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

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Cheap Flights from BOS to ORD starting at $109 One Way, $217 Round Trip

Prices starting at $217 for return flights and $109 for one-way flights to O'Hare 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.

Sat, Oct 3 - Wed, Oct 7
BOS
Boston
ORD
Chicago
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select Delta flight, departing Sat, Oct 3 from Boston to Chicago, returning Wed, Oct 7, priced at $217 found 1 hour ago
Sat, Oct 3 - Wed, Oct 7
BOS
Boston
ORD
Chicago
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Oct 3 from Boston to Chicago, returning Wed, Oct 7, priced at $217 found 1 hour ago
Sat, Oct 3 - Wed, Oct 7
BOS
Boston
ORD
Chicago
$218 Roundtrip, found 1 hour ago
$218
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Sat, Oct 3 from Boston to Chicago, returning Wed, Oct 7, priced at $218 found 1 hour ago
Wed, Oct 21 - Thu, Oct 22
BOS
Boston
ORD
Chicago
$219 Roundtrip, found 5 days ago
$219
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Oct 21 from Boston to Chicago, returning Thu, Oct 22, priced at $219 found 5 days ago
Tue, Sep 22 - Tue, Sep 29
BOS
Boston
ORD
Chicago
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 22 from Boston to Chicago, returning Tue, Sep 29, priced at $220 found 1 day ago

Hotel Ideas near O'Hare Intl.

Airport Hotels near O'Hare Intl.

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$229 nightly
The price is $269 total per night from Aug 22 to Aug 23
$269 total
Aug 22 - Aug 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$199 nightly
The price is $227 total per night from Aug 6 to Aug 7
$227 total
Aug 6 - Aug 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd Rosemont IL
$113 nightly
The price is $129 total per night from Aug 24 to Aug 25
$129 total
Aug 24 - Aug 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
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 Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$174 nightly
The price is $207 total per night from Aug 16 to Aug 17
$207 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,347 reviews)
"The hotel was really nice and it is in an amazing location. Our room was clean and nice but the windows are so thin that we genuinely thought they were open. And it seems to be very common to drive around Chicago at night blasting your music so that kept us up. We actually checked to see if the windows ..."

Reviewed on Jul 29, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$170 nightly
The price is $202 total per night from Aug 9 to Aug 10
$202 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,856 reviews)
"La opción del desayuno sería perfecto si fuera a las 11 y no a las 10, ya que a las 10 ya no pueden servirte desayuno. Sería mejor a las 11"

Reviewed on Jul 29, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$199 nightly
The price is $227 total per night from Aug 6 to Aug 7
$227 total
Aug 6 - Aug 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Hyatt Regency O'Hare Chicago
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.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$65 nightly
The price is $73 total per night from Aug 18 to Aug 19
$73 total
Aug 18 - Aug 19
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,985 reviews)
"This hotel had ZERO amenities.Nothing in the room AT ALL except cups and bar soap. They didn’t have the basic shampoo or conditioner bottles. The coffee in the lobby tasted worse than filtering dirt. And not even a basic semi-continental b-fast. One single ice machine and water dispenser on the first ..."

Reviewed on Jul 28, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$104 nightly
The price is $115 total per night from Aug 24 to Aug 25
$115 total
Aug 24 - Aug 25
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$93 nightly
The price is $107 total per night from Aug 23 to Aug 24
$107 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
7.8/10 Good! (3,116 reviews)
"Less than half the price of many other hotels in the area, the staff was great, the room was clean and we got a good night's sleep. Candidly, the building has a lot of wear & tear, but for the price it's a safe place to get a good night's sleep, a pizza in the restaraunt for dinner, some breakfast, ..."

Reviewed on Jul 29, 2026

Comfort Suites Chicago O'Hare 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 Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$139 nightly
The price is $166 total per night from Aug 24 to Aug 25
$166 total
Aug 24 - Aug 25
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$155 nightly
The price is $184 total per night from Aug 9 to Aug 10
$184 total
Aug 9 - Aug 10
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.6/10 Good! (2,694 reviews)
"Decent property, enjoyed our stay"

Reviewed on Jul 29, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$65 nightly
The price is $73 total per night from Aug 18 to Aug 19
$73 total
Aug 18 - Aug 19
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,985 reviews)
"This hotel had ZERO amenities.Nothing in the room AT ALL except cups and bar soap. They didn’t have the basic shampoo or conditioner bottles. The coffee in the lobby tasted worse than filtering dirt. And not even a basic semi-continental b-fast. One single ice machine and water dispenser on the first ..."

Reviewed on Jul 28, 2026

Motel 6 Elk Grove Village, IL - O'Hare
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 Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$249 nightly
The price is $297 total per night from Aug 9 to Aug 10
$297 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,557 reviews)
"Nice place; helped on finding a missing bag on a taxi. Well done."

Reviewed on Jul 28, 2026

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$186 nightly
The price is $221 total per night from Aug 9 to Aug 10
$221 total
Aug 9 - Aug 10
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
Embassy Suites by Hilton Chicago Downtown River North
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
$280 nightly
The price is $333 total per night from Aug 23 to Aug 24
$333 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (3,511 reviews)
"Clean room , helpful staff, very good location."

Reviewed on Jul 29, 2026

Hyatt Regency Chicago
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.

BOS to ORD Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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
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

Frequently asked questions

Are there non-stop flights from Logan Intl. Airport (BOS) to ORD?
There are 4 airlines that advertise nonstop services from Logan Intl. Airport (BOS) to ORD, so you don't need to freak out about baggage transfers or transit delays on this part of your journey. These are some of the carriers that come highly recommended by other travelers:

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

What is the shortest flight from Logan Intl. Airport (BOS) to O'Hare Airport?
Leave that epic movie for the hotel room, because the journey from Boston to Chicago will be over fast. It can take you as little as 2 hours and 54 minutes to get from BOS to O'Hare Intl. Airport (ORD).
How many hours flight from Logan Intl. Airport to O'Hare Airport?
Typically, it takes 3 hours and 2 minutes to fly from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD). You'll be in the sky for a while, so bring some entertainment, like a gripping novel or your travel journal.
What airlines have the most flights from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD)?
There's nothing as fun as packing your suitcase and jumping on a plane somewhere exciting. Feed your wanderlust and fly from Boston to Chicago with one of these airlines:

  • 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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