Direct flight tickets from Chicago to Boston

All flight schedules from Chicago Midway International , Illinois , USA to Boston Logan International Airport , Massachusetts , USA. This route is operated by Southwest Airlines and the flight time is 2 hours and 25 minutes. The distance is 863 miles.

MDW Chicago Midway International
USA
Chicago , IL , USA
BOS Boston Logan International Airport
USA
Boston , MA , USA
CHANGE DIRECTION
Flight time
2h 25m
Flight distance
863mi, 1389km
Flights from Chicago to Boston route map
VIEW LARGER MAP
USA
USA
Chicago , IL
aircraft image
USA
USA
Boston , MA
Distance
863 miles · (1389 km)
Flight time
2 hours and 25 minutes

Airlines that fly direct from Chicago (MDW) to Boston (BOS)

  • Southwest Airlines
    S
    M
    T
    W
    T
    F
    S
    Low-cost airline
    4-5 daily flights
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MDW BOS
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MONTHLY
WN
WEEKLY

Chicago (MDW) to Boston (BOS) flight schedule

The monthly calendar shows every direct flight departure from Chicago Midway International (MDW) with all airlines. Click on a date to see a list of flights or search for the best prices.

Southwest Airlines flight schedule from Chicago to Boston

All weekly departures with Southwest Airlines. The week calendar shows every flight departure from Chicago (MDW) to Boston (BOS). Click on a blue date to see a list of flights.

Week 42 (Oct 13 - Oct 19)
  • Week 40 (Sep 29 - Oct 5)
  • Week 41 (Oct 6 - Oct 12)
  • Week 42 (Oct 13 - Oct 19)
  • Week 43 (Oct 20 - Oct 26)
  • Week 44 (Oct 27 - Nov 2)
  • Week 45 (Nov 3 - Nov 9)
  • Week 46 (Nov 10 - Nov 16)
  • Week 47 (Nov 17 - Nov 23)
  • Week 48 (Nov 24 - Nov 30)
  • Week 49 (Dec 1 - Dec 7)
  • Week 50 (Dec 8 - Dec 14)
  • Week 51 (Dec 15 - Dec 21)
  • Week 52 (Dec 22 - Dec 28)
  • Week 1 (Dec 29 - Jan 4)
  • Week 2 (Jan 5 - Jan 11)
  • Week 3 (Jan 12 - Jan 18)
  • Week 4 (Jan 19 - Jan 25)
  • Week 5 (Jan 26 - Feb 1)
  • Week 6 (Feb 2 - Feb 8)
  • Week 7 (Feb 9 - Feb 15)
  • Week 8 (Feb 16 - Feb 22)
  • Week 9 (Feb 23 - Mar 1)
  • Week 10 (Mar 2 - Mar 8)
  • Week 11 (Mar 9 - Mar 15)
  • Week 12 (Mar 16 - Mar 22)
  • Week 13 (Mar 23 - Mar 29)
  • Week 14 (Mar 30 - Apr 5)
  • Week 15 (Apr 6 - Apr 12)
  • Week 16 (Apr 13 - Apr 19)
  • Week 17 (Apr 20 - Apr 26)
  • Week 18 (Apr 27 - May 3)
  • Week 19 (May 4 - May 10)
  • Week 20 (May 11 - May 17)
  • Week 21 (May 18 - May 24)
  • Week 22 (May 25 - May 31)
  • Week 23 (Jun 1 - Jun 7)
Flight
Mon
Oct 13
Tue
Oct 14
Wed
Oct 15
Thu
Oct 16
Fri
Oct 17
Sat
Oct 18
Sun
Oct 19
WN4295
06:05
06:05
06:05
06:05
06:05
06:30
06:05
WN3250
09:35
10:05
10:05
09:35
09:35
10:00
10:00
WN3289
11:45
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11:45
11:45
12:45
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WN1544
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11:55
WN3834
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13:15
13:15
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WN3295
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15:30
WN2966
17:50
18:05
18:05
17:50
17:50
17:35
21:05
WN2158
21:20
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21:20
21:20
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Flight time
2h 10m - 2h 25m
Earliest flight
06:05
Last flight
21:20
Distance
863 miles (1389 km)
Cheapest month
February
Airlines
1 (Show)
Flights per week
30
Arriving Terminal (BOS)
Terminal B
America/Chicago (UTC-5)
America/New York (UTC-4)
BOS +1 hour ahead

US
Arriving at Boston Logan Airport (BOS) , Massachusetts

Boston Logan International Airport (BOS) is a large airport in USA. You can fly to 152 destinations with 47 airlines in scheduled passenger traffic.

Show all flights from BOS

Best prices on rental cars in Boston
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US
Departing from Chicago Midway (MDW) , Illinois

Chicago Midway International (MDW) is a large airport in USA. You can fly to 97 destinations with 6 airlines in scheduled passenger traffic.

Show all flights from MDW

Airlines operating from nearby alternative airports from Chicago to Boston

The airlines below are departing from or arriving to other airports in the same city or very close.

American Airlines
Oneworld
Chicago O Hare International Boston Logan International Airport
Duration
2 hours and 42 minutes
JetBlue
Chicago O Hare International Boston Logan International Airport
Duration
2 hours and 35 minutes
Spirit
Chicago O Hare International Boston Logan International Airport
Duration
2 hours and 26 minutes
United
Star Alliance
Chicago O Hare International Boston Logan International Airport
Duration
2 hours and 35 minutes
Iberia
Oneworld
Chicago O Hare International Boston Logan International Airport
Duration
2 hours and 30 minutes
Delta
Sky Team
Chicago O Hare International Boston Logan International Airport
Duration
2 hours and 41 minutes
Show detailed flight schedule from ORD to BOS

Chicago - Boston flight price statistics

$230
Approximate

The numbers are avarage prices found based on user searches for direct flights between Chicago Midway International and Boston Logan International Airport. Its calculated from the cheapest prices found per month for a round-trip with 1 adult and can vary depending on the amount of data we have for this particular route.

$225
Jan
$115
Feb
$141
Mar
$153
Apr
$366
May
$363
Jun
$211
Jul
$395
Aug
$158
Sep
$182
Oct
$278
Nov
$248
Dec

Approximate prices for one round-trip flight from Chicago (MDW) to Boston (BOS). Graph is not to scale.

CLICK HERE FOR EXACT PRICES

Type of aircraft(s) on this route

Below is a list of aircraft types we have within our database with flights on this route. You can also see the aircrafts seat capacity together with classes.

Boeing 737-800 (winglets) Passenger/BBJ2
Southwest Airlines
Boeing 737-800 (winglets) Passenger/BBJ2 illustration
Boeing 737-800 (winglets) Passenger/BBJ2 illustration
165 seats
 (All economy)
Boeing 737MAX 8 Passenger
Southwest Airlines
Boeing 737MAX 8 Passenger illustration
Boeing 737MAX 8 Passenger illustration
175 seats
 (All economy)
Boeing 737-700 (winglets) Passenger/BBJ1
Southwest Airlines
Boeing 737-700 (winglets) Passenger/BBJ1 illustration
Boeing 737-700 (winglets) Passenger/BBJ1 illustration
143 seats
 (All economy)
ROUTE EXPLORING

Chicago Midway International - all destinations

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Chicago flight map

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Round trip
1 adult
Economy

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Frequently Asked Questions about Flights (FAQ)

  • The flight between Chicago (MDW) and Boston (BOS) typically takes about 2 hour and 15 minute.
  • There are 2 direct flights every day.
  • The flight numbers are WN164, WN278, WN483, WN493, WN987, WN1148, WN1280, WN1402 together with 33 additional flights.
  • From Chicago you will fly out from Chicago Midway International (MDW) and you will be landing at Boston Logan International Airport (BOS).
  • Boeing 737 flies this route operated by Southwest.
  • Southwest have non-stop flights to Boston.
  • They arrive at terminal B.
VIEW IN
MAP EXPLORER
Flights from Chicago to Boston route map
Non-stop flights from MDW to BOS
863 miles (1389 km) · 2 hours and 25 minutes
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Popular routes from Chicago

Southwest Airlines Southwest Airlines routes

Chicago (MDW) - Phoenix (PHX)

US

Chicago (MDW) - Orlando (MCO)

US

Chicago (MDW) - New York (LGA)

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Chicago (MDW) - Las Vegas (LAS)

US

Chicago (MDW) - Denver (DEN)

US

For more destinations from Chicago with Southwest Airlines (WN), check out the Southwest Airlines route map .

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