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Rhode Island

$93+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PVD
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
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 May 20, 2026.

This Southwest deal was found by Cheapflights users on 5/17. 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.
Sat 6/65:25 am
MDW
-
BOS
Nonstop2h 15m
Southwest
Tue 6/95:30 pm
BOS
-
MDW
Nonstop2h 50m
Southwest
Deal found 5/17$176
This Southwest deal was found by Cheapflights users on 5/17. 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.
Sat 6/65:45 pm
MDW
-
BOS
Nonstop2h 20m
Southwest
Mon 6/84:45 pm
BOS
-
MDW
Nonstop2h 50m
Southwest
Deal found 5/17$181
This Southwest deal was found by Cheapflights users on 5/16. 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 5/281:55 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Sat 6/65:20 am
BOS
-
MDW
Nonstop2h 35m
Southwest
Deal found 5/16$185
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
MDW
-
BOS
1 stop18h 27m
Frontier
Wed 6/106:00 am
BOS
-
MDW
1 stop17h 11m
Frontier
Deal found 5/15$186
This Southwest deal was found by Cheapflights users on 5/19. 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 6/912:45 pm
MDW
-
BOS
Nonstop2h 20m
Southwest
Wed 6/101:25 pm
BOS
-
MDW
Nonstop2h 40m
Southwest
Deal found 5/19$187
This Orbitz deal was found by Cheapflights users on 5/17. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2912:11 pm
MDW
-
BOS
1 stop12h 12m
Frontier
Wed 8/56:00 am
BOS
-
MDW
1 stop6h 07m
Frontier
Deal found 5/17$190
This Southwest deal was found by Cheapflights users on 5/17. 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 6/57:35 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Tue 6/93:45 pm
BOS
-
MDW
Nonstop2h 45m
Southwest
Deal found 5/17$192
This Southwest deal was found by Cheapflights users on 5/15. 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.
Wed 6/102:40 pm
MDW
-
BOS
Nonstop2h 20m
Southwest
Thu 6/115:25 am
BOS
-
MDW
Nonstop2h 35m
Southwest
Deal found 5/15$196
This Southwest deal was found by Cheapflights users on 5/15. 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 6/57:35 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Mon 6/84:45 pm
BOS
-
MDW
Nonstop2h 50m
Southwest
Deal found 5/15$197
This Southwest deal was found by Cheapflights users on 5/17. 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.
Tue 6/169:25 am
MDW
-
PVD
Nonstop2h 15m
Southwest
Tue 6/2311:00 am
PVD
-
MDW
Nonstop2h 30m
Southwest
Deal found 5/17$277
This Southwest deal was found by Cheapflights users on 5/15. 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.
Wed 8/196:05 pm
MDW
-
PVD
Nonstop2h 20m
Southwest
Tue 8/258:05 am
PVD
-
MDW
2 stops9h 55m
Southwest
Deal found 5/15$292
This Southwest deal was found by Cheapflights users on 5/19. 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 11/143:55 pm
MDW
-
PVD
Nonstop2h 10m
Southwest
Tue 11/176:40 am
PVD
-
MDW
Nonstop2h 35m
Southwest
Deal found 5/19$298

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 May 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$176
(Southwest)

One-way from

$93
(Kiwi.com)

Popular in

April

Cheapest in

January

Average price

$237

Good round-trip deal

$340 or less

Good one-way deal

$208 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. 6% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 20, 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

Fri 5/29

9:25 am-12:40 pm

Nonstop2h 15m

Boston Logan Intl

Sun 5/31

6:10 am-7:55 am

Nonstop2h 45m

$201
Quickest round-trip

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 8/11

6:00 pm-9:20 pm

Nonstop2h 20m

Boston Logan Intl

Sun 8/16

7:30 am-9:05 am

Nonstop2h 35m

$201

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 5/30

7:45 am-11:00 am

Nonstop2h 15m

Boston Logan Intl

Sun 5/31

6:10 am-7:55 am

Nonstop2h 45m

$213

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 7/22

7:40 am-10:55 am

Nonstop2h 15m

Boston Logan Intl

Tue 7/28

5:25 am-8:40 am

1 stop4h 15m

$217

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 6/17

6:05 pm-9:20 pm

Nonstop2h 15m

Boston Logan Intl

Wed 6/24

6:25 pm-10:35 pm

1 stop5h 10m

$217

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 6/2

10:10 am-10:30 pm

2 stops11h 20m

Boston Logan Intl

Wed 6/3

5:45 am-2:55 pm

1 stop10h 10m

$223

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 8/11

1:55 pm-10:15 pm

1 stop7h 20m

Boston Logan Intl

Thu 8/13

8:20 pm-10:00 pm

Nonstop2h 40m

$227

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 6/5

6:00 pm-11:25 pm

1 stop4h 25m

Boston Logan Intl

Fri 6/12

5:25 am-7:00 am

Nonstop2h 35m

$232

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 7/24

2:30 pm-12:05 am

1 stop8h 35m

Boston Logan Intl

Mon 7/27

5:25 am-7:00 am

Nonstop2h 35m

$247

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 6/17

2:35 pm-10:40 pm

1 stop7h 05m

Boston Logan Intl

Mon 6/22

5:25 am-7:00 am

Nonstop2h 35m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Showing 1-10 of 40 resultsSorted by cheapest first
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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 May 20, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 10% on flights from Chicago Midway Airport to Rhode Island by exploring options for tickets in the evening.

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 May 20, 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
7.9
Good
4,284 reviews

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,284 reviews
Southwest
7.9
Good
4,284 reviews

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 15m. 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 $317, our data shows the cheapest flight currently is $168. When looking at the most popular route, (Chicago Midway - Boston Logan Intl), you can expect to pay $187 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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Midway to Seattle flights
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Midway to San Francisco flights
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Midway to Hobby flights
Midway to Denver flights
O'Hare Intl to Charlotte flights
Midway to Fort Lauderdale flights
O'Hare Intl to Raleigh flights
O'Hare Intl to Kansas City flights
O'Hare Intl to Portland flights
O'Hare Intl to San Jose 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 May 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$251Average$369FlexibilityNo cancel feeOn-time63%

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