Menu

Cheap flights from Boston to Chicago Midway (BOS - MDW)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

The best prices from Boston to Chicago Midway are usually found in February or January, booked 57 days in advance, depart on a Sunday or Wednesday and return on a Wednesday

$340
$290
$230
$180
Price
$180 - $285
Temperature
34 - 84 °F
Rainfall
1 - 4 inches
Most popular in July High demand for flights, 9% potential price rise
Cheapest in February Best time to find cheap flights, 1% potential price drop
Average price $180 Price for this month
Cheapest price $180 From Boston to Chicago Midway

Cheap flights from Boston to Chicago Midway in February 2020

The best prices found for BOS to MDW flights for February
27 Feb - 29 Feb
$201pp
BOS
Boston Logan Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
BOS
Boston Logan Intl
28 Feb - 29 Feb
$215pp
BOS
Boston Logan Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
BOS
Boston Logan Intl
29 Feb - 1 Mar
$255pp
BOS
Boston Logan Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
BOS
Boston Logan Intl

Boston to Chicago Midway 2020 flight deals

Cheap flights to Chicago Midway from Boston found for this year
23 Mar - 25 Mar
$201pp
BOS
Boston Logan Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
BOS
Boston Logan Intl
30 Jun - 7 Jul
$205pp
BOS
Boston Logan Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
BOS
Boston Logan Intl
20 Mar - 27 Mar
$212pp
BOS
Boston Logan Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
BOS
Boston Logan Intl

Last minute flights from Boston to Chicago Midway

Late deals on round-trip flights to Chicago Midway from Boston, departing today and this week
27 Feb - 29 Feb
$201pp
BOS
Boston Logan Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
BOS
Boston Logan Intl
22 Feb - 24 Feb
$208pp
BOS
Boston Logan Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
BOS
Boston Logan Intl
24 Feb - 26 Mar
$212pp
BOS
Boston Logan Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
BOS
Boston Logan Intl

Alternative routes for Boston to Chicago Midway

Destination information for Chicago Midway

Things to know before you go. Useful info for your trip from Boston to Chicago Midway
Average temperature for February in Chicago Midway
39.2 °F
Avg rainfall for February in Chicago Midway
1.0 ″

Airports servicing Boston

Airports servicing Chicago

Weekly flight availability
from Boston to Chicago Midway
Sunday
0 flights
Monday
7 daily flights
Tuesday
7 daily flights
Wednesday
7 daily flights
Thursday
7 daily flights
Friday
7 daily flights
Saturday
0 flights

Related info for your journey

Useful info, stats and facts about Boston to Chicago Midway flights.

Flight FAQs

From Boston to Chicago Midway

What days are nonstop flights available from Boston to Chicago Midway?

Days when nonstop flights are available for this flight are: Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday.

How popular is this flight route?

This flight path from Boston Logan Intl to Chicago Midway was viewed by 163 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

What percent of flights are delayed?

When booking remember that flights Boston to Chicago Midway are typically on time.

How many passenger seats are available on a flight on this route?

Generally, 487 passengers can be accommodated when flying from Boston Logan Intl to Chicago Midway on commercial airlines.

What is the cheapest airline for this route?

When searching, try setting your filters to view flights for Southwest Airlines Co., as currently they have the cheapest options available from Boston to Chicago Midway. On average you can find 108 flights for this flight path daily.

How long does the flight from Boston to Chicago Midway take?

For nonstop trips expect to fly for about 3 hours. The travel distance is approximately 536 miles.

How many flights depart from Boston to Chicago Midway on average per day?

Travelers can expect 9 flights from Boston Logan Intl to Chicago Midway on average per day.
Early Morning (Midnight to 6am) - 22% of flight departures
Morning (6am - Noon) - 11% of flight departures
Afternoon (Noon - 6pm) - 44% of flight departures
Evening (6pm - Midnight) - 22% of flight departures

Does it rain more in Boston or Chicago Midway?

Boston will have greater rainfall in 0 compared to Chicago Midway over the next 14 days.

Is Boston weather warmer or cooler than Chicago Midway?

With an average temperature of 84 °F, peak weather can be found in July. As a traveler, expect to see changes in flight prices during that period. The temperatures in Chicago Midway are the same as in Boston.