Trip.com
>
Cheap Flights
>
United States
>
Boston
>
Chicago to Boston flight
>
O'Hare International Airport to Boston Logan International Airport flight

Explore the cheapest one-way and round-trip flights from O'Hare International Airport to Boston Logan International Airport over the next 90 days, with one-way fares from €93 and round-trip from €154. Based on Trip.com's latest 7-day flight data.

    • Cheapest nonstop
      ORD 06:00
      2h 29m
      Direct
      BOS 09:29
      Chicago - Boston | Thu, Nov 5 | American Airlines
      BOS 10:19
      3h 10m
      Direct
      ORD 12:29
      Boston - Chicago | Tue, Nov 10 | American Airlines
      €154 €483
      68% off
      68% off
      €483 €154
    • ORD 07:05
      2h 27m
      Direct
      BOS 10:32
      Chicago - Boston | Mon, Nov 23 | Delta Air Lines
      BOS 13:35
      2h 55m
      Direct
      ORD 15:30
      Boston - Chicago | Fri, Nov 27 | Delta Air Lines
      €170 €483
      65% off
      65% off
      €483 €170
    • ORD 12:00
      2h 32m
      Direct
      BOS 15:32
      Chicago - Boston | Thu, Nov 5 | Delta Air Lines
      BOS 17:55
      2h 45m
      Direct
      MDW 19:40
      Boston - Chicago | Thu, Nov 12 |
      €174 €483
      64% off
      64% off
      €483 €174
    • ORD 15:05
      2h 24m
      Direct
      BOS 18:29
      Chicago - Boston | Wed, Nov 11 | Delta Air Lines
      BOS 16:20
      2h 45m
      Direct
      MDW 18:05
      Boston - Chicago | Sat, Nov 14 |
      €174
      64% off
      €483 €174
    • ORD 20:15
      2h 44m
      Direct
      BOS 23:59
      Chicago - Boston | Fri, Nov 6 | Jetblue Airways
      BOS 17:05
      3h 12m
      Direct
      ORD 19:17
      Boston - Chicago | Tue, Nov 10 | Jetblue Airways
      €174
      64% off
      €483 €174
    • ORD 08:06
      2h 35m
      Direct
      BOS 11:41
      Chicago - Boston | Wed, Nov 11 | American Airlines
      BOS 16:20
      2h 45m
      Direct
      MDW 18:05
      Boston - Chicago | Sat, Nov 14 |
      €176
      64% off
      €483 €176
    • ORD 06:00
      2h 29m
      Direct
      BOS 09:29
      Chicago - Boston | Wed, Nov 4 | American Airlines
      BOS 12:31
      3h 9m
      Direct
      ORD 14:40
      Boston - Chicago | Thu, Nov 5 | American Airlines
      €322
      33% off
      €483 €322
    • ORD 16:40
      2h 41m
      Direct
      BOS 20:21
      Chicago - Boston | Sat, Nov 7 | Delta Air Lines
      BOS 07:30
      2h 54m
      Direct
      ORD 09:24
      Boston - Chicago | Mon, Nov 9 | Delta Air Lines
      €381
      21% off
      €483 €381
    • ORD 16:40
      2h 41m
      Direct
      BOS 20:21
      Chicago - Boston | Wed, Nov 4 | Delta Air Lines
      BOS 10:35
      6h 40m
      1 stop
      MDW 16:15
      Boston - Chicago | Thu, Nov 5 |
      €158
      67% off
      €483 €158
    • CHI 13:00
      17h 25m
      1 stop
      BOS 14:00
      Chicago - Boston | Wed, Nov 4 | Normal Airline
      BOS 15:00
      6h
      Direct
      CHI 16:00
      Boston - Chicago | Fri, Nov 6 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest
      ORD 17:24
      15h 6m
      1 stop
      BOS 09:30
      Chicago - Boston | Thu, Dec 17 | Frontier Airlines
      €93 €122
      24% off
      24% off
      €122 €93
    • Cheapest
      ORD 07:00
      2h 28m
      Direct
      BOS 10:28
      Chicago - Boston | Wed, Jan 6 | Delta Air Lines
      €93 €254
      63% off
      63% off
      €254 €93
    • ORD 05:40
      27h 31m
      1 stop
      BOS 10:11
      Chicago - Boston | Wed, Nov 25 | Frontier Airlines
      €94 €122
      23% off
      23% off
      €122 €94
    • ORD 17:24
      15h 49m
      1 stop
      BOS 10:13
      Chicago - Boston | Sun, Dec 13 | Frontier Airlines
      €94
      23% off
      €122 €94
    • ORD 17:45
      2h 29m
      Direct
      BOS 21:14
      Chicago - Boston | Wed, Dec 23 | Delta Air Lines
      €94
      23% off
      €122 €94
    • ORD 05:40
      27h 31m
      1 stop
      BOS 10:11
      Chicago - Boston | Thu, Nov 26 | Frontier Airlines
      €95
      22% off
      €122 €95
    • ORD 20:23
      2h 36m
      Direct
      BOS 23:59
      Chicago - Boston | Wed, Dec 23 | American Airlines
      €95
      22% off
      €122 €95
    • ORD 15:05
      2h 31m
      Direct
      BOS 18:36
      Chicago - Boston | Wed, Dec 9 | Delta Air Lines
      €95
      22% off
      €122 €95
    • ORD 15:05
      2h 31m
      Direct
      BOS 18:36
      Chicago - Boston | Tue, Dec 8 | Delta Air Lines
      €95
      22% off
      €122 €95
    • CHI 13:00
      17h 25m
      1 stop
      BOS 14:00
      Chicago - Boston | Wed, Nov 4 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest nonstop
      ORD 07:00
      2h 28m
      Direct
      BOS 10:28
      Chicago - Boston | Wed, Jan 6 | Delta Air Lines
      €93 €254
      63% off
      63% off
      €254 €93
    • ORD 17:45
      2h 29m
      Direct
      BOS 21:14
      Chicago - Boston | Wed, Dec 23 | Delta Air Lines
      €94 €122
      23% off
      23% off
      €122 €94
    • ORD 20:23
      2h 36m
      Direct
      BOS 23:59
      Chicago - Boston | Wed, Dec 23 | American Airlines
      €95 €122
      22% off
      22% off
      €122 €95
    • ORD 15:05
      2h 31m
      Direct
      BOS 18:36
      Chicago - Boston | Wed, Dec 9 | Delta Air Lines
      €95
      22% off
      €122 €95
    • ORD 15:05
      2h 31m
      Direct
      BOS 18:36
      Chicago - Boston | Tue, Dec 8 | Delta Air Lines
      €95
      22% off
      €122 €95
    • ORD 19:45
      2h 32m
      Direct
      BOS 23:17
      Chicago - Boston | Mon, Dec 7 | Delta Air Lines
      €95
      63% off
      €254 €95
    • ORD 15:20
      2h 33m
      Direct
      BOS 18:53
      Chicago - Boston | Tue, Dec 8 | American Airlines
      €96
      21% off
      €122 €96
    • ORD 17:17
      2h 36m
      Direct
      BOS 20:53
      Chicago - Boston | Wed, Dec 9 | American Airlines
      €96
      21% off
      €122 €96
    • ORD 12:06
      2h 33m
      Direct
      BOS 15:39
      Chicago - Boston | Sun, Dec 6 | American Airlines
      €96
      21% off
      €122 €96
    • CHI 13:00
      17h 25m
      1 stop
      BOS 14:00
      Chicago - Boston | Wed, Nov 4 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest nonstop
      ORD 07:00
      2h 28m
      Direct
      BOS 10:28
      Chicago - Boston | Wed, Jan 6 | Delta Air Lines
      €93 €254
      63% off
      63% off
      €254 €93
    • ORD 19:45
      2h 32m
      Direct
      BOS 23:17
      Chicago - Boston | Mon, Dec 7 | Delta Air Lines
      €95 €254
      63% off
      63% off
      €254 €95
    • ORD 16:40
      2h 30m
      Direct
      BOS 20:10
      Chicago - Boston | Sat, Dec 5 | Delta Air Lines
      €96 €254
      62% off
      62% off
      €254 €96
    • ORD 16:40
      2h 30m
      Direct
      BOS 20:10
      Chicago - Boston | Sat, Dec 12 | Delta Air Lines
      €129
      49% off
      €254 €129
    • ORD 08:30
      2h 24m
      Direct
      BOS 11:54
      Chicago - Boston | Thu, Nov 26 | American Airlines
      €144
      43% off
      €254 €144
    • ORD 19:15
      2h 44m
      Direct
      BOS 22:59
      Chicago - Boston | Thu, Dec 17 | American Airlines
      €158
      38% off
      €254 €158
    • ORD 16:40
      2h 23m
      Direct
      BOS 20:03
      Chicago - Boston | Sat, Nov 14 | Delta Air Lines
      €188
      26% off
      €254 €188
    • ORD 07:05
      2h 27m
      Direct
      BOS 10:32
      Chicago - Boston | Mon, Nov 9 | Delta Air Lines
      €188
      26% off
      €254 €188
    • ORD 07:05
      2h 27m
      Direct
      BOS 10:32
      Chicago - Boston | Fri, Nov 13 | Delta Air Lines
      €188
      26% off
      €254 €188
    • CHI 13:00
      17h 25m
      1 stop
      BOS 14:00
      Chicago - Boston | Wed, Nov 4 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest nonstop
      ORD 13:00
      2h 48m
      Direct
      BOS 16:48
      Chicago - Boston | Tue, Nov 3 | Jetblue Airways
      €185 €260
      28% off
      28% off
      €260 €185
    • ORD 07:25
      2h 35m
      Direct
      BOS 11:00
      Chicago - Boston | Tue, Nov 3 | Delta Air Lines
      €187 €260
      28% off
      28% off
      €260 €187
    • ORD 07:05
      2h 27m
      Direct
      BOS 10:32
      Chicago - Boston | Mon, Nov 9 | Delta Air Lines
      €188 €260
      28% off
      28% off
      €260 €188
    • ORD 16:40
      2h 41m
      Direct
      BOS 20:21
      Chicago - Boston | Fri, Nov 6 | Delta Air Lines
      €188
      28% off
      €260 €188
    • ORD 16:40
      2h 41m
      Direct
      BOS 20:21
      Chicago - Boston | Sat, Nov 7 | Delta Air Lines
      €192
      26% off
      €260 €192
    • ORD 08:06
      2h 30m
      Direct
      BOS 11:36
      Chicago - Boston | Tue, Nov 3 | American Airlines
      €196
      25% off
      €260 €196
    • ORD 08:06
      2h 30m
      Direct
      BOS 11:36
      Chicago - Boston | Wed, Nov 4 | American Airlines
      €200
      23% off
      €260 €200
    • ORD 20:00
      2h 31m
      Direct
      BOS 23:31
      Chicago - Boston | Thu, Nov 5 | American Airlines
      €200
      23% off
      €260 €200
    • ORD 13:37
      2h 31m
      Direct
      BOS 17:08
      Chicago - Boston | Fri, Nov 6 | American Airlines
      €200
      23% off
      €260 €200
    • CHI 13:00
      17h 25m
      1 stop
      BOS 14:00
      Chicago - Boston | Wed, Nov 4 | Normal Airline
      Find more flights
      Find more flights
    • ORD 06:15
      2h 19m
      Direct
      BOS 09:34
      Chicago - Boston | Fri, Nov 20 | United Airlines
      €175 €338
      48% off
      48% off
      €338 €175
    • ORD 07:00
      2h 19m
      Direct
      BOS 10:19
      Chicago - Boston | Sat, Nov 21 | United Airlines
      €197 €338
      42% off
      42% off
      €338 €197
    • ORD 07:00
      2h 19m
      Direct
      BOS 10:19
      Chicago - Boston | Sun, Nov 15 | United Airlines
      €197 €338
      42% off
      42% off
      €338 €197
    • ORD 06:15
      2h 19m
      Direct
      BOS 09:34
      Chicago - Boston | Fri, Nov 13 | United Airlines
      €225
      33% off
      €338 €225
    • ORD 06:59
      2h 19m
      Direct
      BOS 10:18
      Chicago - Boston | Sat, Nov 14 | United Airlines
      €226
      33% off
      €338 €226
    • ORD 07:00
      2h 19m
      Direct
      BOS 10:19
      Chicago - Boston | Tue, Nov 10 | United Airlines
      €226
      33% off
      €338 €226
    • ORD 07:00
      2h 19m
      Direct
      BOS 10:19
      Chicago - Boston | Wed, Nov 4 | United Airlines
      €226
      33% off
      €338 €226
    • ORD 06:15
      2h 19m
      Direct
      BOS 09:34
      Chicago - Boston | Fri, Nov 6 | United Airlines
      €226
      33% off
      €338 €226
    • ORD 06:15
      2h 19m
      Direct
      BOS 09:34
      Chicago - Boston | Sun, Nov 8 | United Airlines
      €226
      33% off
      €338 €226
    • CHI 13:00
      17h 25m
      1 stop
      BOS 14:00
      Chicago - Boston | Wed, Nov 4 | Normal Airline
      Find more flights
      Find more flights

Displayed flight fares from Chicago to Boston 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 O'Hare International Airport to Boston Logan International Airport

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

The data is based on the past 12 months and shows the average one-way ticket prices from O'Hare International Airport 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 one-way flights from O'Hare International Airport to Boston Logan International Airport are usually in January, with an average price of €99. It is best to avoid October, when the average price can reach €191.

€191
€145
€99
€53
    Cheapest
  • €158
    Nov
  • €135
    Dec
  • €99
    Jan
  • €150
    Feb
  • €149
    Mar
  • €141
    Apr
  • €124
    May
  • €135
    Jun
  • €143
    Jul
  • €136
    Aug
  • €155
    Sep
  • €191
    Oct

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

The data is based on the past 12 months and shows the average monthly return fares from O'Hare International Airport to Boston Logan International Airport in the Trip.com database.

Based on Trip.com's data from the past 12 months, December is often the month to find the lowest fares from O'Hare International Airport to Boston Logan International Airport, with an average price of €144. November is usually the most expensive month, with an average price reaching €398.

€398
€271
€144
€17
    Cheapest
  • €398
    Nov
  • €144
    Dec
  • €160
    Jan
  • €156
    Feb
  • €231
    Mar
  • €265
    Apr
  • €258
    May
  • €199
    Jun
  • €285
    Jul
  • €241
    Aug
  • €274
    Sep
  • €306
    Oct

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

The data is based on the past 12 months and shows the average ticket prices from O'Hare International Airport 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 departure day from O'Hare International Airport to Boston Logan International Airport is Wednesday, with average prices usually lower than other days. Avoid departing on Sunday as prices are typically highest on that day.

€185
€144
€102
€61
    Cheapest
  • €153
    Mon
  • €128
    Tue
  • €102
    Wed
  • €147
    Thu
  • €154
    Fri
  • €140
    Sat
  • €185
    Sun

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

The cheapest airline flying from O'Hare International Airport to Boston Logan International Airport is Frontier Airlines (from €93) among 6 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From €93
Delta Air Lines
From €94
American Airlines
From €95
Jetblue Airways
From €129
United Airlines
From €138
Alaska Airlines
From €4,601

Find more flights and airlines

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

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA1457

    O'Hare International Airport

    20:00

    ORD

    2h 35m

    23:35

    BOS

    S M T W T F S
    Search

  2. B61012

    O'Hare International Airport

    20:04

    ORD

    2h 58m

    00:02

    BOS

    S - - W T - S
    Search

  3. DL2816

    O'Hare International Airport

    15:05

    ORD

    2h 39m

    18:44

    BOS

    S - - - - - S
    Search

  4. DL2828

    O'Hare International Airport

    07:00

    ORD

    2h 28m

    10:28

    BOS

    S M T W T F S
    Search

  5. AA797

    O'Hare International Airport

    15:20

    ORD

    2h 33m

    18:53

    BOS

    S M T W T F S
    Search

  6. AA2054

    O'Hare International Airport

    11:00

    ORD

    2h 31m

    14:31

    BOS

    S M T W T F S
    Search

  7. DL2646

    O'Hare International Airport

    19:30

    ORD

    2h 39m

    23:09

    BOS

    S M T W T F S
    Search

  8. AA469

    O'Hare International Airport

    17:17

    ORD

    2h 34m

    20:51

    BOS

    S M T W T F S
    Search

  9. DL2358

    O'Hare International Airport

    17:29

    ORD

    1h 31m

    Direct

    20:00

    DTW

    S M T W T F S
    Search

  10. DL1187

    Detroit Metropolitan Wayne County Airport

    21:35

    DTW

    1h 59m

    Direct

    23:34

    BOS

    S M T W T F S

  11. DL2985

    O'Hare International Airport

    11:30

    ORD

    2h 19m

    Direct

    14:49

    LGA

    S M T W T - S
    Search

  12. DL5819

    LaGuardia Airport

    16:00

    LGA

    1h 25m

    Direct

    17:25

    BOS

    S M T W T - S
Find more flights and airlines

About O'Hare International Airport and Boston Logan International Airport

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

Flight distance 1,391.42km
Cheapest one-way ticket price €93
Cheapest return ticket price €154

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

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

    O'Hare International Airport to Boston Logan International Airport takes about 1 hour 52 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 21 daily flights from O'Hare International Airport (ORD) to Boston Logan International Airport (BOS).
  • The earliest flight from O'Hare International Airport to Boston Logan International Airport departs at 06:00, and the last departs at 21:24, with about 36 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from O'Hare International Airport (ORD) to Boston Logan International Airport (BOS) is quite popular. Without considering departure times or holidays, tickets cost around €171 in November, the most expensive month to book this route.
  • American Airlines is a very popular airline operating an average of 15920 flights per month.
  • One-way flights from O'Hare International Airport to Boston Logan International Airport currently start from €93, and round-trip fares start from €154. The current lowest fare is a Frontier Airlines flight departing on Thu, Dec 17; prices may vary depending on availability.
  • Yes. American Airlines, United Airlines, Delta Air Lines and Jetblue Airways operate direct flights from O'Hare International Airport to Boston Logan International Airport, with an average flight time of 1 hour 51 minutes, and around 180 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 O'Hare International Airport to Boston Logan International Airport is €186. Prices may vary depending on the departure date, airline, and availability.
  • Jetblue Airways and WestJet are the most popular budget airlines flying from O'Hare International Airport to Boston Logan International Airport, with one-way fares starting from €93. Compare final prices carefully, as baggage, seat selection and payment fees may apply.
  • O'Hare International Airport to Boston Logan International Airport operates around 179 weekly flights, mainly by American Airlines, United Airlines and Delta Air Lines. Actual frequency may vary during holidays and seasonal schedule adjustments.
  • Enter O'Hare International Airport and Boston Logan 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.