HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$67+ Cheap flights from Rhode Island to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
PVD — CHI
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Rhode Island to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Rhode Island to Chicago

Cheapest flights from Rhode Island to Chicago
Explore the most affordable flight options available from Rhode Island to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:25 pm
BOS
-
MDW
Nonstop3h 00m
Southwest
Sun 4/57:40 am
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 2/2$132
This Orbitz deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:00 am
BOS
-
ORD
Nonstop3h 10m
Multiple Airlines
Tue 3/36:02 pm
ORD
-
BOS
1 stop6h 11m
Multiple Airlines
Deal found 2/2$132
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/31:20 pm
BOS
-
MDW
2 stops6h 15m
Southwest
Sat 3/76:45 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 2/2$133
This Super.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/63:35 pm
BOS
-
ORD
Nonstop3h 08m
JetBlue
Tue 2/107:40 am
ORD
-
BOS
Nonstop2h 25m
JetBlue
Deal found 2/1$133
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:00 am
BOS
-
MDW
1 stop5h 25m
Southwest
Sun 3/16:05 am
MDW
-
BOS
Nonstop2h 20m
Southwest
Deal found 2/1$134
This Cheapflightsfares deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/63:35 pm
BOS
-
ORD
Nonstop3h 08m
JetBlue
Sat 2/77:40 am
ORD
-
BOS
Nonstop2h 25m
JetBlue
Deal found 2/3$134
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/105:30 am
BOS
-
MDW
Nonstop2h 50m
Southwest
Thu 2/126:05 am
MDW
-
BOS
Nonstop2h 20m
Southwest
Deal found 2/2$135
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/56:00 am
BOS
-
ORD
Nonstop3h 04m
United Airlines
Fri 2/61:55 pm
ORD
-
BOS
Nonstop2h 24m
United Airlines
Deal found 2/2$135
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/55:20 am
BOS
-
MDW
Nonstop2h 50m
Southwest
Sat 2/710:15 am
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 2/1$136
This Southwest deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/63:10 pm
BOS
-
MDW
Nonstop2h 45m
Southwest
Tue 3/1012:10 pm
MDW
-
BOS
Nonstop2h 10m
Southwest
Deal found 2/3$137
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
BOS
-
ORD
Nonstop2h 59m
United Airlines
Mon 4/276:00 am
ORD
-
BOS
Nonstop2h 25m
United Airlines
Deal found 2/3$137
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/146:35 pm
BOS
-
MDW
Nonstop2h 55m
Southwest
Tue 3/176:10 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 1/31$138

Find flight deals from Rhode Island to Chicago

Keep the following information in mind while searching for Rhode Island to Chicago flight deals. Data was last updated February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$132
(Southwest)

One-way from

$67
(Super.com)

Popular in

April

Cheapest in

September

Average price

$227

Good round-trip deal

$368 or less

Good one-way deal

$192 or less
Provider with most accurate pricing for Boston Logan Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Chicago (CHI) flights.
Search Deals
From Rhode Island to Chicago (CHI)
Search Deals
One-way flight from Rhode Island to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Rhode Island to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Rhode Island to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rhode Island to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Rhode Island to Chicago that are best for you.

Fly from

Rhode Island

Fly to

Chicago

Route

Depart

Return

Price

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 2/28

2:10 pm-7:25 pm

1 stop6h 15m

Chicago Midway

Sun 3/1

6:05 am-9:25 am

Nonstop2h 20m

$134

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 5/21

7:10 am-9:08 am

Nonstop2h 58m

Chicago O'Hare Intl

Sat 5/23

9:26 pm-12:59 am

Nonstop2h 33m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 3/4

2:40 pm-4:30 pm

Nonstop2h 50m

Chicago Midway

Wed 3/11

12:10 pm-3:20 pm

Nonstop2h 10m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 4/18

8:59 pm-10:50 pm

Nonstop2h 51m

Chicago O'Hare Intl

Wed 4/22

6:00 am-9:26 am

Nonstop2h 26m

$142

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 3/25

12:10 pm-2:15 pm

Nonstop3h 05m

Chicago O'Hare Intl

Fri 3/27

9:15 pm-12:35 am

Nonstop2h 20m

$142

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 2/26

7:15 am-9:28 am

Nonstop3h 13m

Chicago O'Hare Intl

Mon 3/2

7:05 am-10:37 am

Nonstop2h 32m

$147

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 2/28

2:10 pm-7:25 pm

1 stop6h 15m

Chicago Midway

Mon 3/2

6:35 pm-9:50 pm

Nonstop2h 15m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 3/11

11:30 am-1:27 pm

Nonstop2h 57m

Chicago O'Hare Intl

Wed 3/18

10:40 am-2:04 pm

Nonstop2h 24m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 3/25

12:10 pm-2:15 pm

Nonstop3h 05m

Chicago O'Hare Intl

Tue 3/31

3:35 pm-9:54 pm

1 stop5h 19m

$152

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sun 3/29

7:05 am-9:00 am

Nonstop2h 55m

Chicago Midway

Fri 4/3

7:00 pm-10:15 pm

Nonstop2h 15m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Rhode Island to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Rhode Island with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Rhode Island to Chicago

What is the cheapest month to book a flight from Rhode Island to Chicago?

Currently, August is the cheapest month in which you can book a flight from Rhode Island to Chicago (average of $166). Flying from Rhode Island to Chicago in March is currently the most expensive (average of $286). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from RI to CHI?

Find hourly flight availability from Rhode Island to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 3, 2026.

When flying from Rhode Island to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 10% versus a flight in the morning.

What is the cheapest day to fly from Rhode Island to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Rhode Island to Chicago. Price data was last updated on January 31, 2026.

Travelers seeking maximum savings on their Rhode Island to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Rhode Island to Chicago

Explore weekly flight availability from Rhode Island to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 3, 2026.

The most flights from USRI to CHI are scheduled on a Monday (11 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (8 on average).

How much does it cost to fly round-trip from Rhode Island to Chicago?

Related info for your journey

Find useful and relevant information for your journey from Rhode Island to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Rhode Island to Chicago?

    Departing from Rhode Island to Chicago will take you 2h 51m. Rhode Island and Chicago are separated by a distance of 864 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Rhode Island to Chicago one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $58. However, be on the lookout for offers from Southwest and American Airlines, as they are both options that can get you from Rhode Island to Chicago for a low price.

  • What are the most popular routes from Rhode Island to Chicago?

    The most popular flight routes from Rhode Island to Chicago are Boston Logan Intl - Chicago O'Hare Intl, Boston Logan Intl - Chicago Midway and Providence-TFGreen - Chicago O'Hare Intl.

  • What are the most reliable airlines from Rhode Island to Chicago?

    Consider Envoy Air (76%), ANA (73%) or American Airlines (71%) when booking your flight. These represent the most reliable airlines when flying from Rhode Island to Chicago.

  • What are the cheapest flights from Rhode Island to Chicago?

    On average you can expect to pay $1,134 for a flight from Rhode Island to Chicago. The cheapest flight overall is $125 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $107.

  • Can I find deals for flights from Rhode Island to Chicago that include hotel bookings?

    Yes. In addition to deals on Rhode Island to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Rhode Island to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Rhode Island to Chicago.

  • Can I find deals for business class flights from Rhode Island to Chicago?

    Yes. Cheapflights offers flight deals from Rhode Island to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Rhode Island to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Rhode Island to Chicago (average of $166). Flying from Rhode Island to Chicago in March is currently the most expensive (average of $286). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Rhode Island to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Newark to Midway flights
Boston to O'Hare Intl flights
Atlanta to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Philadelphia to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Denver to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Ontario to O'Hare Intl flights
Austin to O'Hare Intl flights
Dulles Intl to Midway flights
Los Angeles to Midway flights
Raleigh to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Seattle to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Orlando to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Atlanta to Midway flights
Love Field to O'Hare Intl flights
Greensboro to O'Hare Intl flights
Hobby to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Minneapolis to Midway flights
Baltimore to Midway flights
San Diego to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Miami to O'Hare Intl flights
Hartford to O'Hare Intl flights
LaGuardia to Midway flights
Reagan-National to Midway flights
Newark to St. Louis flights
Boston to Midway flights
Cleveland to O'Hare Intl flights
Tampa to O'Hare Intl flights
San Francisco to Midway flights
Philadelphia to Midway flights
LaGuardia to St. Louis flights
Kansas City to O'Hare Intl flights
Detroit to O'Hare Intl flights
San Jose to O'Hare Intl flights

Top 4 airlines flying from Rhode Island to Chicago

Discover the top 4 airlines that operate flights from Rhode Island to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$78Average$236FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$220Average$356FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$249Average$363FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$251Average$375FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights