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 7/17
Sat 7/24
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$117The best flight deal from Chicago Midway Airport to Boston found on momondo in the last 72 hours is $117
Fastest flight time4h 36mThe fastest flight from Chicago Midway Airport to Boston takes 4h 36m
Direct flightsNoneThere 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 Boston1 airportThere 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 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
Aug 11
MDW12:34 pmChicago Midway
5h 21m
1 stop
BOS5:55 pmBoston Logan Intl
Aug 18
BOS5:10 amBoston Logan Intl
4h 20m
1 stop
MDW9:30 amChicago Midway
Delta
Jul 20
MDW9:35 amChicago Midway
5h 46m
1 stop
BOS3:21 pmBoston Logan Intl
Jul 27
BOS1:35 amBoston Logan Intl
4h 10m
1 stop
MDW5:45 amChicago Midway
Delta
Jul 20
MDW9:35 amChicago Midway
5h 46m
1 stop
BOS3:21 pmBoston Logan Intl
Jul 28
BOS1:35 amBoston Logan Intl
4h 10m
1 stop
MDW5:45 amChicago 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 and Allegiant Air
Delta
Jul 21
MDW1:15 pmChicago Midway
4h 36m
1 stop
BOS5:51 pmBoston Logan Intl
Delta
Jul 20
MDW9:35 amChicago Midway
5h 46m
1 stop
BOS3:21 pmBoston Logan Intl
Delta
Jul 20
MDW9:35 amChicago Midway
5h 46m
1 stop
BOS3:21 pmBoston 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
6.8
7.2

Boarding

6.6

Comfort

7.5

Crew

6.6

Entertainment

6.1

Food

Reviews

Cons: Sarasota ticketing agent was not very nice at all 😟 Houston Gate agent was not nice either. We were treated like we were stupid for asking questions. I hope it’s not racism issues. I wished I had taken their names.

1 / 10
Delta
PriceFrom $160
Free Cancellation
Rating
8.1
8.3

Boarding

8.4

Comfort

8.3

Crew

7.9

Entertainment

8.1

Food

Reviews

Cons: Wouldn't let us on the flight when there was plenty of time to get there. Manager was arrogant and slow - didn't care. Poor policies at that airport.

1 / 10
Southwest
PriceFrom $189
Free Cancellation
Rating
8.4
8.6

Boarding

8.5

Comfort

8.8

Crew

7.6

Entertainment

7.8

Food

Reviews

Pros: The plane was new and the seats were nice.

1 / 10

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.


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