ORD - BOS

Find cheap flights from Chicago O'Hare Airport to Boston from $49

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 10/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
Economy
0 bags
Sat 10/21
Sat 10/28
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How much is the cheapest flight from O'Hare Intl to Boston?

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Boston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
4:30 pm - 6:54 pmORD-BOS
2h 24mnonstop
3:05 am - 6:05 amBOS-ORD
3h 00mnonstop
$98JetBlue
Find Deal
Sat, Oct 28 - Tue, Oct 31
7:50 am - 6:59 pmORD-BOS
11h 09m1 stop
12:50 pm - 5:24 amBOS-ORD
16h 34m1 stop
$102Spirit Airlines
Find Deal
Tue, Oct 17 - Wed, Oct 18
6:24 am - 3:50 pmORD-BOS
9h 26m1 stop
12:55 pm - 3:56 pmBOS-ORD
3h 01mnonstop
$103Multiple Airlines
Find Deal
Sat, Oct 21 - Sat, Nov 4
2:10 am - 4:33 amORD-BOS
2h 23mnonstop
1:40 pm - 4:39 pmBOS-ORD
2h 59mnonstop
$105Delta
Find Deal
Wed, Oct 25 - Sat, Oct 28
6:24 am - 6:52 pmORD-BOS
12h 28m1 stop
3:05 am - 6:05 amBOS-ORD
3h 00mnonstop
$106Multiple Airlines
Find Deal
Sat, Oct 28 - Tue, Oct 31
4:33 pm - 6:59 pmORD-BOS
2h 26mnonstop
1:40 pm - 4:39 pmBOS-ORD
2h 59mnonstop
$155Delta
Find Deal
Mon, Oct 23 - Sat, Oct 28
3:10 am - 5:29 amORD-BOS
2h 19mnonstop
2:28 pm - 5:25 pmBOS-ORD
2h 57mnonstop
$188United Airlines
Find Deal
Sun, Oct 29 - Sat, Nov 4
1:00 am - 7:43 amORD-BOS
6h 43m1 stop
1:52 am - 4:40 amBOS-ORD
2h 48mnonstop
$193American Airlines
Find Deal
Mon, Nov 20 - Fri, Nov 24
3:37 am - 5:58 amORD-BOS
2h 21mnonstop
1:45 am - 6:28 amBOS-ORD
4h 43m1 stop
$218United Airlines
Find Deal
Sun, Oct 1 - Wed, Oct 4
1:00 am - 7:43 amORD-BOS
6h 43m1 stop
12:35 am - 6:07 amBOS-ORD
5h 32m1 stop
$230American Airlines
Find Deal
Mon, Nov 20 - Fri, Nov 24

Good to know

Low season

February

High season

July

Cheapest flight

$49
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Chicago O'Hare Airport to Boston

When to book flights from O'Hare Intl to Boston

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight from ORD to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $104 or less one-way and $168 or less round-trip.
  • The cheapest flight from Chicago O'Hare Airport to Boston was found 8 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be June, July and August. The cheapest month to fly is February.
  • Morning departure is around 15% cheaper than an evening flight, on average*.
  • If you are in Chicago O'Hare International Airport (ORD) and you lose items at the security lines or checkpoints, you can ask the security guards to help you locate them. If things get lost on the flight, contact your airline for assistance.
  • Passengers transiting throughinORD can stay connected while waiting for their flight. Every terminal has free Wi-Fi access. Changing stations are available in the seating areas to ensure your device's battery stays full.
  • If you want a place to pray and relax while waiting for your flight in ORD, there is a multi-faith chapel found at terminal 2 on the mezzanine level. Boston Logan International Airport (BOS) also has a place where you can pray. In the terminal C pre-security area, there is a chapel known as Our Lady of the Airways Chapel.
  • If you are traveling with your pet, ORD has six animal relief areas- four outdoor areas and two after airport security. ORD pet policy states that when traveling with a pet, they should be carried inside a crate or carrier at the airport.
  • If you want to travel from BOS to downtown Boston, you can take the MBTA into Boston. It is the most efficient and cost-effective way to reach the city from BOS. The air shuttle offers free shuttle services from the airport station to the rental car center, water taxi, and airline terminals.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking Chicago O'Hare Airport to Boston flights

  • If you arrive at ORD airport early, what activities can you do to pass the time?

    There is a yoga room with mats where passengers can practice yoga, relax, and meditate as they wait for their flights. It is located on the mezzanine level of terminal 3. For those interested in the arts, there is a public art program with sculptures and paintings where you can browse art pieces before flying.

  • If you have an early morning flight, where can you spend the night in ORD?

    You can spend your night at the Hilton Chicago O'Hare airport hotel found within the airport grounds. It is located near terminals 1, 2, and 3, and you can walk from the airport to the hotel. The hotel has a fitness center, showers, restaurant, and elegant rooms.

  • Which family services are offered at ORD airport?

    ORD has a family lounge near gate F1 in terminal 2. The lounge has space where kids can play and stroller parking for passengers traveling with infants. Nursing rooms are also available in every terminal. They provide a clean and safe space for nursing parents to pump and breastfeed their babies. The rooms have changing tables, comfortable seats, and soft lighting, making them comfortable for lactating parents. Most restrooms in the terminals have changing stations for young children.

  • Are there child-friendly restaurants in ORD?

    Many restaurants offer high chairs and a children's menu. Some restaurants in ORD provide a fantastic view of the airplanes landing and taking off. These restaurants include Berghoff Café and the Food Court seating area found at terminal 1 near Gate C. Other restaurants like Tuscany at gate B18 in Terminal 1 have a view of the airplanes on the ground.

  • How long does a flight from Chicago O'Hare Airport to Boston take?

    The duration of a nonstop flight to Boston from Chicago O'Hare Airport is typically 2h 13m. The journey crosses a distance of 864 miles.

  • How many flights are there between Chicago O'Hare Airport and Boston?

    There are 151 nonstop flights per day traveling from Chicago O'Hare Airport to Boston, for an average of 1,062 flights per week.

  • Which airlines provide the cheapest flights from Chicago O'Hare Airport to Boston?

    In the last 72 hours, the cheapest one-way ticket from Chicago O'Hare Airport to Boston found on KAYAK was with JetBlue for $49. JetBlue proposed a round-trip connection from $98 and Spirit Airlines from $102.

  • Do I need a passport to fly between Chicago O'Hare Airport and Boston?

    A passport is not required to fly from Chicago O'Hare Airport to Boston.

  • Which airlines fly most frequently between Chicago O'Hare Airport and Boston?

    In normal times, Air New Zealand flies from Chicago O'Hare Airport to Boston up to 21 times per day, United Airlines up to 20 times per day, and American Airlines up to 15 times per day. However, there are also other airlines serving flights from ORD to Boston.

  • What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Boston?

    If you are looking for a flight deal from Chicago O'Hare Airport to Boston, look for departures on Saturdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Boston, Saturday is the cheapest day to fly and Friday is the most expensive.

  • Which airports will I be using when flying from Chicago O'Hare Airport to Boston?

    On your way to Boston, you’ll fly out from ORD. You’ll be landing at BOS.

  • What’s the earliest departure time from Chicago O'Hare Airport to Boston?

    The earliest flight leaves Chicago O'Hare Airport at 6:10 am and lands in Boston at 9:33 am.

  • What’s the latest departure time from Chicago O'Hare Airport to Boston?

    The last flight leaves Chicago O'Hare Airport at 9:30 pm and lands in Boston at 12:57 am.

  • Which airlines fly nonstop between Chicago O'Hare Airport and Boston?

    All the following airlines operate direct flights between Chicago O'Hare Airport and Boston: American Airlines, Alaska Airlines, JetBlue, British Airways, Cathay Pacific, Delta, Emirates, Icelandair, Hawaiian Airlines, Iberia, Japan Airlines, Korean Air, KLM, EL AL, ANA, Air New Zealand, Qatar Airways, Royal Jordanian, Scandinavian Airlines, TAP AIR PORTUGAL, United Airlines, Virgin Atlantic, and WestJet.

  • Which airlines offer Wi-Fi service onboard planes from Chicago O'Hare Airport to Boston?

    American Airlines, JetBlue, and Alaska Airlines offer inflight Wi-Fi service on the Chicago O'Hare Airport to Boston flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Boston?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago O'Hare Airport to Boston flight route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to Boston?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Chicago O'Hare Airport and Boston, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago O'Hare Airport to Boston?

    There are nonstop flights from Chicago O'Hare Airport to Boston on a daily basis.

  • Which is the best airline for flights from Chicago to Boston, JetBlue or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Boston are JetBlue and Delta. With an average price for the route of $227 and an overall rating of 8.1, JetBlue is the most popular choice. Delta is also a great choice for the route, with an average price of $229 and an overall rating of 7.9.

  • Which airlines have a flexible cancellation policy for flights from Chicago O'Hare Intl to Boston Logan Intl due to COVID-19?

    Air New Zealand, United Airlines and American Airlines have all waived their change and cancellation fees on flights from Chicago O'Hare Intl to Boston Logan Intl. Confirm policies on booking site.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Boston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Boston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Boston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Boston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Boston with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and BOS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Boston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Boston from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top 5 airlines serving from O'Hare Intl to Boston

Scores according to KAYAK customer reviews
8.1
JetBlueOverall score based on 19464 reviews
78food
82overall
82comfort
79entertainment
83boarding
86crew
Airline reviews
Pros: "The available movies were pretty good."
Cons: "The crew member serving the food was way too slow."
Read more about JetBlue
Pros: "The available movies were pretty good."
Cons: "The crew member serving the food was way too slow."
Cons: "Flight was 3 1/2 hours delayed. In-flight entertainment system didn’t function. They didn’t perform a beverage/snack service. Very poor overall. Disappointing."
Cons: "Our flight was delayed 4 times. We then sat on the runway for an extra 45 minutes because someone’s tv did not work. We missed our set transportation which was already rescheduled 4 times and had to pay $150 Uber to get home"
Cons: "They had to reset entertainment sets 3 times before they started working. This happens regularly on the SFO to BOS jetblue flight."
Pros: "crew was friendly enough, provided the bare minimum of service"
Cons: "running water in the bathrooms hot coffee and tea"
Pros: "There was actual room for my legs."
Cons: "There could have been more legroom so that you could actually get out without almost sitting in someone else's lap. But it was easier than my last flight (on American Airlines). Having a meal available would have been nice on a flight of almost 6 hours."
Cons: "Left very late because of delayed inbound flight and need for deicing."
Pros: "Great crew and service"
Cons: "The delay was longgg but I know that couldn’t be avoided"
Pros: "Very smooth flight and all the staff were really nice."
Cons: "The cabin crew was a little lacking and the captain did not mentioned that we had landed almost a full hour later than scheduled."
Pros: "Nice plane, good service and pilots, great landing - no issues at all."
Cons: "Flight attendant in First class was visibly frustrated and unfriendly. He was not helping with my simple request for a blanket. Also, the were no food service in first class."
Pros: "individual TVs"
Cons: "it would be great if you could not use all those one-use plastic cups. waste is a real issue in the US and the solution is using re-usable items like washable cups. Unboarding was a nightmare and it started to get really hot waiting to get off."
Cons: "Flight was 1,5 hr delayed, which almost caused me to miss my connecting flight"
Pros: "Crew was nice and welcoming"
Cons: "Well, if our plane had been leaving on time it would've been superb."
Pros: "N/A"
Cons: "Chinese Eastern did not try to help and solve my problem."
Cons: "Wheelchair shortage on arrival, although I had one reserved. Waited for a while then walked. Not ideal. Very long wait for bus to rental car center."
Cons: "We thought we were flying AirFrance as our emails came from them and were surprised to learn after waiting in the AirFrance baggage drop queue for 30 mins that we were in the wrong place."
Cons: "Double booking and payment of flight. Dropped flight bookings. Not a good trip"
Pros: "The service was amazing , the staff was honestly friendly and nice"
Cons: "The Terminal in Chicago had no open amenities and overcrowded."
Cons: "Leave a seat empty in the middle could be good for social distancing"
Pros: "I was pleased there was entertainment for a short flight."
Cons: "My original flight was cancelled and I could only be booked onto one the following day, causing me to miss a good portion of my dear friend's wedding festivities. I am pretty bummed to have paid the amount for a Friday flight only to be able to arrive on Saturday."
Pros: "Really easy boarding and flight. Great in flight entertainment options."
Cons: "Flight was delayed by an hour. My bag did not get on the correct plane. It had to be delivered the following day."
Pros: "Flight attendants were friendly and thoughtful."
Cons: "Seating is too tight. Hard to believe that in 2019, major airlines still have seats without any electrical or UBS outlets for charging devices."
Pros: "Crew was great."
Cons: "Plane was about 1000 years old and I don’t think I’ve sat in a more uncomfortable seat."
Pros: "I received the survey for this flight before we even boarded lol. People’s online boarding passes had expired. Noted that it was “due to weather” weather is totally clear, haven’t seen a flake of snow, it’s just cold."
Cons: "I was apparently "flagged" by British Airways for extra security checks. As I understood it in London, I was randomly selected for this security check. This then apparently meant that I was to be flagged for all subsequent flights. This meant that in Chicago, after going through two other security checks that day (Zurich and London) and completing customs, I had to engage in a full Homeland security check. This involved removing protective covers from my laptop and phone that were hard to get off (not meant to be taken off regularly) and a full body search that I did not have to do in London. After many hours of traveling, this was very a frustrating experience."
Pros: "Gate agents were timely."
Cons: "There was not a wheelchair at the arrival as previously agreed with American. No food on board - just drinks. Boarding took forever."
Pros: "It was a fuller flight, but the airline staff did a great job either making sure there was compartment space or checking people's bags for free. Even with the fuller flight, the boarding process went by really quickly."
Cons: "Would have preferred to switch the pretzels out for maybe some salty crackers or chips"
Pros: "Monica the attendant at the gate was SUPER cheerful! She had a smile on her face and was funny too! She did a great job,"
Pros: "That we eventually got there"
Cons: "Flying a different airline. The crew is always great, but I’ve never been on a United flight that left on time. And their economy deals are terrible"
Pros: "Upgraded to First Class so it was great."
Cons: "No entertainment unless you download their app and use your personal device. Other airlines do this better."
Pros: "We landed safely"
Cons: "United continues to blame “ATC” for ridiculous operational delays that other airlines flying the same routes don’t seem to have"
Pros: "Friendly and helpful crew, seats were newer and a bit more comfortable than my other United flight."
Cons: "Everything else, delays on top of understandable weather delays, slow boarding, poor snack and drink options,"
Pros: "n/a"
Cons: "UA lost 4/4 ski bags through our connecting flight in chicago - which resulted in us having to stay at baggage claim until 1:30am EST. We needed our ski's to ski the day we landed - and had major headaches due to this issue."
Pros: "Excellent crew and snacks, we were on time, actually arrived early in Boston."
Cons: "The strong exhaust fumes while in the gate was really uncomfortable. It finally cleared once under way but 10 minutes of breathing it was not pleasant."
Pros: "Boarding went well and all agents and crew encountered were very nice"
Cons: "in flight entertainment through personal devices didn't work very well. Needed to use United wi-fi, and watch on United app. Great idea, but wi-fi kept cutting out."
Cons: "A 3-hour weather delay was discouraging because it happened incrementally over 7 or 8 different announcements--each time getting later. One or two would have been reasonable. The seats are tiny and there isn't really enough leg room even for me at just 5'5" tall."
Cons: "Terrible as always. Lost my carryon, which I had to pay to check. Checked in an hour before the flight departed. No reason why the bag didn't make the flight. Seats don't recline. Make you pay for a soft drink."
Pros: "Price"
Cons: "1 hour flight delay. Very tight seating. $3 for a glass of water"
Cons: "Flight was delayed twice because of staffing issues! Charged $114.00 for two checked bags!"
Cons: "they charged $52 for 1 baggage then $55 if overweight. That is a rip off. Never again."
Pros: "Everyone was so friendly and helpful"
Cons: "That I couldn't take all the friendly and helpful people home with me...to make them a proper meal"
Pros: "Bad airplanes no amenities and charges even for water. Do yourself a favor and spend the extra $0-$50 for a roundtrip fare because you always end up paying at least that much more the way they nickel and dime you."
Cons: "Bad airplanes no amenities and charges even for water. Do yourself a favor and spend the extra $0-$50 for a roundtrip fare because you always end up paying at least that much more the way they nickel and dime you."
Pros: "People were nice- not their fault they are screwing your clients over-"
Cons: "Okay, it took me nine hours to get out of Boston on spirit . Return flight, I had no trouble , but I was so scared of getting bad news again, I started shaking at check in, then crying, not my usual travel behavio. I did not and do not want to use your two free vouchers- but had zero choice in choosing to do that - if I refused to volunteer , I would not be helped by spirit to fly to Chicago at all that day. Some choice. So, basically I paid spirit 200$ to poke a stick in my eye, and because I "volunteered ", spirit has generously agreed to poke a stick in my eye, two more times!! for free!!!!- (door for flight already closed when I volunteered- seriously , volunteered??) I was refused a seat on a flight when I was a confirmed ticket holder- there was no volunteering, call it what you will. Fool me once, shame on you . Fool me twice , shame on me. Just booked Rt to Santo Domingo - with jet blue. Thanks for nothing , Spirit."
Pros: "Crew on flight was polite"
Cons: "5 hour delay because of weather. Not their fault but airport crew could have handled it better by letting us know earlier and giving us some drinks or snacks."
Pros: "Nothing"
Cons: "They didn't seat me and my husband next to each other. Take off and landing was rough. Everything cost extra. Bags snacks drinks. Only 1 bathroom. Crew was rude. Taxiing felt like whip lash."
Pros: "There was a delay, but the pilot made up some time."
Cons: "paying for a bag"

Book cheap flights from Chicago to Boston

Recent one-way flight deals

10/17Tue
nonstopJetBlue
2h 24mORD-BOS
$49
10/11Wed
1 stopSpirit Airlines
11h 09mORD-BOS
$51
10/14Sat
1 stopFrontier
11h 08mORD-BOS
$57
10/20Fri
1 stopFrontier
10h 23mORD-BOS
$67
12/11Mon
nonstopDelta
2h 23mORD-BOS
$74
11/24Fri
1 stopAmerican Airlines
5h 18mORD-BOS
$104
11/24Fri
nonstopAmerican Airlines
2h 19mORD-BOS
$119
10/20Fri
nonstopUnited Airlines
2h 27mORD-BOS
$120
9/29Fri
nonstopUnited Airlines
2h 27mORD-BOS
$122
10/11Wed
nonstopDelta
2h 23mORD-BOS
$149

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Last minute flights from O'Hare Intl to Boston

Last minute flight, train and bus deals

9/26Tue
multi-stopSpirit Airlines
17h 49mORD-BOS
9/27Wed
multi-stopSpirit Airlines
7h 38mBOS-ORD
$132
9/26Tue
multi-stopMultiple Airlines
15h 25mORD-BOS
10/10Tue
multi-stopMultiple Airlines
11h 48mBOS-ORD
$144
9/25Mon
nonstopJetBlue
2h 24mORD-BOS
9/27Wed
nonstopJetBlue
2h 59mBOS-ORD
$158
9/26Tue
nonstopJetBlue
2h 24mORD-BOS
9/30Sat
nonstopJetBlue
2h 59mBOS-ORD
$168
9/23Sat
nonstopAmerican Airlines
2h 18mORD-BOS
9/28Thu
nonstopAmerican Airlines
2h 54mBOS-ORD
$182
9/26Tue
nonstopAmerican Airlines
2h 27mORD-BOS
9/29Fri
multi-stopAmerican Airlines
5h 01mBOS-ORD
$188
9/23Sat
nonstopDelta
2h 29mORD-BOS
9/25Mon
nonstopDelta
2h 44mBOS-ORD
$196
9/23Sat
nonstopDelta
2h 29mORD-BOS
9/25Mon
nonstopDelta
2h 42mBOS-ORD
$216
9/24Sun
nonstopUnited Airlines
2h 25mORD-BOS
9/26Tue
nonstopUnited Airlines
2h 51mBOS-ORD
$249
9/22Fri
nonstopUnited Airlines
2h 27mORD-BOS
9/24Sun
nonstopUnited Airlines
2h 52mBOS-ORD
$258

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Chicago O'Hare Airport - Boston Flights

Departure:

Chicago O'Hare Airport (ORD)United States

Destination:

Boston (BOS)United States

Return flight deals:

Boston - Chicago O'Hare Airport

Cabin classes:

$323
$453
$328
$85

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