Cheap Flights From Chicago, Illinois (BOS) To Boston, Massachusetts (MDW)

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Fares from Chicago, IL (MDW)
EXPIRED FARE to
Boston, MA (BOS)
Last published fare: $322 RT Flight from Chicago to Boston (MDW-BOS) AirTran
Expired: Friday, 13 April 2012 See Details >
Airline(s)
AirTran
Seats:
Seats are not available on all flights or all dates of travel. You may need to have flexible travel dates to find this fare. Fares for travel on holidays may be higher.
Adv. Purchase:
10 Days
Available:
7 days/week, if available
Travel Ending:
Saturday, 02 June 2012
More Details:
No min. stay, Fare can be bought one-way for half the lowest roundtrip price
Last Updated:
Friday, 13 April 2012
Our Notes:
Purchase by April 12, 2012, 11:59 pm Pacific Time. Fares may not be available for all days.
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There are no longer active fares from Chicago, IL (MDW) to Boston, MA (BOS) that meet our Dealhounds' standards. To find the best price available now, search below to compare our airline partners.
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Sample Flight Deals To Boston Area See all fares to Boston >
$84
Richmond, VA (RIC) - Boston, MA (BOS)
Non-Stop Flights, No min. stay, Fare can be bought one-way for half the lowest roundtrip price (JetBlue)
See Details >
$137
Baltimore, MD (BWI) - Boston, MA (BOS)
Non-Stop Flights, No min. stay, Fare can be bought one-way for half the lowest roundtrip price (JetBlue)
See Details >
$138
Baltimore, MD (BWI) - Boston, MA (BOS)
Non-Stop Flights, No min. stay, Fare can be bought one-way for half the lowest roundtrip price (Southwest)
See Details >
$142
Washington, D.C., DC (IAD) - Boston, MA (BOS)
Non-Stop Flights, No min. stay (United, JetBlue)
See Details >
$147
Raleigh, NC (RDU) - Boston, MA (BOS)
Non-Stop Flights, No min. stay (Delta, JetBlue)
See Details >

Reviews for Chicago to Boston (MDW-BOS)

based on 1 reviews
Flown this route before? Write a review
    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Southwest continues to offer excellent basic service on time and without hidden charges - all leavened with a bit of humor. Too bad they are no longer the price leader on some routes.

    by Dreedassoc on July 16, 2010

    Flight from Chicago to Boston

    Airline:
    Southwest
    RT/OW
    Round Trip
    Number of Stops:
    No stops
    Date of Flight:
    July 2010
    Seat Class:
    economy

    They continue to perform what an airline needs to do and have brought down prices wherever they fly. I don't always take them, but they are the first place I check.

Flown this route before? Write a review
Sample Fares found by other travelers within the past 72 hours
Price From/To Depart/Return Airline
$292 Flight from Midway to Boston (MDW-BOS) Thu, Jun 5 - Fri, Jun 6 Delta Air Lines
$302 Flight from Midway to Boston (MDW-BOS) Fri, Jun 6 - Mon, Jun 9 Delta Air Lines
$355 Flight from Midway to Boston (MDW-BOS) Tue, Jun 10 - Fri, Jun 13 Delta Air Lines
$405 Flight from Midway to Boston (MDW-BOS) Thu, Jun 5 - Mon, Jun 9 Delta Air Lines
$405 Flight from Midway to Boston (MDW-BOS) Fri, Jun 6 - Sat, Jun 7 Delta Air Lines
$415 Flight from Midway to Boston (MDW-BOS) Fri, Jun 6 - Sun, Jun 8 Delta Air Lines
$443 Flight from Midway to Boston (MDW-BOS) Wed, Jun 11 - Sat, Jun 14 Delta Air Lines
$468 Flight from Midway to Boston (MDW-BOS) Wed, Jun 11 - Fri, Jun 13 Delta Air Lines
$513 Flight from Midway to Boston (MDW-BOS) Wed, Jun 11 - Wed, Jun 25 Delta Air Lines
$518 Flight from Midway to Boston (MDW-BOS) Fri, Jun 6 - Tue, Jun 10 Delta Air Lines
There are approximately 26 flights covering the route from Midway Airport in Chicago to Logan International Airport in Boston, provided by as many as 2 airlines.

The following airlines sometimes offer nonstop cheap flights from Chicago to Boston:

Transwest Air

As an alternative to flying from Chicago, you may also want to try searching for cheap flights from Chicago (ORD).
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