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$63+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
PVD — CHI
ene. 7 — ene. 141
mié. 1/7
mié. 1/14
1 adult, Economy
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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 diciembre 8, 2025.

This Rumbo deal was found by Cheapflights users on 12/6. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/138:30 amBOS - ORD
Nonstop3h 05mJetBlue
dom. 12/148:38 pmORD - BOS
Nonstop2h 28mJetBlue
Deal found 12/6$123
This Southwest deal was found by Cheapflights users on 12/6. 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.
sáb. 12/135:20 amBOS - MDW
Nonstop2h 45mSouthwest
dom. 12/149:35 amMDW - BOS
Nonstop2h 15mSouthwest
Deal found 12/6$127
This JetBlue deal was found by Cheapflights users on 12/6. 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.
lun. 12/155:29 pmBOS - ORD
Nonstop3h 14mJetBlue
mié. 12/1711:25 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 12/6$127
This JetBlue deal was found by Cheapflights users on 12/6. 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.
sáb. 12/138:30 amBOS - ORD
Nonstop3h 05mJetBlue
lun. 12/158:38 pmORD - BOS
Nonstop2h 28mJetBlue
Deal found 12/6$132
This American Airlines deal was found by Cheapflights users on 12/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/124:05 pmBOS - ORD
Nonstop3h 21mAmerican Airlines
lun. 12/156:10 amORD - BOS
Nonstop2h 25mAmerican Airlines
Deal found 12/6$133
This JetBlue deal was found by Cheapflights users on 12/6. 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.
mar. 12/98:30 amBOS - ORD
Nonstop3h 05mJetBlue
jue. 12/187:41 pmORD - BOS
Nonstop2h 29mJetBlue
Deal found 12/6$137
This JetBlue deal was found by Cheapflights users on 12/6. 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.
lun. 12/158:30 amBOS - ORD
Nonstop3h 05mJetBlue
mar. 12/1611:25 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 12/6$142
This Priceline deal was found by Cheapflights users on 12/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/155:29 pmBOS - ORD
Nonstop3h 14mMultiple Airlines
lun. 1/124:49 pmORD - BOS
1 stop7h 30mMultiple Airlines
Deal found 12/7$145
This Southwest deal was found by Cheapflights users on 12/5. 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.
mar. 12/95:30 amBOS - MDW
Nonstop2h 45mSouthwest
mié. 12/106:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 12/5$147
This Priceline deal was found by Cheapflights users on 12/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/98:30 amBOS - ORD
Nonstop3h 05mMultiple Airlines
mié. 1/146:05 amORD - BOS
1 stop7h 33mMultiple Airlines
Deal found 12/6$149
This Southwest deal was found by Cheapflights users on 12/8. 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.
mar. 12/165:45 amBOS - MDW
2 stops8h 15mSouthwest
mié. 12/176:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 12/8$152
This American Airlines deal was found by Cheapflights users on 12/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/177:00 amBOS - ORD
Nonstop3h 32mAmerican Airlines
sáb. 12/207:16 pmORD - BOS
Nonstop2h 28mAmerican Airlines
Deal found 12/6$152

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 diciembre 8, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$124
(Kiwi.com)

One-way from

$63
(Flysmarter)

Popular in

March

Cheapest in

September

Average price

$247

Good round-trip deal

$359 or less

Good one-way deal

$183 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. 7% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 diciembre 8, 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 - ORD

BOSORD

Boston Logan Intl

mar. 1/20

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

dom. 1/25

7:45 am-11:10 am

Nonstop2h 25m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 1/20

11:30 am-1:39 pm

Nonstop3h 09m

Chicago O'Hare Intl

mié. 1/28

2:25 pm-5:54 pm

Nonstop2h 29m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mié. 1/14

4:16 pm-6:16 pm

Nonstop3h 00m

Chicago O'Hare Intl

dom. 1/18

11:05 am-2:29 pm

Nonstop2h 24m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 1/20

8:25 pm-10:29 pm

Nonstop3h 04m

Chicago O'Hare Intl

jue. 1/29

10:40 am-2:13 pm

Nonstop2h 33m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

sáb. 1/17

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

sáb. 1/24

7:45 am-11:10 am

Nonstop2h 25m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

sáb. 1/17

5:15 pm-7:26 pm

Nonstop3h 11m

Chicago O'Hare Intl

sáb. 1/24

7:05 am-10:40 am

Nonstop2h 35m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 1/20

8:25 pm-10:29 pm

Nonstop3h 04m

Chicago O'Hare Intl

sáb. 1/31

2:00 pm-5:29 pm

Nonstop2h 29m

$132

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

jue. 1/22

5:30 am-7:20 am

Nonstop2h 50m

Chicago Midway

dom. 1/25

6:35 pm-9:50 pm

Nonstop2h 15m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

vie. 2/27

5:00 am-6:55 am

Nonstop2h 55m

Chicago Midway

dom. 3/1

6:05 am-9:25 am

Nonstop2h 20m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

sáb. 1/17

5:30 am-7:20 am

Nonstop2h 50m

Chicago Midway

dom. 1/18

5:35 pm-8:50 pm

Nonstop2h 15m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/7

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 $141). 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 diciembre 8, 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 7% 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 Wednesday at noon when fares are most often at their lowest. Saturday evenings 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 diciembre 8, 2025.

The most flights from USRI to CHI are scheduled on a Friday (13 on average). You will have fewer flight options on Saturday, 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 50m. 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 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 Republic Airways (86%), ANA (84%) or United Airlines (81%) 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 $662 for a flight from Rhode Island to Chicago. The cheapest flight overall is $149 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $127.

  • 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 $141). 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?

Book flights to Chicago if you plan to visit one of these locations
Lansing
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Hammond
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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 diciembre 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$68Average$216FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$219Average$393FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$249Average$358FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$253Average$375FlexibilityNo cancel feeOn-time69%

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