Cheap flights from ORD to BOS (O'Hare Intl. to Logan Intl.)

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Cheap Flights from ORD to BOS starting at $88 One Way, $141 Round Trip

Prices starting at $141 for return flights and $88 for one-way flights to Logan Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Oct 1 - Mon, Oct 5
ORD
Chicago
BOS
Boston
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
Select United flight, departing Thu, Oct 1 from Chicago to Boston, returning Mon, Oct 5, priced at $141 found 1 day ago
Mon, Oct 26 - Wed, Oct 28
ORD
Chicago
BOS
Boston
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Oct 26 from Chicago to Boston, returning Wed, Oct 28, priced at $141 found 1 day ago
Sat, Aug 8 - Mon, Aug 24
ORD
Chicago
BOS
Boston
$145 Roundtrip, found 5 days ago
$145
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Aug 8 from Chicago to Boston, returning Mon, Aug 24, priced at $145 found 5 days ago
Thu, Oct 1 - Mon, Oct 5
ORD
Chicago
BOS
Boston
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Select United flight, departing Thu, Oct 1 from Chicago to Boston, returning Mon, Oct 5, priced at $153 found 1 day ago
Thu, Oct 1 - Mon, Oct 5
ORD
Chicago
BOS
Boston
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select United flight, departing Thu, Oct 1 from Chicago to Boston, returning Mon, Oct 5, priced at $155 found 1 day ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
$245 nightly
The price is $285 total per night from Aug 10 to Aug 11
$285 total
Aug 10 - Aug 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
9/10 Wonderful! (3,840 reviews)
"Very convenient to the airport and easy to get to from the teain"

Reviewed on Jul 9, 2026

Hilton Boston Logan Airport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$219 nightly
The price is $254 total per night from Jul 26 to Jul 27
$254 total
Jul 26 - Jul 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (4,575 reviews)
"Excellent property!!"

Reviewed on Jul 12, 2026

Seaport Hotel Boston
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
$248 nightly
The price is $288 total per night from Jul 26 to Jul 27
$288 total
Jul 26 - Jul 27
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our ...
9.2/10 Wonderful! (1,965 reviews)
"It was all excellent, Except the shuttle that took an hour to pick us up despite numerous phone calls and promises!"

Reviewed on Jul 12, 2026

Hyatt Regency Boston Harbor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Boston

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$219 nightly
The price is $254 total per night from Jul 26 to Jul 27
$254 total
Jul 26 - Jul 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (4,575 reviews)
"Excellent property!!"

Reviewed on Jul 12, 2026

Seaport Hotel Boston
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
$156 nightly
The price is $181 total per night from Aug 9 to Aug 10
$181 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the restaurant ...
9/10 Wonderful! (2,444 reviews)
"Only improvement I would like to see if room service for late night. We got back to hotel after a concert and were too late for food via room service"

Reviewed on Jul 12, 2026

Hyatt Regency Boston/Cambridge
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$152 nightly
The price is $177 total per night from Aug 2 to Aug 3
$177 total
Aug 2 - Aug 3
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
9/10 Wonderful! (2,737 reviews)
"So this was my first foray into a shared bathroom, and it was actually super easy and not at all an issue. What was an issue was that when a hall shares a bathroom, doors are opening and closing all night, and the doors snapped shut very loudly. If you are a very light sleeper, I don't think this ..."

Reviewed on Jul 12, 2026

The Revolution Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Boston Hotels With Airport Transportation

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
85 American Legion Hwy Revere MA
$167 nightly
The price is $185 total per night from Aug 10 to Aug 11
$185 total
Aug 10 - Aug 11
Total with taxes and fees
Stay at this hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. ...
9/10 Wonderful! (2,338 reviews)
"Great place to stay near the airport. airport shuttle was very convenient and great breakfast perfect place for a family"

Reviewed on Jul 12, 2026

Comfort Inn & Suites Logan International Airport
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St Boston MA
$222 nightly
The price is $259 total per night from Aug 2 to Aug 3
$259 total
Aug 2 - Aug 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
8.8/10 Excellent! (2,483 reviews)
"The food was a bit disappointing and service took to long."

Reviewed on Jul 11, 2026

Embassy Suites Boston Logan Airport
Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport

3 out of 5
100 Boardman St Boston MA
$180 nightly
The price is $209 total per night from Aug 9 to Aug 10
$209 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
9.2/10 Wonderful! (2,290 reviews)
"Was the perfect overnight location close to the airport and cruise port. I wouldn’t hesitate to book here again"

Reviewed on Jul 12, 2026

Hilton Garden Inn Boston Logan Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Boston Hotels

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave Wakefield MA
$95 nightly
The price is $106 total per night from Jul 19 to Jul 20
$106 total
Jul 19 - Jul 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (2,402 reviews)
"Room was okay as far as cleanliness, fridge is super small, barely able to fit leftover food in there. Hotel itself was very outdated but seemed like they tried to make the lobby look inviting. Very busy with lots of people in and out at all hours of the day, gave me “hostel” vibes. They had a band ..."

Reviewed on Jul 12, 2026

Lakeside Inn
The Constitution Inn

The Constitution Inn

2.5 out of 5
150 3rd Ave Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and Boston Harbor ...
Get rates
The Constitution Inn
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
$184 nightly
The price is $214 total per night from Aug 9 to Aug 10
$214 total
Aug 9 - Aug 10
Total with taxes and fees
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,007 reviews)
"Very friendly staff they helped me through the check in process would stay again"

Reviewed on Jul 12, 2026

HI Boston - Hostel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Boston

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street Waltham MA
$120 nightly
The price is $134 total per night from Jul 19 to Jul 20
$134 total
Jul 19 - Jul 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, 2 restaurants, and a 24-hour fitness center. Our guests praise the breakfast and ...
8/10 Very Good! (2,938 reviews)
"Every thing went well we stayed for a local wedding with family we will utilize the hotel for the next family event in the area . Pool was great for the kids . Thanks"

Reviewed on Jul 12, 2026

Embassy Suites by Hilton Boston Waltham
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
$123 nightly
The price is $137 total per night from Aug 10 to Aug 11
$137 total
Aug 10 - Aug 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,948 reviews)
"Great value for the price. Breakfast is very low quality though."

Reviewed on Jul 12, 2026

Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
$144 nightly
The price is $161 total per night from Aug 2 to Aug 3
$161 total
Aug 2 - Aug 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,733 reviews)
"I was very disappointed with my stay at this Hyatt Place. I booked a room four months in advance for four adults, specifically reserving a room with two double beds and a pull-out sofa. When we arrived, we were given a room with one king bed and a pull-out sofa, which was not what we reserved. The ..."

Reviewed on Jul 10, 2026

Hyatt Place Boston/Medford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

ORD to BOS Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago
BOS Address & GPS
Address:
One Harborside Drive
Boston MA, 02128-2909
United States
IATA Code:
BOS
Longitude:
-71.020176
Latitude:
42.36646
Time Zone:
America/New_York

Frequently asked questions

Are there non-stop flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
You can fly directly from ORD to BOS. In fact, there are 4 airlines that advertise nonstop services between these locations. Score a few more rewards points with one of these top-rated carriers:

  • American Airlines
  • United Airlines
  • Delta Air Lines
  • JetBlue Airways

What is the shortest flight from ORD to Logan Intl. Airport (BOS)?
There's nothing better than a spontaneous getaway. And with the journey from Chicago to Boston being a seriously short 2 hours and 15 minutes, there's no reason not to take one.
How many hours flight from O'Hare Intl. Airport (ORD) to BOS?
Don't get too cozy in your seat — the general flight time from ORD to BOS is a leisurely 2 hours and 25 minutes.
What airlines have the most flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
Your adventure, your way. With a decent variety of airlines traveling between Chicago and Boston, you'll have your pick of superb deals. The top carriers operating on this route are:

  • JetBlue Airways - (B6) with 23 flights every month
  • Delta Air Lines - (DL) with 167 flights every month
  • United Airlines - (UA) with 199 flights every month
  • American Airlines - (AA) with 202 flights every month

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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