CHEAPEST ROUTE FROM Chicago TO Boston
Chicago O'Hare Intl Airport (ORD) to Boston (BOS)
Typically, flights to Boston from Chicago are cheaper when flying from Chicago O'Hare Intl to Boston Logan Intl, which has an average price of $137
|CHEAPEST MONTH TO FLY TO BOSTON FROM CHICAGO O'HARE INTL AIRPORT||July||53% cheaper||Flying from Chicago O'Hare Intl Airport to Boston costs on average just $65 in July|
|MOST EXPENSIVE MONTH TO FLY TO BOSTON FROM CHICAGO O'HARE INTL AIRPORT||December||43% more expensive||It costs about $196 for flights to Boston from Chicago O'Hare Intl Airport in December|
|MOST POPULAR MONTH TO FLY TO BOSTON FROM CHICAGO O'HARE INTL AIRPORT||October||287% more users visited||More momondo users searched in flights to Boston from Chicago O'Hare Intl Airport in October than any other month|
Whether you’re interested in food, sports, history, art, or architecture, Boston caters to a wide range of travelers and offers plenty to see and do. The Greater Boston area, which is home to world-renowned institutes such as Harvard and MIT, also attracts a sizeable student population that lends Boston a young and energetic vibe. To decide when to visit the city, you may want to look at not just the weather, but also the college terms and break schedules which may contribute to large crowds while visiting popular attractions.
From summer through fall, Boston hosts numerous festivals and events including Boston Pride, the Boston Film Festival, Boston Harborfest, and several other culinary and sports events. With average temperatures around 70 – 75 degrees Fahrenheit, June – October is a good time to visit Boston. Do note that in August – September the city sees a huge influx of student communities and their parents, who arrive just before the start of the new academic year. From November – February, the city is often covered in snow. If you don’t mind average temperatures of 40 – 50 degrees Fahrenheit, then visit Boston during this time and take advantage of the cheap hotel rates. You can also plan your visit around events such as the St. Patrick’s Day Parade or the Boston Marathon in March – April.
Users booking trips to Boston from Provincetown found flights 93% cheaper than the average price of flights to Boston. To find the cheapest price to Boston from your area, use momondo’s Airport-to-Airport Pricing Tool.
In general, April is the cheapest month to fly from United States to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $137. If you aren’t able to travel during the month of April, then book flights to Boston from United States during May instead. Flights to Boston in May, while not as cheap as those in April, still average around $137.
You are more likely to see cheaper flights to Boston from United States when booking 33 days ahead of your departure date. In general, you can expect to find flights to Boston for around $156 when searching 33 days out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from United States for as low as $55 on momondo.
The cheapest day to depart from United States to Boston is on a Friday when prices can be found for as low as $169. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $197.
According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from United States to Boston in the evening for as low as $170. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $188 per ticket.
Hikers looking for a more family-friendly day in the great outdoors would be best suited to plan their flight to Boston for May, June, and September, when they can visit Boston Common and enjoy all that the park has to offer.
momondo users looking to go skiing in Boston find that February or January is more than likely the best time to hit the slopes. The lower temperatures in the area mixed with a higher chance of snow make mountains like Wachusett Mountain the perfect place for a vacation. If you are planning a ski trip to multiple mountains, Ski Butternut is a recommended attraction in the Boston area.
Finding an alternative and possibly cheaper destination airport near Boston is possible. If you are planning a flight to Boston, consider booking flights to Norwood Memorial Airport (13 mi from Boston city center), Bedford Hanscom Field Airport (14 mi from Boston city center), Beverly Airport (17 mi from Boston city center), Manchester Airport (44 mi from Boston city center) or Providence Providence-TFGreen Airport (48 mi from Boston city center).
With an average price of $493 per person, Manchester Airport is the cheapest airport to fly into when planning your trip to Boston. This price can fluctuate based on where you are flying from. momondo’s Airport-to-Airport Pricing Tool can help users find the best prices.
The United States has restricted the entry of all foreign nationals who have passed through or have been in China, Iran, Most European Countries (Austria, Belgium, Czech Republic, Denmark, Estonia, Finland, France, Germany, Greece, Hungary, Iceland, Italy, Latvia, Liechtenstein, Lithuania, Luxembourg, Malta, Netherlands, Norway, Poland, Portugal, Slovakia, Slovenia, Spain, Sweden, Switzerland, Monaco, San Marino, Vatican City), the UK, Ireland, Brazil and South Africa in the past 14 days. With the exception of certain travelers which includes certain family members of US citizens or permanent residents including; spouses, children (under the age of 21), parents (provided that his/her US citizen or permanent resident child is unmarried and under the age of 21), and siblings (provided that both the sibling and the US citizen or permanent resident are unmarried and under the age of 21); There is also an exception for travelers with the following visas: A-1, A-2, C-1, C-1/D, C-2, C-3, CR-1, CR-2, D, E-1 (as an employee of TECRO or TECO or the employee's immediate family members), G-1, G-2, G-3, G-4, IR-1, IR-4, IH-4, NATO-1 through NATO-4, or NATO-6 visa; Members of the US Armed Forces, spouses, and children of members of the US Armed Forces; Travelers with invitation of the USA government for a purpose related to the containment/mitigation of the Coronavirus (COVID-19); Travelers with documents issued by the US Department of Homeland Security, US Customs and Border Protection, or US Department of State indicating that the traveler is exempt from the restriction; B1 crew crewmembers that are engaged in lightering, Outer Continental Shelf (OCS) activity, wind farm activity, private air/sea crew and other similar crewmember activities; Students with an F-1 or M-1 visa and their F-2 and M-2 dependents, if they arrive from or have been in Ireland, the UK or Schengen Area in the past 14 days.Entry requirements
All travelers, 2 years of age or older (including US citizens and transit passenger) must present a negative COVID-19 viral or antigen test result issued 72 hours prior to departure or have a proof of recovery from the virus within the last 90 days prior to boarding the plane. Travelers must complete a disclosure and attestation form before departure. Exemptions or waiver to the testing requirements may be granted by the CDC on an extremely limited basis when emergency travel (like an emergency medical evacuation) must occur to preserve someone’s life, health against a serious danger, or physical safety and testing cannot be completed before travel. US citizens and permanent residents arriving from the UK must present a medical certificate with a negative COVID-19 PCR or antigen test result issued within 72 hours prior to departure. Travelers arriving in New York State must complete the Traveler Health Form. Travelers arriving in Massachusetts must complete the Massachusetts Health Form.Quarantine requirements
Travelers are advised to get tested 3-5 days after travel and stay home and self-quarantine for 7 days after travel. Even if they test negative, they must still stay home and self-quarantine for the full 7 days. If the test is positive, isolate to protect others from getting infected. Travelers who did not get tested, are advised to stay home and self-quarantine for 10 days after travel.All other info
Travelers are subject to COVID-19 measures set by the state/territory of their final destination. For more information go to CDC website.
There is a wide choice of non-stop domestic flights from various U.S. destinations to Boston. You can choose from American Airlines, jetBlue, Cape Air, Delta Air Lines, United Airlines, Alaska Airlines, Sun Country Airlines, Virgin America, Penair, Southwest Airlines, Spirit Airlines, and Tradewind Aviation.
Boston Logan International Airport, located in the East Boston neighborhood, is approximately 4 miles from Downtown Boston. There are several ways to get from the airport to the downtown area.
The Logan Express bus service is a convenient way to travel between the airport and Downtown Boston. The non-stop service drops off passengers at 2 Back Bay locations, Copley Square on St. James Avenue and the Hynes Convention Center. Buses leave from the airport every 20 minutes, and the one-way fare is $7.50 USD. Travel time is approximately 20 minutes.
Buses and subway
The Massachusetts Bay Transportation Authority (MBTA) operates the Silver Line Bus Rapid Transit service to and from Downtown Boston. The Silver Line Route SL1 is the best way to reach South Station Rail and Bus Terminal, for further connections via commuter rail, Amtrak, local buses, and the subway. The SL1 service is free, and includes a free transfer to the Red Line. However, be aware that there is no room to store luggage on these buses.
MBTA run Blue Line Subway is another option to travel from the airport to State Street station in Downtown Boston. You’ll need to use the Massport operated free shuttle bus #22, #33, or #55 for transfers from the airport terminals to the MBTA Blue Line Airport Station. This ride takes approximately 8 – 10 minutes, while the ride from the Airport station to State Street station takes 5 minutes. The fare for the subways is $2.75 USD.
Shuttles, limousines and sedans
There are several private companies that operate from the airport and offer limousines or sedans for door-to-door drop off, or shuttle services to the neighboring counties.
Taxis are available at the curbside on the Arrivals Level of each terminal. Typical fares range from $18.00 USD – $28.00 USD depending on traffic. There is an $8.00 USD surcharge for rides originating from the airport. The ride to Downtown Boston takes 13 – 15 minutes.
MBTA operates Harbor Express water shuttles from the airport to Long Wharf in Downtown Boston. The ‘CharlieTicket’ costs $18.50 USD and the journey is 12 minutes. Use the Massport operated shuttle bus #66 for a free transfer from any airport terminal to the Logan Water Transportation Dock. The shuttle ride takes 5 minutes. There are a couple of private companies that offer water taxi services from the airport to Boston’s waterfront, including Rowes Wharf, Boston Inner Harbor, and Long Wharf. Based on the service provider you choose, one-way fares range from $12.00 USD – $20.00 USD per person, including luggage storage charges.
All rental car companies operate out of a consolidated Rental Car Center (RCC). You can also check online for deals on car rentals with momondo.
Boston’s downtown area is not just compact and walkable, but also quite scenic, especially along the waterfront. Many of the popular attractions are within a short distance of each other. To cover further distances, you can rely on the city’s excellent public transport network.
Boston’s public transport is run by MBTA, which operates a large and efficient network of buses, subways (called ‘T’), and water taxis. A single ride fare is $2.75 USD for subway rides and $2.00 USD for local buses. A day pass costing $12.00 USD allows unlimited travel on subways, buses, commuter rail in Zone 1A, and the Charlestown Ferry. Water Taxi fares range from $3.50 USD – $18.50 USD based on the route.
Taxis are widely available and can be flagged down in the street. Ride-share options such as Uber and Lyft are also easily available throughout Boston.
Boston’s bike-sharing program, Hubway, offers access to over 100 bike stations across the city. For a 24-hour pass that costs $8.00 USD you can enjoy unlimited 30-minute rides.
Boston’s beautiful blend of modern and traditional reflects in several aspects. Charming and historic mansions sit alongside glossy skyscrapers, tiny boutiques compete with massive shopping malls, and the vibrant and lively Theatre district offers a stark contrast from the chic and sophisticated Back Bay neighborhood.Here are a few suggestions on what to see and do when you visit Boston.
Invest in a Go Boston Card
The Go Boston Card offers an all-inclusive pass for 1, 2, 3, 5, or 7 days, which is worth considering when visiting Boston. The pass gives you significant savings on over 40 sights and attractions, and the price ranges from $57.00 USD for a 1-day pass, to $175.00 USD for a 7-day pass.
If possible, avoid driving within the city. The streets are narrow, traffic jams are common, and parking is both scarce and expensive. Instead, rely on the excellent MBTA operated public transport network, or your own 2 feet.