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$64+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
PVD — CHI
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
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Find 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 October 14, 2025.

This Kissandfly.com deal was found by Cheapflights users on 10/14. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:09 amBOS - ORD
Nonstop3h 13mJetBlue
Mon 10/275:40 pmORD - BOS
Nonstop2h 27mJetBlue
Deal found 10/14$125
This Southwest deal was found by Cheapflights users on 10/14. 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 10/255:20 amBOS - MDW
Nonstop2h 40mSouthwest
Tue 10/284:10 pmMDW - BOS
1 stop5h 05mSouthwest
Deal found 10/14$127
This Delta deal was found by Cheapflights users on 10/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/204:05 pmBOS - ORD
Nonstop3h 06mDelta
Mon 11/247:10 amORD - BOS
Nonstop2h 25mDelta
Deal found 10/14$127
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/174:05 pmBOS - ORD
Nonstop3h 06mDelta
Thu 11/207:10 amORD - BOS
Nonstop2h 25mDelta
Deal found 10/13$129
This Southwest deal was found by Cheapflights users on 10/12. 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 10/237:15 amBOS - MDW
1 stop8h 05mSouthwest
Mon 10/279:20 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 10/12$133
This United Airlines deal was found by Cheapflights users on 10/14. 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.
Sat 11/14:15 pmBOS - ORD
Nonstop2h 55mUnited Airlines
Mon 11/39:25 pmORD - BOS
Nonstop2h 20mUnited Airlines
Deal found 10/14$133
This JetBlue deal was found by Cheapflights users on 10/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/308:30 amBOS - ORD
Nonstop3h 05mJetBlue
Fri 10/316:55 pmORD - BOS
Nonstop2h 32mJetBlue
Deal found 10/14$135
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2712:49 pmBOS - ORD
1 stop11h 55mMultiple Airlines
Thu 10/307:06 pmORD - BOS
1 stop23h 10mMultiple Airlines
Deal found 10/12$136
This Southwest deal was found by Cheapflights users on 10/13. 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 10/255:05 amBOS - MDW
1 stop7h 35mSouthwest
Wed 10/295:45 amMDW - BOS
1 stop5h 05mSouthwest
Deal found 10/13$137
This Delta deal was found by Cheapflights users on 10/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/14:10 pmBOS - ORD
Nonstop2h 57mDelta
Tue 11/47:05 amORD - BOS
Nonstop2h 24mDelta
Deal found 10/14$137
This United Airlines deal was found by Cheapflights users on 10/14. 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 10/246:00 amBOS - ORD
Nonstop2h 56mUnited Airlines
Mon 10/279:25 pmORD - BOS
Nonstop2h 20mUnited Airlines
Deal found 10/14$138
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3012:49 pmBOS - ORD
1 stop11h 40mMultiple Airlines
Tue 11/43:26 pmORD - BOS
1 stop7h 33mMultiple Airlines
Deal found 10/14$139

Cheap 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 October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$127
(Southwest)

One-way from

$64
(United Airlines)

Popular in

March

Cheapest in

September

Average price

$249

Good round-trip deal

$339 or less

Good one-way deal

$170 or less
Provider with most accurate pricing for Boston Logan Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Chicago (CHI) flights.
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From Rhode Island to Chicago (CHI)
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One-way flight from Rhode Island to Chicago (CHI)
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Highest demand for flights based on searches. 6% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Rhode Island to Chicago (CHI).
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Price to beat on a one-way flight from Rhode Island to Chicago (CHI).
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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 October 14, 2025.
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 11/1

5:20 am-7:00 am

Nonstop2h 40m

Chicago Midway

Sat 11/8

4:45 pm-9:55 pm

1 stop4h 10m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 1/1

6:01 am-8:05 am

Nonstop3h 04m

Chicago O'Hare Intl

Mon 1/5

1:55 pm-5:17 pm

Nonstop2h 22m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 10/31

5:00 am-6:40 am

Nonstop2h 40m

Chicago Midway

Tue 11/4

2:30 pm-10:15 pm

2 stops6h 45m

$132

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 10/30

9:35 pm-11:15 pm

Nonstop2h 40m

Chicago Midway

Sat 11/1

2:35 pm-10:15 pm

2 stops6h 40m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 11/16

7:30 am-9:35 am

Nonstop3h 05m

Chicago O'Hare Intl

Tue 11/18

7:10 am-10:35 am

Nonstop2h 25m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

5:29 pm-7:43 pm

Nonstop3h 14m

Chicago O'Hare Intl

Sun 12/7

8:38 pm-12:06 am

Nonstop2h 28m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 11/21

7:30 am-9:34 am

Nonstop3h 04m

Chicago O'Hare Intl

Thu 11/27

7:45 am-11:09 am

Nonstop2h 24m

$147

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 10/23

7:15 am-2:20 pm

1 stop8h 05m

Chicago Midway

Mon 10/27

7:40 am-6:35 pm

1 stop9h 55m

$148

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 10/22

9:10 am-6:30 pm

1 stop10h 20m

Chicago Midway

Wed 10/29

7:55 am-6:00 pm

1 stop9h 05m

$148

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 12/5

7:07 pm-11:44 pm

1 stop5h 37m

Chicago O'Hare Intl

Sun 12/7

7:30 am-10:49 am

Nonstop2h 19m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 60 results
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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, February is the cheapest month in which you can book a flight from Rhode Island to Chicago (average of $130). Flying from Rhode Island to Chicago in March is currently the most expensive (average of $285). 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 October 14, 2025.

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 21% versus a flight in the evening.

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 December 16, 2024.

Travelers seeking maximum savings on their Rhode Island to Chicago flight should consider departing on Friday at noon when fares are most often at their lowest. Saturday 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 October 14, 2025.

The most flights from USRI to CHI are scheduled on a Monday (15 on average). You will have fewer flight options on Sunday, 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 40m. Rhode Island and Chicago are separated by a distance of 857 mi. All flights are typically nonstop.

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

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $64. However, be on the lookout for offers from Southwest and Delta, 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 ANA (90%), United Airlines (83%) or Qatar Airways (80%) 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 $797 for a flight from Rhode Island to Chicago. The cheapest flight overall is $121 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $113.

  • 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, February is the cheapest month in which you can book a flight from Rhode Island to Chicago (average of $130). Flying from Rhode Island to Chicago in March is currently the most expensive (average of $285). 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?

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Alternative routes for Rhode Island to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$68Average$216FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$221Average$396FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$234Average$360FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$253Average$402FlexibilityNo cancel feeOn-time69%

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