Chicago

$60+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
PVD — CHI
jun. 17 — jun. 241
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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 junio 12, 2025.

Round-trip from

$123
(Southwest)

One-way from

$60
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$220

Good round-trip deal

$342 or less

Good one-way deal

$171 or less
From Rhode Island to Chicago (CHI)
One-way flight from Rhode Island to Chicago (CHI)
Highest demand for flights based on searches. 9% potential increase in price ($23 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in June 2025
Price to beat on a round-trip flight from Rhode Island to Chicago (CHI).
Price to beat on a one-way flight from Rhode Island to Chicago (CHI).

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 junio 12, 2025.

This Southwest deal was found by Cheapflights users on 6/11. 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.
jue. 8/75:15 amBOS - MDW
Nonstop2h 30mSouthwest
dom. 8/1010:00 amMDW - BOS
Nonstop2h 25mSouthwest
Deal found 6/11$123
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
mié. 7/25:45 amBOS - ORD
1 stop13h 59mSpirit Airlines
mié. 7/165:05 amORD - BOS
1 stop13h 29mSpirit Airlines
Deal found 6/10$124
This United Airlines deal was found by Cheapflights users on 6/10. 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.
mar. 8/56:07 amBOS - ORD
Nonstop2h 58mUnited Airlines
vie. 8/87:49 pmORD - BOS
Nonstop2h 27mUnited Airlines
Deal found 6/10$125
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/235:00 amBOS - ORD
Nonstop2h 58mAmerican Airlines
lun. 10/278:30 pmORD - BOS
Nonstop2h 44mAmerican Airlines
Deal found 6/12$126
This Southwest deal was found by Cheapflights users on 6/12. 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.
mar. 7/225:45 amBOS - ORD
1 stop7h 05mSouthwest
vie. 7/254:00 pmORD - BOS
1 stop7h 05mSouthwest
Deal found 6/12$142
This Delta deal was found by Cheapflights users on 6/10. 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.
mié. 8/277:55 pmBOS - ORD
Nonstop2h 59mDelta
mar. 9/27:00 amORD - BOS
Nonstop2h 30mDelta
Deal found 6/10$158
This JetBlue deal was found by Cheapflights users on 6/11. 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.
jue. 7/106:00 amBOS - ORD
Nonstop2h 55mJetBlue
lun. 7/148:40 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 6/11$176
This Mytrip deal was found by Cheapflights users on 6/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/711:31 amBOS - MDW
1 stop20h 42mAllegiant Air
lun. 8/112:46 pmMDW - BOS
1 stop17h 29mAllegiant Air
Deal found 6/9$201
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/111:42 amBOS - RFD
1 stop23h 31mMultiple Airlines
dom. 8/39:21 amRFD - BOS
1 stop5h 22mMultiple Airlines
Deal found 6/11$206
This American Airlines deal was found by Cheapflights users on 6/11. 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.
jue. 10/307:00 amPVD - ORD
Nonstop2h 42mAmerican Airlines
dom. 11/28:00 amORD - PVD
Nonstop2h 17mAmerican Airlines
Deal found 6/11$216
This Southwest deal was found by Cheapflights users on 6/10. 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.
vie. 9/125:55 pmPVD - MDW
Nonstop2h 25mSouthwest
lun. 9/159:55 amMDW - PVD
Nonstop2h 20mSouthwest
Deal found 6/10$216
This Delta deal was found by Cheapflights users on 6/10. 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.
mar. 8/125:54 amPVD - ORD
1 stop5h 26mDelta
mar. 8/199:45 amORD - PVD
1 stop7h 09mDelta
Deal found 6/10$217

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 junio 12, 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

jue. 8/7

5:15 am-6:45 am

Nonstop2h 30m

Chicago Midway

dom. 8/10

10:00 am-1:25 pm

Nonstop2h 25m

$123

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mié. 7/2

5:45 am-6:44 pm

1 stop13h 59m

Chicago O'Hare Intl

mié. 7/16

5:05 am-7:34 pm

1 stop13h 29m

$124

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 8/5

6:07 am-8:05 am

Nonstop2h 58m

Chicago O'Hare Intl

vie. 8/8

7:49 pm-11:16 pm

Nonstop2h 27m

$125

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

jue. 10/23

5:00 am-6:58 am

Nonstop2h 58m

Chicago O'Hare Intl

lun. 10/27

8:30 pm-12:14 am

Nonstop2h 44m

$126

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 7/8

6:00 am-7:55 am

Nonstop2h 55m

Chicago O'Hare Intl

jue. 7/10

4:27 pm-8:00 pm

Nonstop2h 33m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 7/22

5:45 am-11:50 am

1 stop7h 05m

Chicago O'Hare Intl

vie. 7/25

4:00 pm-12:05 am

1 stop7h 05m

$142

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mié. 8/27

7:55 pm-9:54 pm

Nonstop2h 59m

Chicago O'Hare Intl

mar. 9/2

7:00 am-10:30 am

Nonstop2h 30m

$158

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

jue. 8/7

11:31 am-7:13 am

1 stop20h 42m

Chicago Midway

lun. 8/11

2:46 pm-9:15 am

1 stop17h 29m

$201

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

vie. 8/1

11:42 am-10:13 am

1 stop23h 31m

Chicago Greater Rockford

dom. 8/3

9:21 am-3:43 pm

1 stop5h 22m

$206

ProvidenceChicago

PVD - MDW

PVDMDW

Providence-TFGreen

vie. 9/12

5:55 pm-7:20 pm

Nonstop2h 25m

Chicago Midway

lun. 9/15

9:55 am-1:15 pm

Nonstop2h 20m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 48 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, August is the cheapest month in which you can book a flight from Rhode Island to Chicago (average of $245). Flying from Rhode Island to Chicago in March is currently the most expensive (average of $321). 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 junio 12, 2025.

When flying from Rhode Island to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 junio 12, 2025.

The most flights from USRI to CHI are scheduled on a Wednesday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated junio 12, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Rhode Island to Chicago to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
8.0
Very good

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $60. However, be on the lookout for offers from Southwest and United 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?

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

    Consider ANA (100%), United Airlines (95%) or SkyWest Airlines (93%) 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 $1,073 for a flight from Rhode Island to Chicago. The cheapest flight overall is $138 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $112.

  • 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 $245). Flying from Rhode Island to Chicago in March is currently the most expensive (average of $321). 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 Rhode Island?

Book flights to Rhode Island if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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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.

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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$78Average$178FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$205Average$369FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$206Average$337FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$207Average$349FlexibilityNo cancel feeOn-time71%

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