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

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Cheap Flights from ORD to BOS starting at $105 One Way, $209 Round Trip

Prices starting at $209 for return flights and $105 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.

Wed, Oct 14 - Wed, Oct 21
ORD
Chicago
BOS
Boston
$209 Roundtrip, found 2 hours ago
$209
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Oct 14 from Chicago to Boston, returning Wed, Oct 21, priced at $209 found 2 hours ago
Wed, Oct 14 - Wed, Oct 21
ORD
Chicago
BOS
Boston
$209 Roundtrip, found 18 hours ago
$209
Roundtrip
found 18 hours ago
Select United flight, departing Wed, Oct 14 from Chicago to Boston, returning Wed, Oct 21, priced at $209 found 18 hours ago
Wed, Oct 14 - Wed, Oct 28
ORD
Chicago
BOS
Boston
$209 Roundtrip, found 18 hours ago
$209
Roundtrip
found 18 hours ago
Select Delta flight, departing Wed, Oct 14 from Chicago to Boston, returning Wed, Oct 28, priced at $209 found 18 hours ago
Tue, Oct 13 - Tue, Oct 20
ORD
Chicago
BOS
Boston
$212 Roundtrip, found 17 hours ago
$212
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Oct 13 from Chicago to Boston, returning Tue, Oct 20, priced at $212 found 17 hours ago
Mon, Oct 5 - Mon, Oct 12
ORD
Chicago
BOS
Boston
$218 Roundtrip, found 5 days ago
$218
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Mon, Oct 5 from Chicago to Boston, returning Mon, Oct 12, priced at $218 found 5 days ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
$333 nightly
The price is $387 total per night from Oct 25 to Oct 26
$387 total
Oct 25 - Oct 26
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 ...
Hyatt Regency Boston Harbor
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$279 nightly
The price is $325 total per night from Oct 25 to Oct 26
$325 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,848 reviews)
"every aspect of the service was spot-on staff very friendly and accommodating, concierge very helpful and knowledgeable amenities were all very good, including food very clean, well maintained property"

Reviewed on Sep 26, 2026

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$293 nightly
The price is $341 total per night from Oct 25 to Oct 26
$341 total
Oct 25 - Oct 26
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 ...
Seaport Hotel Boston
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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$279 nightly
The price is $325 total per night from Oct 25 to Oct 26
$325 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,848 reviews)
"every aspect of the service was spot-on staff very friendly and accommodating, concierge very helpful and knowledgeable amenities were all very good, including food very clean, well maintained property"

Reviewed on Sep 26, 2026

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$293 nightly
The price is $341 total per night from Oct 25 to Oct 26
$341 total
Oct 25 - Oct 26
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 ...
Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$269 nightly
The price is $313 total per night from Sep 27 to Sep 28
$313 total
Sep 27 - Sep 28
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! (2,931 reviews)
"Shared bathrooms worried me but not a problem. Lots of available cubicles, spotlessly clean. Room was adequate."

Reviewed on Sep 26, 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
$262 nightly
The price is $292 total per night from Oct 26 to Oct 27
$292 total
Oct 26 - Oct 27
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! (2,413 reviews)
"Breakfast, quiet room, staff was very helpful."

Reviewed on Sep 26, 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
$321 nightly
The price is $374 total per night from Oct 25 to Oct 26
$374 total
Oct 25 - Oct 26
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! (2,630 reviews)
"Bedrooms are fine. Communal areas look a bit tired (we have stayed before). Really understaffed in the bar and restaurant."

Reviewed on Sep 26, 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
$238 nightly
The price is $277 total per night from Oct 25 to Oct 26
$277 total
Oct 25 - Oct 26
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 ...
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
$144 nightly
The price is $161 total per night from Sep 27 to Sep 28
$161 total
Sep 27 - Sep 28
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 ...
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
$253 nightly
The price is $295 total per night from Oct 18 to Oct 19
$295 total
Oct 18 - Oct 19
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 ...
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
$134 nightly
The price is $150 total per night from Oct 4 to Oct 5
$150 total
Oct 4 - Oct 5
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 ...
8.2/10 Very Good! (3,028 reviews)
"Hall carpets dirty, our fridge didn’t work on check in so had to wait until next day get replacement. Charged two dog fees for my two small dogs when thought it was one fee. Ask them to waive one of the fees but they would not. Place shows its age."

Reviewed on Sep 26, 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
$136 nightly
The price is $152 total per night from Oct 26 to Oct 27
$152 total
Oct 26 - Oct 27
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 ...
Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
$218 nightly
The price is $244 total per night from Oct 25 to Oct 26
$244 total
Oct 25 - Oct 26
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 ...
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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