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

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Fares from Boston, MA (BOS)
$147 RT to
Chicago, IL (ORD)
Sorry this deal is over or has been sold out! But here’s another great Airfarewatchdog verified fare for this route!
$147 RT Boston to Chicago, IL
Airline(s)
Spirit Airlines
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.
Available:
Mon-Sat
Travel Starting:
Thursday, 16 April 2015
Travel Ending:
Wednesday, 30 September 2015
More Details:
Spring/Summer travel; Nonstop flights, No min. stay, No peak summer travel at this price
Last Updated:
Thursday, 30 October 2014
Our Notes:
Fare found on Spirit.com. $73.09 each way on select dates. Lower fares may be available for Spirit's $9 fare club members. This fare only includes one small "personal item" carry-on that does not exceed 16x14x12 inches and will fit underneath your seat. Larger carry-on or checked baggage require an additional charge. To get this fare, you must also accept a Spirit assigned seat at check-in and print your boarding pass at home or at an airport kiosk. Choosing a specific seat or using a human airport agent requires additional charges. This fare includes Spirit.com's passenger usage fee and "unintended consequences of D.O.T. regulations fee." These fees range between $18-$40 and can be avoided by booking at an airport counter.
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All mandatory taxes/fees are included in the price. Tax-inclusive fare may be a few dollars higher or lower depending on the airport you connect through, if any. Baggage fees, if applicable, and other optional fees are not included.

Our Dealhounds found this airfare using flexible date search. This means we searched a range of dates to find you the best price.

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More Flights From Boston To Chicago (BOS-ORD)

Price
Details
$161 RT Non-Stop Flights. No min. stay. No peak holiday travel at this price (United, American, JetBlue) See all details »
  • Airline(s):
    United, American, JetBlue
  • Seats are:
    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.
  • Advance Purchase:
    21 Days
  • Travel ending:
    Saturday, April 4, 2015
  • More Details:
    Non-Stop Flights, No Min. Stay, No Peak Holiday Travel At This Price
  • Last Updated:
    Thursday, October 30, 2014
  • Our Notes:
    Slightly higher price for travel through June 17 on JetBlue. We found seats for departure Jan. 13 and return Jan. 20. There are other dates available as ...morewell. CheapAir.com will include a booking fee of $9.95.
$161 RT Lowest fare found for travel within the next 30 days. (United, American) See all details »
  • Airline(s):
    United, American
  • Seats are:
    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.
  • Advance Purchase:
    21 Days
  • Available for travel:
    Wed & Sat
  • Travel starting:
    Wednesday, 19 November 2014
  • More Details:
    Lowest Fare Found For Travel Within The Next 30 Days.
  • Last Updated:
    Thursday, October 30, 2014

Reviews for Boston to Chicago (BOS-ORD)

based on 5 reviews
Flown this route before? Write a review
    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Very good

    by colonial on October 21, 2010

    Flight from Boston to Chicago

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

    The flights took off on time and were very smooth and landed early. It was a no hassle good trip.Very pleasant experience.

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    What one expects

    by smilinal on September 3, 2010

    Flight from Boston to Chicago

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

    I had nice flights both ways - both were on time taking off and landing, both comfortable, considerate staff, with no bumps!

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    I'm crazy for BLUE

    by taralj on July 10, 2010

    Flight from Boston to Chicago

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

    The flight from Boston to Chicago was nothing but great. The flight attendants were pleasant and always there to help. On my way back to Boston I wasn't crazy about the check in lady when trying to retrieve my tickets. Other than her it was fine.

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Love the 2 check-in bags but don't like the checkin

    by raj12 on April 16, 2010

    Flight from Boston to Chicago

    Airline:
    Southwest
    Number of Stops:
    No stops
    Date of Flight:
    April 2010
    Seat Class:
    economy

    I got a great deal on Southwest for the fare and like the 2 checkin bags. I don't like the extra money on the priority check in...

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Love the DirectTV and the Free bag

    by raj12 on April 14, 2010

    Flight from Boston to Chicago

    Airline:
    JetBlue
    Number of Stops:
    No stops
    Date of Flight:
    March 2010
    Seat Class:
    economy

    Loved the great seat (thanks to SeatGuru.com) and DirectTV for the flight. I was traveling with a heavy bag that I could check-in for free and not pay for it. The flight arrived early and all in all Loved the flight!

Flown this route before? Write a review
Sample Fares found by other travelers within the past 72 hours
Price From/To Depart/Return Airline
$253 Flight from Boston to O'Hare (BOS-ORD) Thu, Jun 5 - Wed, Jun 18 Spirit Airlines
$268 Flight from Boston to O'Hare (BOS-ORD) Thu, Jun 5 - Thu, Jun 12 Spirit Airlines
$282 Flight from Boston to O'Hare (BOS-ORD) Thu, Jun 5 - Tue, Jun 17 Delta Air Lines
$292 Flight from Boston to O'Hare (BOS-ORD) Thu, Jun 5 - Fri, Jun 6 Delta Air Lines
$292 Flight from Boston to O'Hare (BOS-ORD) Thu, Jun 5 - Mon, Jun 9 Delta Air Lines
$307 Flight from Boston to O'Hare (BOS-ORD) Thu, Jun 5 - Mon, Jun 16 Delta Air Lines
$348 Flight from Boston to O'Hare (BOS-ORD) Thu, Jun 5 - Fri, Jun 6 Spirit Airlines
$348 Flight from Boston to O'Hare (BOS-ORD) Thu, Jun 5 - Sat, Jun 7 Spirit Airlines
$348 Flight from Boston to O'Hare (BOS-ORD) Thu, Jun 5 - Tue, Jun 10 Spirit Airlines
$379 Flight from Boston to O'Hare (BOS-ORD) Thu, Jun 5 - Sun, Jun 8 Delta Air Lines
There are approximately 872 flights covering the route from Logan International Airport in Boston to O'Hare International Airport in Chicago, provided by as many as 9 airlines.

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

Transwest Air

As an alternative to flying from Boston, you may also want to try searching for cheap flights from Worcester (ORH).
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