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Rhode Island

$104+ 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PVD
Aug 24 — Aug 311
Mon 8/24
Mon 8/31
1 adult, Economy
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Cheap 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 July 25, 2026.

This Southwest deal was found by Cheapflights users on 7/21. 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 9/1211:25 am
MDW
-
BOS
Nonstop2h 20m
Southwest
Tue 9/1510:05 am
BOS
-
MDW
Nonstop2h 30m
Southwest
Deal found 7/21$207
This Southwest deal was found by Cheapflights users on 7/21. 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.
Wed 11/116:25 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Mon 11/167:05 am
BOS
-
MDW
Nonstop2h 45m
Southwest
Deal found 7/21$216
This Southwest deal was found by Cheapflights users on 7/24. 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 9/127:40 am
MDW
-
BOS
Nonstop2h 20m
Southwest
Mon 9/146:40 pm
BOS
-
MDW
Nonstop2h 45m
Southwest
Deal found 7/24$222
This Southwest deal was found by Cheapflights users on 7/20. 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.
Mon 8/105:45 am
MDW
-
BOS
Nonstop2h 15m
Southwest
Wed 8/127:15 pm
BOS
-
MDW
Nonstop2h 35m
Southwest
Deal found 7/20$225
This Southwest deal was found by Cheapflights users on 7/22. 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.
Wed 9/96:40 am
MDW
-
BOS
Nonstop2h 15m
Southwest
Fri 9/113:55 pm
BOS
-
MDW
Nonstop2h 35m
Southwest
Deal found 7/22$226
This Southwest deal was found by Cheapflights users on 7/24. 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.
Mon 9/75:45 am
MDW
-
BOS
Nonstop2h 15m
Southwest
Mon 9/148:20 pm
BOS
-
MDW
Nonstop2h 40m
Southwest
Deal found 7/24$227
This Southwest deal was found by Cheapflights users on 7/24. 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 8/132:35 pm
MDW
-
BOS
Nonstop2h 20m
Southwest
Sat 8/228:40 am
BOS
-
MDW
Nonstop2h 35m
Southwest
Deal found 7/24$231
This Southwest deal was found by Cheapflights users on 7/20. 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 9/57:40 am
MDW
-
BOS
Nonstop2h 20m
Southwest
Wed 9/97:15 pm
BOS
-
MDW
Nonstop2h 35m
Southwest
Deal found 7/20$233
This Southwest deal was found by Cheapflights users on 7/21. 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 8/186:40 am
MDW
-
BOS
Nonstop2h 15m
Southwest
Sat 8/227:05 am
BOS
-
MDW
Nonstop2h 35m
Southwest
Deal found 7/21$235
This Southwest deal was found by Cheapflights users on 7/24. 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 12/227:40 am
MDW
-
PVD
Nonstop2h 10m
Southwest
Fri 12/254:20 pm
PVD
-
MDW
1 stop7h 20m
Southwest
Deal found 7/24$286
This Southwest deal was found by Cheapflights users on 7/24. 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.
Wed 9/238:40 am
MDW
-
PVD
Nonstop2h 25m
Southwest
Sat 9/2611:25 am
PVD
-
MDW
2 stops6h 45m
Southwest
Deal found 7/24$291
This Southwest deal was found by Cheapflights users on 7/24. 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 8/295:55 am
MDW
-
PVD
1 stop5h 15m
Southwest
Wed 9/25:45 am
PVD
-
MDW
2 stops7h 05m
Southwest
Deal found 7/24$301

Find 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 July 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$207
(Southwest)

One-way from

$104
(Southwest)

Popular in

April

Cheapest in

January

Average price

$263

Good round-trip deal

$392 or less

Good one-way deal

$247 or less
Provider with most accurate pricing for Chicago (CHI)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Boston Logan Intl flights.
Search Deals
From Chicago Midway to Rhode Island
Search Deals
One-way flight from Chicago Midway to Rhode Island
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($3 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 July 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Rhode Island.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Rhode Island.
Search Deals

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 July 25, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Rhode Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 10/1

5:30 am-8:55 am

Nonstop2h 25m

Boston Logan Intl

Tue 10/6

10:55 am-12:30 pm

Nonstop2h 35m

$216
Quickest round-trip

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 9/9

6:40 am-9:55 am

Nonstop2h 15m

Boston Logan Intl

Fri 9/11

12:40 pm-2:10 pm

Nonstop2h 30m

$216

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 9/8

1:00 pm-10:15 pm

2 stops8h 15m

Boston Logan Intl

Tue 9/15

3:20 pm-4:55 pm

Nonstop2h 35m

$237

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 8/27

5:45 am-9:00 am

Nonstop2h 15m

Boston Logan Intl

Sat 8/29

5:50 am-10:40 am

1 stop5h 50m

$237

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Mon 8/31

1:00 pm-7:40 pm

2 stops5h 40m

Boston Logan Intl

Fri 9/4

4:30 pm-11:25 pm

1 stop7h 55m

$252

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 8/14

9:20 am-5:05 pm

1 stop6h 45m

Boston Logan Intl

Wed 8/26

8:15 am-1:30 pm

2 stops6h 15m

$260

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 9/26

9:55 am-9:40 pm

2 stops10h 45m

Boston Logan Intl

Mon 9/28

5:25 am-11:00 am

1 stop6h 35m

$284

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 9/23

6:40 am-9:55 am

Nonstop2h 15m

Boston Logan Intl

Sun 9/27

5:20 am-1:30 pm

1 stop9h 10m

$292

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 8/5

2:00 pm-10:10 pm

2 stops7h 10m

Boston Logan Intl

Mon 8/10

8:20 pm-10:00 pm

Nonstop2h 40m

$292

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 9/18

2:35 pm-10:10 pm

2 stops6h 35m

Boston Logan Intl

Sun 9/20

5:30 am-9:55 am

1 stop5h 25m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

Showing 1-10 of 43 resultsSorted by cheapest first
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5

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 July 25, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 17% on flights from Chicago Midway Airport to Rhode Island by exploring options for tickets in the evening.

What is the cheapest day to fly from Chicago Midway Airport to Rhode Island?

Use this chart to determine the cheapest time to fly round-trip from Midway to Rhode Island. Price data was last updated on July 25, 2026.

Travelers seeking maximum savings on their Chicago Midway Airport to Rhode Island flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 July 25, 2026.
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
4,233 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Southwest
8.0
Very good
4,233 reviews
Southwest
8.0
Very good
4,233 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

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 2h 25m. There are 857 mi between Chicago Midway Airport and Rhode Island. Generally, flights for this route are nonstop.

  • 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 $332, our data shows the cheapest flight currently is $194. When looking at the most popular route, (Chicago Midway - Boston Logan Intl), you can expect to pay $217 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.

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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O'Hare Intl to Portland 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 July 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$266Average$507FlexibilityNo cancel feeOn-time63%

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