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$69+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
PVD — CHI
jul. 8 — jul. 151
mar. 7/8
mar. 7/15
1 adult, Economy
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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 julio 3, 2025.

Round-trip from

$137
(Southwest)

One-way from

$69
(Southwest)

Popular in

March

Cheapest in

September

Average price

$223

Good round-trip deal

$341 or less

Good one-way deal

$169 or less
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. 9% potential increase in price ($23 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).
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Average for round-trip flights in July 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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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 julio 3, 2025.

This Southwest deal was found by Cheapflights users on 7/2. 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.
jue. 7/105:15 amBOS - MDW
Nonstop2h 35mSouthwest
mar. 7/155:05 amMDW - BOS
Nonstop2h 10mSouthwest
Deal found 7/2$137
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/237:20 amBOS - ORD
Nonstop2h 58mDelta
lun. 7/287:00 amORD - BOS
Nonstop2h 31mDelta
Deal found 7/3$137
This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/306:15 amBOS - ORD
1 stop10h 16mSpirit Airlines
mié. 8/65:05 amORD - BOS
1 stop13h 29mSpirit Airlines
Deal found 7/2$138
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/152:55 pmBOS - ORD
Nonstop3h 07mAmerican Airlines
jue. 7/178:30 pmORD - BOS
Nonstop2h 44mAmerican Airlines
Deal found 7/2$139
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/157:04 pmBOS - ORD
1 stop5h 37mUnited Airlines
mar. 7/223:48 pmORD - BOS
Nonstop2h 30mUnited Airlines
Deal found 7/1$143
This Priceline deal was found by Cheapflights users on 7/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/176:00 amBOS - ORD
1 stop9h 04mFrontier
sáb. 7/1912:20 pmORD - BOS
1 stop11h 19mFrontier
Deal found 7/3$144
This Priceline deal was found by Cheapflights users on 7/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/249:20 amBOS - ORD
1 stop10h 21mMultiple Airlines
mié. 8/2711:36 amORD - BOS
1 stop11h 13mMultiple Airlines
Deal found 7/3$145
This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/169:40 amBOS - MDW
1 stop11h 42mFrontier
dom. 8/173:58 pmMDW - BOS
1 stop7h 40mFrontier
Deal found 7/2$149
This Southwest deal was found by Cheapflights users on 7/3. 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.
mar. 7/155:45 amBOS - ORD
1 stop7h 05mSouthwest
sáb. 7/191:30 pmORD - BOS
1 stop6h 35mSouthwest
Deal found 7/3$157
This JetBlue deal was found by Cheapflights users on 7/3. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/267:00 amBOS - ORD
Nonstop2h 55mJetBlue
mar. 7/298:40 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 7/3$182
This Mytrip deal was found by Cheapflights users on 7/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/266:10 amBOS - RFD
2 stops9h 15mMultiple Airlines
lun. 9/2910:37 amRFD - BOS
2 stops23h 36mMultiple Airlines
Deal found 7/3$209
This United Airlines deal was found by Cheapflights users on 7/3. 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.
jue. 11/66:01 amPVD - ORD
Nonstop3h 04mUnited Airlines
sáb. 11/81:00 pmORD - PVD
1 stop4h 46mUnited Airlines
Deal found 7/3$221

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 julio 3, 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

mar. 7/15

7:20 am-9:00 am

Nonstop2h 40m

Chicago Midway

jue. 7/17

8:05 am-11:20 am

Nonstop2h 15m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mié. 7/23

7:20 am-9:18 am

Nonstop2h 58m

Chicago O'Hare Intl

lun. 7/28

7:00 am-10:31 am

Nonstop2h 31m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mié. 7/30

8:39 pm-8:55 am

1 stop13h 16m

Chicago O'Hare Intl

mar. 8/5

5:05 am-7:34 pm

1 stop13h 29m

$138

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 7/15

2:55 pm-5:02 pm

Nonstop3h 07m

Chicago O'Hare Intl

jue. 7/17

8:30 pm-12:14 am

Nonstop2h 44m

$139

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 7/15

7:04 pm-11:41 pm

1 stop5h 37m

Chicago O'Hare Intl

mar. 7/22

3:48 pm-7:18 pm

Nonstop2h 30m

$143

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

jue. 7/17

6:00 am-2:04 pm

1 stop9h 04m

Chicago O'Hare Intl

sáb. 7/19

12:20 pm-12:39 am

1 stop11h 19m

$144

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

dom. 8/24

9:20 am-6:41 pm

1 stop10h 21m

Chicago O'Hare Intl

mié. 8/27

11:36 am-11:49 pm

1 stop11h 13m

$145

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

sáb. 8/16

9:40 am-8:22 pm

1 stop11h 42m

Chicago Midway

dom. 8/17

3:58 pm-12:38 am

1 stop7h 40m

$149

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 7/15

5:45 am-11:50 am

1 stop7h 05m

Chicago O'Hare Intl

sáb. 7/19

1:30 pm-9:05 pm

1 stop6h 35m

$157

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

sáb. 7/26

7:00 am-8:55 am

Nonstop2h 55m

Chicago O'Hare Intl

mar. 7/29

8:40 am-12:04 pm

Nonstop2h 24m

$182

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 40 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 julio 3, 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 julio 3, 2025.

The most flights from USRI to CHI are scheduled on a Thursday (15 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (4 on average).

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 julio 3, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Delta from Rhode Island to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,266 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,982 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,861 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,916 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

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 Southwest, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from JetBlue and Spirit 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 ANA (97%), Qatar Airways (93%) or Republic Airways (85%) 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 $1,791 for a flight from Rhode Island to Chicago. The cheapest flight overall is $130 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $130.

  • 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

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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 julio 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$68Average$216FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$205Average$368FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$206Average$338FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$206Average$391FlexibilityNo cancel feeOn-time71%

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