deals
Average for round-trip flights in March 2026
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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 10 March 2026.
Use the filters below to find and compare flights from Boston to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 31/3

07:15-09:14

Nonstop2h 59m

Chicago O'Hare Intl

Sun 5/4

06:00-09:25

Nonstop2h 25m

₹ 13,545

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 6/5

05:35-15:00

1 stop10h 25m

Chicago O'Hare Intl

Fri 8/5

14:40-23:15

1 stop7h 35m

₹ 14,467

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 8/4

10:05-14:40

1 stop5h 35m

Chicago O'Hare Intl

Sun 12/4

07:30-11:01

Nonstop2h 31m

₹ 14,835
Fastest return journey

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 26/6

07:19-09:17

Nonstop2h 58m

Chicago O'Hare Intl

Sun 5/7

06:15-09:39

Nonstop2h 24m

₹ 15,204

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 9/4

18:48-20:50

Nonstop3h 02m

Chicago O'Hare Intl

Tue 14/4

18:01-23:59

1 stop4h 58m

₹ 15,388

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 1/5

05:45-09:37

1 stop4h 52m

Chicago O'Hare Intl

Mon 4/5

18:23-21:59

Nonstop2h 36m

₹ 15,388

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 20/4

07:00-09:00

Nonstop3h 00m

Chicago O'Hare Intl

Mon 20/4

21:30-00:59

Nonstop2h 29m

₹ 16,402

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 6/4

06:05-08:08

Nonstop3h 03m

Chicago O'Hare Intl

Tue 7/4

08:58-12:28

Nonstop2h 30m

₹ 18,152

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 10/8

20:10-22:06

Nonstop2h 56m

Chicago O'Hare Intl

Sat 10/10

18:50-22:25

Nonstop2h 35m

₹ 19,442

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 21/5

07:19-09:17

Nonstop2h 58m

Chicago O'Hare Intl

Mon 25/5

18:20-21:56

Nonstop2h 36m

₹ 19,903

Flights are sorted by cheapest return flights first.

Deals found on 8/3

Showing 1-10 of 22 resultsSorted by cheapest first
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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 6 March 2026.

The best time to book flights from Boston to Chicago O'Hare Intl Airport is 46 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, September is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 8,385). Flying from Boston to Chicago O'Hare Intl Airport in July is currently the most expensive (average of ₹ 11,794). 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 10 March 2026.

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 morning could potentially save you up to 40% on airfare.

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. 0 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 40 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 2h 59m. 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 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 ITA Airways(100%), Emirates(87%) or Air France(84%), as they are the most reliable in getting you off to your destination on time.

  • 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, September is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 8,385). Flying from Boston to Chicago O'Hare Intl Airport in July is currently the most expensive (average of ₹ 11,794). 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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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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Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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