Flights North America United States Massachusetts Boston Chicago Midway Airport to Boston

Cheap flights from Chicago Midway Airport to Boston

Round-trip
Economy
Chicago (MDW)
Boston (BOS)
Sat 2/20
Sat 2/27
Any month
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Flight information for Chicago Midway Airport to Boston
(MDW to BOS)

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Boston
Best Price Found $120 The best flight deal from Chicago Midway Airport to Boston found on momondo in the last 72 hours is $120
Fastest flight time 5h 21m The fastest flight from Chicago Midway Airport to Boston takes 5h 21m.
Direct flights None There are no direct flights from Chicago Midway Airport to Boston. Popular non-direct route for this connection is Chicago Midway - Boston Logan Intl.
Airports in Boston 1 airport There is 1 airport near Boston: Boston Logan Intl (BOS)

How to get the cheapest flight ticket from Chicago Midway Airport to Boston

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly from Chicago Midway Airport to Boston?
August
The cheapest time of year to fly to Boston from Chicago Midway Airport is August. Most expensive is December
What is the cheapest day to depart Chicago Midway Airport for Boston?
Wednesday
The cheapest day of the week is typically Wednesday. The most expensive is typically Saturday
When is the cheapest time to fly from Chicago Midway Airport to Boston?
in the evening
Chicago Midway Airport to Boston flights are approximately 26% more expensive in the morning than in the evening
What is the cheapest airline that flies to Boston from Chicago Midway Airport?
Spirit Airlines
Spirit Airlines, American Airlines, and Southwest are the most popular carriers operating from Chicago Midway Airport to Boston
What is the cheapest Chicago Midway Airport to Boston flight route?
Chicago Midway - Boston Logan Intl
Fly from Chicago Midway to Boston Logan Intl for the best Chicago Midway Airport - Boston flight prices
MDW
Chicago Midway
BOS
Boston Logan Intl

Easily compare round-trip flights from Chicago Midway Airport to Boston

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago Midway Airport to Boston by changing tabs
Delta
Feb 1
5h 24m
Chicago Midway
5h 24m
1 stop
5:39 pm
Boston Logan Intl
Feb 5
12:55 am
Boston Logan Intl
5h 45m
1 stop
6:40 am
Chicago Midway
Delta
May 12
7h 45m
Chicago Midway
7h 45m
1 stop
7:44 pm
Boston Logan Intl
May 19
3:00 am
Boston Logan Intl
5h 59m
1 stop
8:59 am
Chicago Midway
Delta
Feb 17
5h 21m
Chicago Midway
5h 21m
1 stop
11:51 am
Boston Logan Intl
Feb 24
9:30 am
Boston Logan Intl
8h 27m
1 stop
5:57 pm
Chicago Midway

Find the cheapest one-way flights from Chicago Midway Airport to Boston

If you're looking for one-way flights from Chicago Midway Airport to Boston, view some of our deals below provided by Delta
Delta
Feb 24
5h 21m
Chicago Midway
5h 21m
1 stop
11:51 am
Boston Logan Intl
Delta
Mar 1
5h 57m
Chicago Midway
5h 57m
1 stop
12:27 pm
Boston Logan Intl
Delta
Apr 3
7h 11m
Chicago Midway
7h 11m
1 stop
7:11 pm
Boston Logan Intl

Best airlines flying from Chicago Midway Airport to Boston

Compare and see reviews for airlines that fly from Chicago Midway Airport to Boston with momondo
AirlineRatingFree CancellationPrice
United Airlines
PriceFrom $152
Free Cancellation
Rating
7.0
7.4

Boarding

6.9

Comfort

7.7

Crew

6.5

Entertainment

6.4

Food

Reviews

Pros: crew very warm and welcoming

Cons: no leg space (I am six feet tall)

1 / 10
Delta
PriceFrom $160
Free Cancellation
Rating
7.9
8.1

Boarding

7.8

Comfort

8.5

Crew

7.8

Entertainment

7.5

Food

Reviews

Cons: This flight was probably great but I was not on it

1 / 10
Southwest
PriceFrom $189
Free Cancellation
Rating
8.4
8.7

Boarding

8.4

Comfort

9.0

Crew

8.0

Entertainment

7.8

Food

Reviews

Pros: Crew was funny and pleasant.

1 / 10

Which airlines flying from Chicago Midway to Boston Logan Intl have COVID-19 safety policies in place?

Many airlines have put safety measures in place to reduce the spread of COVID-19. One is Delta. Many airlines flying from Chicago Midway to Boston Logan Intl are offering enhanced cleaning of their aircraft. Additional policies include pre-flight testing for COVID-19-related symptoms and antibodies. Masks are also required and are provided to travelers. Some airlines are offering socially-distanced seating for a limited time. Policies will vary by airline so keep this in mind as you search for options.

Are airlines flying from Chicago Midway to Boston Logan Intl offering flexible cancellation due to COVID-19?

Due to the global impact of COVID-19, some of our airline partners operating flights from Chicago Midway to Boston Logan Intl, such as Delta, Southwest, and United Airlines may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.


Alternative routes for Chicago Midway Airport to Boston

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago O'Hare Intl Airport to Boston Flights
Fastest flight time
2h 09m
Cheapest price
$74
Chicago O'Hare Intl Airport to Worcester, Massachusetts Flights
Fastest flight time
8h 19m
Cheapest price
$15,226

Flights to Boston from:

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