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Chicago to Boston Logan International Airport flight
      • Cheapest nonstop
        ORD 7:55 AM
        2h 29m
        Nonstop
        BOS 11:24 AM
        Chicago - Boston | Thu, Aug 6 | Delta Air Lines
        BOS 8:50 PM
        2h 54m
        Nonstop
        ORD 10:44 PM
        Boston - Chicago | Thu, Aug 13 | Delta Air Lines
        $135 $195
        31% off
        31% off
        $195 $135
      • ORD 6:59 AM
        2h 31m
        Nonstop
        BOS 10:30 AM
        Chicago - Boston | Fri, Jul 17 | Delta Air Lines
        BOS 7:59 PM
        3h
        Nonstop
        ORD 9:59 PM
        Boston - Chicago | Mon, Jul 20 | Delta Air Lines
        $142 $195
        27% off
        27% off
        $195 $142
      • ORD 6:59 AM
        2h 31m
        Nonstop
        BOS 10:30 AM
        Chicago - Boston | Thu, Jul 30 | Delta Air Lines
        BOS 6:14 AM
        3h 6m
        Nonstop
        ORD 8:20 AM
        Boston - Chicago | Fri, Aug 7 | American Airlines
        $143 $195
        27% off
        27% off
        $195 $143
      • ORD 3:19 PM
        2h 40m
        Nonstop
        BOS 6:59 PM
        Chicago - Boston | Thu, Jul 9 | Delta Air Lines
        BOS 7:59 PM
        3h
        Nonstop
        ORD 9:59 PM
        Boston - Chicago | Mon, Jul 13 | Delta Air Lines
        $144
        26% off
        $195 $144
      • ORD 3:19 PM
        2h 40m
        Nonstop
        BOS 6:59 PM
        Chicago - Boston | Thu, Jul 23 | Delta Air Lines
        BOS 7:30 AM
        2h 56m
        Nonstop
        ORD 9:26 AM
        Boston - Chicago | Thu, Jul 30 | Delta Air Lines
        $144
        26% off
        $195 $144
      • ORD 7:30 AM
        2h 29m
        Nonstop
        BOS 10:59 AM
        Chicago - Boston | Mon, Aug 10 | Delta Air Lines
        BOS 8:50 PM
        2h 54m
        Nonstop
        ORD 10:44 PM
        Boston - Chicago | Thu, Aug 13 | Delta Air Lines
        $145
        26% off
        $195 $145
      • ORD 6:54 AM
        2h 34m
        Nonstop
        BOS 10:28 AM
        Chicago - Boston | Thu, Aug 6 | American Airlines
        BOS 8:50 PM
        2h 54m
        Nonstop
        ORD 10:44 PM
        Boston - Chicago | Thu, Aug 13 | Delta Air Lines
        $145
        26% off
        $195 $145
      • ORD 3:19 PM
        2h 40m
        Nonstop
        BOS 6:59 PM
        Chicago - Boston | Fri, Aug 7 | Delta Air Lines
        BOS 7:30 AM
        2h 56m
        Nonstop
        ORD 9:26 AM
        Boston - Chicago | Thu, Aug 13 | Delta Air Lines
        $146
        25% off
        $195 $146
      • ORD 4:30 PM
        2h 41m
        Nonstop
        BOS 8:11 PM
        Chicago - Boston | Mon, Jul 13 | Delta Air Lines
        BOS 4:15 PM
        3h 4m
        Nonstop
        ORD 6:19 PM
        Boston - Chicago | Thu, Jul 16 | Delta Air Lines
        $148
        24% off
        $195 $148
      • CHI 1:00 PM
        17h 25m
        1 stop
        BOS 2:00 PM
        Chicago - Boston | Tue, Jun 16 | Normal Airline
        BOS 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Boston - Chicago | Thu, Jun 18 | Normal Airline
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      • Cheapest nonstop
        ORD 8:21 PM
        2h 35m
        Nonstop
        BOS 11:56 PM
        Chicago - Boston | Fri, Jul 10 | Jetblue Airways
        $64 $95
        33% off
        33% off
        $95 $64
      • ORD 8:25 PM
        2h 37m
        Nonstop
        BOS 12:02 AM
        Chicago - Boston | Wed, Aug 12 | American Airlines
        $66 $95
        31% off
        31% off
        $95 $66
      • ORD 7:25 PM
        2h 35m
        Nonstop
        BOS 11:00 PM
        Chicago - Boston | Thu, Jul 23 | Delta Air Lines
        $67 $95
        28% off
        28% off
        $95 $67
      • ORD 7:25 PM
        2h 35m
        Nonstop
        BOS 11:00 PM
        Chicago - Boston | Wed, Jul 22 | Delta Air Lines
        $67
        28% off
        $95 $67
      • ORD 4:00 PM
        2h 45m
        Nonstop
        BOS 7:45 PM
        Chicago - Boston | Sun, Jul 5 | Delta Air Lines
        $69
        27% off
        $95 $69
      • ORD 7:00 AM
        2h 28m
        Nonstop
        BOS 10:28 AM
        Chicago - Boston | Wed, Jun 24 | Delta Air Lines
        $70
        26% off
        $95 $70
      • ORD 8:29 PM
        2h 36m
        Nonstop
        BOS 12:05 AM
        Chicago - Boston | Wed, Jul 22 | American Airlines
        $72
        24% off
        $95 $72
      • ORD 6:54 AM
        2h 34m
        Nonstop
        BOS 10:28 AM
        Chicago - Boston | Thu, Jul 23 | American Airlines
        $72
        24% off
        $95 $72
      • ORD 7:00 AM
        2h 28m
        Nonstop
        BOS 10:28 AM
        Chicago - Boston | Thu, Jul 9 | Delta Air Lines
        $72
        24% off
        $95 $72
      • CHI 1:00 PM
        17h 25m
        1 stop
        BOS 2:00 PM
        Chicago - Boston | Tue, Jun 16 | Normal Airline
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Displayed flight fares from Chicago to Boston Logan International Airport 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 Chicago to Boston Logan International Airport

What is the cheapest month for one-way flights from Chicago to Boston Logan International Airport?

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

Based on Trip.com’s data from the past 12 months, the cheapest month to fly one-way from Chicago to Boston Logan International Airport is January, with an average price of $109. The priciest month is usually June, when the average price can reach $189.

$189
$149
$109
$69
    Cheapest
  • $189
    Jun
  • $154
    Jul
  • $183
    Aug
  • $148
    Sep
  • $154
    Oct
  • $171
    Nov
  • $149
    Dec
  • $109
    Jan
  • $165
    Feb
  • $164
    Mar
  • $155
    Apr
  • $137
    May

What is the cheapest day of the week to fly from Chicago to Boston Logan International Airport?

The data is based on the past 12 months and shows the average ticket prices from Chicago to Boston Logan 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 day to depart from Chicago to Boston Logan International Airport is Wednesday, with average fares generally lower than other days. You’ll want to avoid flying on Sunday, as ticket prices are usually the highest that day.

$220
$167
$113
$60
    Cheapest
  • $161
    Mon
  • $124
    Tue
  • $113
    Wed
  • $148
    Thu
  • $157
    Fri
  • $162
    Sat
  • $220
    Sun

Cheap Flights from Chicago to Boston Logan International Airport

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American Airlines logo American Airlines

Flight Schedule from Chicago to Boston Logan International Airport

Flight info.
Departure
Arrival
Weekly Schedule

  1. UA1186

    O'Hare Intl. Airport

    6:05 AM

    ORD

    2h 24m

    9:29 AM

    BOS

    S M T W T - S
    Search

  2. AA3022

    O'Hare Intl. Airport

    6:04 AM

    ORD

    2h 26m

    9:30 AM

    BOS

    S M T W T F S
    Search

  3. AA2682

    O'Hare Intl. Airport

    8:24 PM

    ORD

    2h 35m

    11:59 PM

    BOS

    S M T W T F S
    Search

  4. DL2570

    O'Hare Intl. Airport

    10:25 AM

    ORD

    2h 37m

    2:02 PM

    BOS

    S M T W T F S
    Search

  5. AA3107

    O'Hare Intl. Airport

    7:14 PM

    ORD

    2h 32m

    10:46 PM

    BOS

    S M T W T F S
    Search

  6. B61012

    O'Hare Intl. Airport

    8:30 PM

    ORD

    2h 29m

    11:59 PM

    BOS

    S - T W T - S
    Search

  7. UA1779

    O'Hare Intl. Airport

    9:41 PM

    ORD

    2h 33m

    1:14 AM

    BOS

    S M T W T - S
    Search

  8. AA2968

    O'Hare Intl. Airport

    6:54 AM

    ORD

    2h 34m

    10:28 AM

    BOS

    S M T W T F S
    Search

  9. DL2816

    O'Hare Intl. Airport

    3:15 PM

    ORD

    2h 38m

    6:53 PM

    BOS

    S M T W T - -
    Search

  10. DL2646

    O'Hare Intl. Airport

    7:25 PM

    ORD

    2h 37m

    11:02 PM

    BOS

    S M T W T - -
    Search
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Flight Info of Flights from Chicago to Boston Logan International Airport

Cheapest round-trip ticket price$134
Cheapest one-way flight price$57
Off-season for travelOctober
Peak season for travelJuly

FAQs for Chicago to Boston Logan International Airport Flights

  • When are flight tickets from Chicago (CHI) to Boston (BOS) the cheapest?

    Airlines adjust prices for flights from Chicago to Boston based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • According to Trip.com's data, the lowest price is around $260.
  • It takes around 2 hours 33 minutes to fly from Chicago (CHI) to Boston (BOS).

Popular Destinations

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

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, 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 were updated within last 26 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled 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 check the customer support pages.