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Boston Logan International Airport to O'Hare International Airport flight

Explore the cheapest one-way and round-trip flights from Boston Logan International Airport to O'Hare International Airport over the next 90 days, with one-way fares from £52 and round-trip from £128. Based on Trip.com's latest 7-day flight data.

    • Cheapest nonstop
      BOS 17:00
      3h 12m
      Direct
      ORD 19:12
      Boston - Chicago | Sat, Nov 7 | Jetblue Airways
      MDW 08:30
      2h 30m
      Direct
      BOS 12:00
      Chicago - Boston | Wed, Nov 11 |
      £128 £370
      65% off
      65% off
      £370 £128
    • BOS 12:31
      3h 9m
      Direct
      ORD 14:40
      Boston - Chicago | Tue, Nov 3 | American Airlines
      ORD 06:59
      2h 29m
      Direct
      BOS 10:28
      Chicago - Boston | Sat, Nov 7 | American Airlines
      £129 £370
      65% off
      65% off
      £370 £129
    • BOS 20:55
      2h 45m
      Direct
      ORD 22:40
      Boston - Chicago | Sat, Nov 7 | Delta Air Lines
      MDW 08:30
      2h 30m
      Direct
      BOS 12:00
      Chicago - Boston | Wed, Nov 11 |
      £143 £370
      61% off
      61% off
      £370 £143
    • BOS 13:35
      3h 2m
      Direct
      ORD 15:37
      Boston - Chicago | Sat, Dec 12 | Delta Air Lines
      ORD 10:38
      2h 37m
      Direct
      BOS 14:15
      Chicago - Boston | Wed, Dec 16 | Delta Air Lines
      £144
      61% off
      £370 £144
    • BOS 19:10
      2h 56m
      Direct
      ORD 21:06
      Boston - Chicago | Tue, Nov 3 | Delta Air Lines
      ORD 15:05
      2h 24m
      Direct
      BOS 18:29
      Chicago - Boston | Tue, Nov 10 | Delta Air Lines
      £267
      28% off
      £370 £267
    • BOS 07:13
      3h 22m
      Direct
      ORD 09:35
      Boston - Chicago | Tue, Nov 24 | American Airlines
      ORD 06:00
      2h 24m
      Direct
      BOS 09:24
      Chicago - Boston | Thu, Nov 26 | American Airlines
      £333
      10% off
      £370 £333
    • BOS 12:39
      8h 54m
      1 stop
      ORD 20:33
      Boston - Chicago | Thu, Nov 19 | Frontier Airlines
      ORD 05:40
      27h 31m
      1 stop
      BOS 10:11
      Chicago - Boston | Mon, Nov 23 | Frontier Airlines
      £136
      63% off
      £370 £136
    • BOS 11:08
      15h
      1 stop
      ORD 01:08
      Boston - Chicago | Fri, Dec 11 | Frontier Airlines
      ORD 22:37
      11h 2m
      1 stop
      BOS 10:39
      Chicago - Boston | Sun, Dec 13 | Frontier Airlines
      £141
      62% off
      £370 £141
    • BOS 11:34
      11h 8m
      1 stop
      ORD 21:42
      Boston - Chicago | Sun, Dec 6 | Frontier Airlines
      ORD 22:37
      11h 2m
      1 stop
      BOS 10:39
      Chicago - Boston | Sun, Dec 13 | Frontier Airlines
      £142
      62% off
      £370 £142
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Mon, Nov 2 | Normal Airline
      CHI 15:00
      6h
      Direct
      BOS 16:00
      Chicago - Boston | Wed, Nov 4 | Normal Airline
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    • Cheapest
      BOS 08:16
      3h 14m
      Direct
      ORD 10:30
      Boston - Chicago | Tue, Nov 10 | American Airlines
      £52 £186
      72% off
      72% off
      £186 £52
    • BOS 20:40
      2h 56m
      Direct
      ORD 22:36
      Boston - Chicago | Tue, Nov 24 | Delta Air Lines
      £62 £93
      33% off
      33% off
      £93 £62
    • BOS 19:40
      3h 23m
      Direct
      ORD 22:03
      Boston - Chicago | Sat, Nov 28 | American Airlines
      £63 £93
      32% off
      32% off
      £93 £63
    • BOS 19:40
      3h 23m
      Direct
      ORD 22:03
      Boston - Chicago | Tue, Nov 24 | American Airlines
      £63
      32% off
      £93 £63
    • BOS 11:06
      14h 37m
      1 stop
      ORD 00:43
      Boston - Chicago | Sat, Nov 21 | Frontier Airlines
      £71
      24% off
      £93 £71
    • BOS 20:59
      2h 58m
      Direct
      ORD 22:57
      Boston - Chicago | Tue, Dec 8 | Delta Air Lines
      £76
      18% off
      £93 £76
    • BOS 05:53
      3h 11m
      Direct
      ORD 08:04
      Boston - Chicago | Tue, Dec 8 | American Airlines
      £76
      18% off
      £93 £76
    • BOS 20:59
      2h 58m
      Direct
      ORD 22:57
      Boston - Chicago | Tue, Dec 15 | Delta Air Lines
      £78
      16% off
      £93 £78
    • BOS 08:16
      3h 14m
      Direct
      ORD 10:30
      Boston - Chicago | Wed, Nov 18 | American Airlines
      £78
      57% off
      £186 £78
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Mon, Nov 2 | Normal Airline
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    • Cheapest nonstop
      BOS 08:16
      3h 14m
      Direct
      ORD 10:30
      Boston - Chicago | Tue, Nov 10 | American Airlines
      £52 £186
      72% off
      72% off
      £186 £52
    • BOS 20:40
      2h 56m
      Direct
      ORD 22:36
      Boston - Chicago | Tue, Nov 24 | Delta Air Lines
      £62 £93
      33% off
      33% off
      £93 £62
    • BOS 19:40
      3h 23m
      Direct
      ORD 22:03
      Boston - Chicago | Sat, Nov 28 | American Airlines
      £63 £93
      32% off
      32% off
      £93 £63
    • BOS 19:40
      3h 23m
      Direct
      ORD 22:03
      Boston - Chicago | Tue, Nov 24 | American Airlines
      £63
      32% off
      £93 £63
    • BOS 20:59
      2h 58m
      Direct
      ORD 22:57
      Boston - Chicago | Tue, Dec 8 | Delta Air Lines
      £76
      18% off
      £93 £76
    • BOS 05:53
      3h 11m
      Direct
      ORD 08:04
      Boston - Chicago | Tue, Dec 8 | American Airlines
      £76
      18% off
      £93 £76
    • BOS 20:59
      2h 58m
      Direct
      ORD 22:57
      Boston - Chicago | Tue, Dec 15 | Delta Air Lines
      £78
      16% off
      £93 £78
    • BOS 08:16
      3h 14m
      Direct
      ORD 10:30
      Boston - Chicago | Wed, Nov 18 | American Airlines
      £78
      57% off
      £186 £78
    • BOS 19:40
      2h 56m
      Direct
      ORD 21:36
      Boston - Chicago | Sat, Nov 28 | Delta Air Lines
      £79
      15% off
      £93 £79
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Mon, Nov 2 | Normal Airline
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    • Cheapest nonstop
      BOS 08:16
      3h 14m
      Direct
      ORD 10:30
      Boston - Chicago | Tue, Nov 10 | American Airlines
      £52 £186
      72% off
      72% off
      £186 £52
    • BOS 08:16
      3h 14m
      Direct
      ORD 10:30
      Boston - Chicago | Wed, Nov 18 | American Airlines
      £78 £186
      57% off
      57% off
      £186 £78
    • BOS 19:59
      2h 57m
      Direct
      ORD 21:56
      Boston - Chicago | Sat, Dec 5 | Delta Air Lines
      £81 £186
      56% off
      56% off
      £186 £81
    • BOS 16:41
      3h 14m
      Direct
      ORD 18:55
      Boston - Chicago | Thu, Nov 12 | American Airlines
      £81
      56% off
      £186 £81
    • BOS 17:26
      3h 18m
      Direct
      ORD 19:44
      Boston - Chicago | Sun, Nov 22 | American Airlines
      £114
      39% off
      £186 £114
    • BOS 12:04
      3h 1m
      Direct
      ORD 14:05
      Boston - Chicago | Wed, Dec 16 | Delta Air Lines
      £116
      38% off
      £186 £116
    • BOS 07:30
      3h 8m
      Direct
      ORD 09:38
      Boston - Chicago | Tue, Dec 1 | Delta Air Lines
      £128
      31% off
      £186 £128
    • BOS 07:30
      3h 8m
      Direct
      ORD 09:38
      Boston - Chicago | Thu, Dec 10 | Delta Air Lines
      £133
      28% off
      £186 £133
    • BOS 21:13
      3h 17m
      Direct
      ORD 23:30
      Boston - Chicago | Tue, Dec 22 | American Airlines
      £144
      23% off
      £186 £144
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Mon, Nov 2 | Normal Airline
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    • Cheapest nonstop
      BOS 09:59
      3h 1m
      Direct
      ORD 12:00
      Boston - Chicago | Mon, Nov 2 | Jetblue Airways
      £153 £190
      19% off
      19% off
      £190 £153
    • BOS 19:10
      2h 56m
      Direct
      ORD 21:06
      Boston - Chicago | Mon, Nov 2 | Delta Air Lines
      £156 £190
      18% off
      18% off
      £190 £156
    • BOS 07:30
      2h 54m
      Direct
      ORD 09:24
      Boston - Chicago | Tue, Nov 3 | Delta Air Lines
      £156 £190
      18% off
      18% off
      £190 £156
    • BOS 09:59
      3h 1m
      Direct
      ORD 12:00
      Boston - Chicago | Wed, Nov 4 | Jetblue Airways
      £156
      18% off
      £190 £156
    • BOS 13:35
      2h 52m
      Direct
      ORD 15:27
      Boston - Chicago | Wed, Nov 4 | Delta Air Lines
      £157
      17% off
      £190 £157
    • BOS 13:35
      2h 52m
      Direct
      ORD 15:27
      Boston - Chicago | Sat, Nov 7 | Delta Air Lines
      £157
      17% off
      £190 £157
    • BOS 09:59
      3h 1m
      Direct
      ORD 12:00
      Boston - Chicago | Sat, Nov 7 | Jetblue Airways
      £157
      17% off
      £190 £157
    • BOS 07:30
      2h 54m
      Direct
      ORD 09:24
      Boston - Chicago | Sun, Nov 1 | Delta Air Lines
      £159
      16% off
      £190 £159
    • BOS 16:41
      3h 14m
      Direct
      ORD 18:55
      Boston - Chicago | Tue, Nov 3 | American Airlines
      £167
      12% off
      £190 £167
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Mon, Nov 2 | Normal Airline
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    • BOS 20:55
      2h 45m
      Direct
      ORD 22:40
      Boston - Chicago | Sat, Nov 7 | Delta Air Lines
      £157 £282
      44% off
      44% off
      £282 £157
    • BOS 16:57
      2h 47m
      Direct
      ORD 18:44
      Boston - Chicago | Thu, Nov 26 | United Airlines
      £113 £282
      60% off
      60% off
      £282 £113
    • BOS 12:27
      2h 47m
      Direct
      ORD 14:14
      Boston - Chicago | Mon, Nov 2 | United Airlines
      £192 £282
      32% off
      32% off
      £282 £192
    • BOS 19:40
      2h 51m
      Direct
      ORD 21:31
      Boston - Chicago | Sun, Nov 8 | Delta Air Lines
      £93
      67% off
      £282 £93
    • BOS 13:35
      2h 52m
      Direct
      ORD 15:27
      Boston - Chicago | Wed, Nov 4 | Delta Air Lines
      £157
      44% off
      £282 £157
    • BOS 13:35
      2h 52m
      Direct
      ORD 15:27
      Boston - Chicago | Mon, Nov 2 | Delta Air Lines
      £194
      31% off
      £282 £194
    • BOS 13:35
      2h 52m
      Direct
      ORD 15:27
      Boston - Chicago | Sun, Nov 1 | Delta Air Lines
      £253
      10% off
      £282 £253
    • BOS 20:10
      2h 54m
      Direct
      ORD 22:04
      Boston - Chicago | Mon, Jan 4 | Delta Air Lines
      £120
      56% off
      £282 £120
    • BOS 20:40
      2h 56m
      Direct
      ORD 22:36
      Boston - Chicago | Tue, Nov 24 | Delta Air Lines
      £62
      33% off
      £93 £62
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Mon, Nov 2 | Normal Airline
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Displayed flight fares from Boston to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Trip.com Price Insights: Flights from Boston Logan International Airport to O'Hare International Airport

What is the cheapest month to fly from Boston Logan International Airport to O'Hare International Airport?

The data is based on the past 12 months and shows the average one-way ticket prices from Boston Logan International Airport to O'Hare International Airport for each month in the Trip.com database.

Based on Trip.com's data from the past 12 months, the cheapest one-way flights from Boston Logan International Airport to O'Hare International Airport are usually in December, with an average price of £95. It is best to avoid October, when the average price can reach £160.

£160
£128
£95
£63
    Cheapest
  • £160
    Oct
  • £129
    Nov
  • £95
    Dec
  • £96
    Jan
  • £119
    Feb
  • £121
    Mar
  • £116
    Apr
  • £103
    May
  • £100
    Jun
  • £114
    Jul
  • £111
    Aug
  • £119
    Sep

What is the cheapest day of the week to fly from Boston Logan International Airport to O'Hare International Airport?

The data is based on the past 12 months and shows the average ticket prices from Boston Logan International Airport to O'Hare International Airport for each day of the week in the Trip.com database.

Based on Trip.com's data from the past 12 months, the cheapest departure day from Boston Logan International Airport to O'Hare International Airport is Tuesday, with average prices usually lower than other days. Avoid departing on Sunday as prices are typically highest on that day.

£149
£124
£98
£73
  • £121
    Mon
  • £98
    Tue
  • £109
    Wed
  • £130
    Thu
  • £123
    Fri
  • £106
    Sat
  • £149
    Sun

Which airline offers the cheapest flights from Boston Logan International Airport to O'Hare International Airport?

The cheapest airline flying from Boston Logan International Airport to O'Hare International Airport is American Airlines (from £52) among 7 carriers operating this route. Based on Trip.com's latest 7-day flight data.

American Airlines
From £52
Frontier Airlines
From £68
Delta Air Lines
From £69
Jetblue Airways
From £76
United Airlines
From £80
Sun Country Airlines
From £133
Alaska Airlines
From £3,950

Find more flights and airlines

What is the flight schedule from Boston Logan International Airport to O'Hare International Airport?

Check the schedule for flights from Boston to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL2804

    Boston Logan International Airport

    20:10

    BOS

    2h 54m

    22:04

    ORD

    S M T W T F S
    Search

  2. DL2570

    Boston Logan International Airport

    07:30

    BOS

    2h 54m

    09:24

    ORD

    S M T W T - S
    Search

  3. UA2433

    Boston Logan International Airport

    20:25

    BOS

    3h 4m

    22:29

    ORD

    S M - W T - S
    Search

  4. AA1260

    Boston Logan International Airport

    16:42

    BOS

    3h 13m

    18:55

    ORD

    S M T W T F S
    Search

  5. AA1239

    Boston Logan International Airport

    08:12

    BOS

    3h 18m

    10:30

    ORD

    S M T W T F S
    Search
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About Boston Logan International Airport and O'Hare International Airport

Learn about Boston Logan International Airport (BOS) and O'Hare International Airport (ORD) — including location, terminals, transportation, and travel tips.

Flight distance 1,391.42km
Cheapest one-way ticket price £52
Cheapest return ticket price £128

FAQs for Boston Logan International Airport to O'Hare International Airport Flights

  • How long is the flight from Boston Logan International Airport to O'Hare International Airport?

    Boston Logan International Airport to O'Hare International Airport takes about 2 hours 13 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 21 daily flights from Boston Logan International Airport (BOS) to O'Hare International Airport (ORD).
  • The earliest flight from Boston Logan International Airport to O'Hare International Airport departs at 05:54, and the last departs at 23:30, with about 35 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from Boston Logan International Airport (BOS) to O'Hare International Airport (ORD) is quite popular. Without considering departure times or holidays, tickets cost around £147 in December, the most expensive month to book this route.
    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • The closest airport to O'Hare International Airport (ORD) is Midway International Airport. The distance is around 25km.
  • American Airlines is a very popular airline operating an average of 15017 flights per month.
  • One-way flights from Boston Logan International Airport to O'Hare International Airport currently start from £62, and round-trip fares start from £128. The current lowest fare is a Delta Air Lines flight departing on Tue, Nov 24; prices may vary depending on availability.
  • Yes. United Airlines, American Airlines, Delta Air Lines and Jetblue Airways operate direct flights from Boston Logan International Airport to O'Hare International Airport, with an average flight time of 2 hours 19 minutes, and around 186 weekly flights. Actual flight frequency may vary by season.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Boston Logan International Airport to O'Hare International Airport is £137. Prices may vary depending on the departure date, airline, and availability.
  • Jetblue Airways and WestJet are the most popular budget airlines flying from Boston Logan International Airport to O'Hare International Airport, with one-way fares starting from £62. Compare final prices carefully, as baggage, seat selection and payment fees may apply.
  • Boston Logan International Airport to O'Hare International Airport operates around 186 weekly flights, mainly by United Airlines, American Airlines and Delta Air Lines. Actual frequency may vary during holidays and seasonal schedule adjustments.
  • Enter Boston Logan International Airport and O'Hare International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

Find Cheap Flights with Trip.com

Note: Prices shown on this page are the estimated lowest prices and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed on this page are all-inclusive (including taxes, fuel surcharges, civil aviation development fund, etc.), with all fees confirmed before payment. Fees for luggage, meals, Wi-Fi, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours—sometimes even in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the cancellation and change policies for each flight ticket during the booking process, including any fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply according to the airline's ticket policy.
Cancellation/change due to a flight schedule change:
If the flight schedule has changed and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please visit the customer support pages.