ORD - BOS

$94 Find Cheap Flights from Chicago O'Hare Airport to Boston - Compare and Save

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Everything you should know

Cheapest round-trip
$176
Typical prices: $188-$340
Frontier
Sat 8/29Tue 9/1
ORD - BOS • 1 stop
Cheapest non-stop
$201
Typical prices: $181-$323
JetBlue
Mon 9/28Mon 10/5
ORD - BOS • Non-stop
Nonstop flights
You can fly direct with American Airlines, Delta and others. Average duration is 2h 36m
Direct flights
Direct flights
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Direct flights
Direct flights
+1
Avoid delays
Most punctual • 80% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 29% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 19% price drop
Most popular
Good to know
Good to know
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Good to know
Good to know
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We hope you love your trip to Boston!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from O'Hare Intl to Boston (ORD-BOS)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Boston

Sat, Aug 29 - Tue, Sep 1
Frontier Logo
5:59 pm - 9:09 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
14h 10m1 stop Orlando
Frontier Logo
12:45 pm - 8:08 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
8h 23m1 stop Atlanta Hartsfield-Jackson
$176Frontier
Wed, Sep 2 - Sat, Sep 5
Frontier Logo
7:44 pm - 9:09 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
12h 25m1 stop Orlando
Frontier Logo
12:45 pm - 8:08 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
8h 23m1 stop Atlanta Hartsfield-Jackson
$176Frontier
Fri, Oct 2 - Wed, Oct 7
JetBlue Logo
6:30 am - 2:40 pmORD  Chicago O'Hare Intl-BOS Boston Logan Intl
7h 10m1 stop New York John F Kennedy Intl
JetBlue Logo
6:55 am - 8:46 amBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
2h 51mnonstop
$195JetBlue
Fri, Oct 2 - Wed, Oct 7
JetBlue Logo
6:30 am - 2:40 pmORD  Chicago O'Hare Intl-BOS Boston Logan Intl
7h 10m1 stop New York John F Kennedy Intl
JetBlue Logo
6:55 am - 11:47 amBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
5h 52m1 stop New York John F Kennedy Intl
$197JetBlue
Tue, Dec 29 - Sat, Jan 2
United Airlines Logo
9:49 pm - 1:18 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 29mnonstop
United Airlines Logo
5:45 am - 7:51 amBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
3h 06mnonstop
$255United Airlines
Wed, Oct 28 - Sun, Nov 1
United Airlines Logo
3:44 pm - 7:14 pmORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 30mnonstop
United Airlines Logo
7:31 am - 9:34 amBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
3h 03mnonstop
$255United Airlines
Sat, Aug 29 - Sat, Sep 12
American Airlines Logo
6:05 am - 9:37 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 32mnonstop
American Airlines Logo
10:30 am - 12:32 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
3h 02mnonstop
$255American Airlines
Sun, Oct 11 - Wed, Oct 14
American Airlines Logo
7:00 am - 10:33 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 33mnonstop
American Airlines Logo
1:33 pm - 3:37 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
3h 04mnonstop
$255American Airlines
Thu, Sep 10 - Sat, Sep 12
Delta Logo
7:35 am - 11:08 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 33mnonstop
Delta Logo
1:35 pm - 3:26 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
2h 51mnonstop
$255Delta
Wed, Sep 9 - Thu, Sep 17
Delta Logo
7:35 am - 11:08 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 33mnonstop
Delta Logo
4:30 pm - 6:28 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
2h 58mnonstop
$255Delta
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Boston flights

Get data-powered insights and trends into flights from O'Hare Intl to Boston to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Boston?

Flight prices are below average for this route right now.

Flights to Boston from Chicago O'Hare Intl Airport usually cost between $204 and $372 in August.
The lowest price found in the past 5 days was $176 on Frontier (Aug 29-Sep 1).

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

Your flight ticket price will generally be cheaper if you fly to Boston on a Saturday and more expensive on a Monday. On your return trip to Chicago O'Hare Airport, you should consider flying back on a Friday, and avoid Sundays for better deals.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Boston?

The cheapest month for flights from Chicago O'Hare Intl Airport to Boston is January, where tickets cost $205 (return) on average. On the other hand, the most expensive months are June and August, where the average cost of round-trip tickets is $290 and $283 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Boston?

To get a below average price on the flight from Chicago O'Hare Intl Airport to Boston, you should book around 3 weeks before departure, which saves you about 29% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Expert advice

Expert advice for your flight from O'Hare Intl to Boston

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Delta and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines and JetBlue

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on BOS

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Good to know

Low season

January

Cheapest flight

$94
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Chicago O'Hare Airport to Boston

When to book flights from O'Hare Intl to Boston

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

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.

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Boston?

    In the last 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Boston was $94 for a one-way ticket and $175 for a round-trip.

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

    All the following airlines offer inflight Wi-Fi service on the Chicago O'Hare Airport to Boston flight route: American Airlines, JetBlue, Delta, Finnair, Iberia, and British Airways.

  • 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?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Chicago O'Hare Airport and Boston, with SkyTeam 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, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Boston are Delta and United Airlines. With an average price for the route of $252 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $288 and an overall rating of 7.4.

  • 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.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $157 or less one-way and $245 or less round-trip.
  • 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.

Prefer to fly direct from Chicago O'Hare Airport to Boston?

 
Find which airlines fly direct from Chicago O'Hare Intl Airport to Boston Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Boston Logan Intl

Monday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Tuesday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Wednesday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Thursday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Friday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Saturday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Sunday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

See more direct flights

Direct returns

Boston Logan Intl to Chicago O'Hare Intl

Monday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Tuesday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Wednesday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Thursday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Friday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Saturday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

Sunday

American Airlines,Delta,JetBlue, +1 more

American Airlines,Delta, +2 more

See more direct flights

Everything you need to know for your flight from O'Hare Intl to Boston

Information on your arrival and departure airports