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Rhode Island

$69+ Cheap flights from Midway (MDW) to Rhode Island

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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PVD
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Midway to Rhode Island

Keep the following information in mind while searching for Midway to Rhode Island flight deals. Data was last updated September 17, 2025.

Round-trip from

$127
(Southwest)

One-way from

$69
(Southwest)

Popular in

April

Cheapest in

September

Average price

$207

Good round-trip deal

$299 or less

Good one-way deal

$191 or less
From Chicago Midway to Rhode Island
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One-way flight from Chicago Midway to Rhode Island
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Highest demand for flights based on searches. 6% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago Midway to Rhode Island.
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Price to beat on a one-way flight from Chicago Midway to Rhode Island.
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Find flight deals from Midway to Rhode Island

Cheapest flights from Midway to Rhode Island
Explore the most affordable flight options available from Midway to Rhode Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Southwest deal was found by Cheapflights users on 9/15. 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 10/2112:40 pmMDW - BOS
1 stop4h 20mSouthwest
Thu 10/2310:25 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 9/15$127
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 11/79:30 amMDW - BOS
2 stops7h 45mSouthwest
Sun 11/95:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 9/14$132
This Southwest deal was found by Cheapflights users on 9/17. 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 9/266:45 pmMDW - BOS
Nonstop2h 20mSouthwest
Thu 10/25:35 amBOS - MDW
1 stop5h 40mSouthwest
Deal found 9/17$137
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 11/149:30 amMDW - BOS
2 stops7h 45mSouthwest
Tue 11/185:35 pmBOS - MDW
1 stop4h 30mSouthwest
Deal found 9/14$138
This Southwest deal was found by Cheapflights users on 9/15. 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 11/79:30 amMDW - BOS
2 stops7h 45mSouthwest
Mon 11/106:50 pmBOS - MDW
1 stop5h 40mSouthwest
Deal found 9/15$142
This Southwest deal was found by Cheapflights users on 9/14. 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 12/135:35 pmMDW - BOS
Nonstop2h 15mSouthwest
Wed 12/175:35 pmBOS - MDW
1 stop4h 30mSouthwest
Deal found 9/14$143
This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:21 amMDW - BOS
1 stop24h 50mFrontier
Sat 10/48:56 amBOS - MDW
1 stop28h 48mFrontier
Deal found 9/15$144
This Southwest deal was found by Cheapflights users on 9/16. 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 12/411:25 amMDW - BOS
1 stop4h 55mSouthwest
Thu 12/111:35 pmBOS - MDW
Nonstop2h 45mSouthwest
Deal found 9/16$147
This Southwest deal was found by Cheapflights users on 9/16. 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 10/244:35 pmMDW - BOS
2 stops6h 20mSouthwest
Tue 10/285:00 amBOS - MDW
1 stop9h 25mSouthwest
Deal found 9/16$148
This Southwest deal was found by Cheapflights users on 9/16. 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 12/42:30 pmMDW - BOS
2 stops6h 45mSouthwest
Sat 12/64:45 pmBOS - MDW
Nonstop2h 45mSouthwest
Deal found 9/16$152
This Southwest deal was found by Cheapflights users on 9/15. 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 11/211:50 pmMDW - BOS
1 stop8h 50mSouthwest
Sun 11/235:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 9/15$153
This Southwest deal was found by Cheapflights users on 9/16. 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 10/238:40 pmMDW - PVD
Nonstop2h 10mSouthwest
Mon 10/275:15 amPVD - MDW
Nonstop2h 35mSouthwest
Deal found 9/16$293

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Rhode Island 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 September 17, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Rhode Island that are best for you.

Fly from

Midway

Fly to

Rhode Island

Route

Depart

Return

Price

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 11/15

1:15 pm-7:35 pm

1 stop5h 20m

Boston Logan Intl

Wed 11/19

5:35 pm-9:05 pm

1 stop4h 30m

$132

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Mon 10/20

5:50 am-12:20 pm

1 stop5h 30m

Boston Logan Intl

Wed 10/22

7:50 am-2:25 pm

1 stop7h 35m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 10/18

3:50 pm-9:35 pm

1 stop4h 45m

Boston Logan Intl

Sat 10/25

6:30 am-4:25 pm

2 stops10h 55m

$142

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 11/6

9:05 pm-8:05 am

1 stop10h 00m

Boston Logan Intl

Sun 11/9

6:50 pm-11:30 pm

1 stop5h 40m

$142

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 12/13

9:50 am-1:10 pm

Nonstop2h 20m

Boston Logan Intl

Wed 12/17

5:35 pm-9:05 pm

1 stop4h 30m

$143

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 1/30

2:00 pm-5:10 pm

Nonstop2h 10m

Boston Logan Intl

Sun 2/1

5:20 pm-10:30 pm

1 stop6h 10m

$147

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 12/10

11:25 am-5:20 pm

1 stop4h 55m

Boston Logan Intl

Wed 12/17

5:35 pm-9:05 pm

1 stop4h 30m

$152

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 12/23

7:45 pm-11:00 pm

Nonstop2h 15m

Boston Logan Intl

Sat 1/3

10:25 am-12:10 pm

Nonstop2h 45m

$157

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 10/23

5:50 am-12:20 pm

1 stop5h 30m

Boston Logan Intl

Mon 10/27

9:35 pm-11:15 pm

Nonstop2h 40m

$187

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 11/5

6:15 pm-9:35 pm

Nonstop2h 20m

Boston Logan Intl

Sat 11/8

7:25 am-3:20 pm

1 stop8h 55m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 35 results
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Best time to book a flight from Midway to Rhode Island

Have a flexible travel schedule? Discover the best time to fly to Rhode Island from Midway 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 Chicago Midway Airport to Rhode Island

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

Find hourly flight availability from Midway to Rhode Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Rhode Island as you normally would.

Reviews of airlines servicing Rhode Island

Get insights into the airlines that provide service to Rhode Island. 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 Rhode Island. Reviews last updated September 17, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Rhode Island, such as Southwest. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Midway to Rhode Island. 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 Chicago Midway Airport to Rhode Island?

    Departing from Chicago Midway Airport to Rhode Island will take you 5h 20m. There are 857 mi between Chicago Midway Airport and Rhode Island.

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

    While on average a flight from Chicago Midway Airport to Rhode Island is generally $339, our data shows the cheapest flight currently is $108. When looking at the most popular route, (Chicago Midway - Boston Logan Intl), you can expect to pay $117 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Rhode Island 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 Chicago Midway Airport to Rhode Island?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Rhode Island (average of $264). Flying from Chicago Midway Airport to Rhode Island in June is currently the most expensive (average of $358). 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

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Alternative routes for Midway to Rhode Island

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Baltimore flights
Midway to Tampa flights
O'Hare Intl to Portland flights
Midway to Fort Lauderdale flights
O'Hare Intl to Charleston flights

Top airline flying from Midway to Rhode Island

Discover the top airline that operate flights from Midway to Rhode Island. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$271Average$377FlexibilityNo cancel feeOn-time63%

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