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

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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
PVD — MDW
Nov 9 — Nov 161
Sun 11/9
Sun 11/16
1 adult, Economy
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Find flight deals from Rhode Island to Midway

Cheapest flights from Rhode Island to Midway
Explore the most affordable flight options available from Rhode Island to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 10, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Thu 12/46:00 amBOS - MDW
1 stop13h 04mFrontier
Tue 12/98:00 amMDW - BOS
1 stop15h 01mFrontier
Deal found 10/8$121
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Thu 12/46:00 amBOS - MDW
1 stop13h 04mFrontier
Mon 12/86:00 amMDW - BOS
1 stop17h 44mFrontier
Deal found 10/8$123
This Southwest deal was found by Cheapflights users on 10/7. 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 10/255:20 amBOS - MDW
Nonstop2h 40mSouthwest
Sat 11/13:50 pmMDW - BOS
1 stop4h 45mSouthwest
Deal found 10/7$127
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Thu 12/46:00 amBOS - MDW
1 stop13h 04mFrontier
Sun 12/77:47 pmMDW - BOS
1 stop27h 57mFrontier
Deal found 10/8$128
This Southwest deal was found by Cheapflights users on 10/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/295:15 amBOS - MDW
Nonstop2h 40mSouthwest
Wed 10/291:25 pmMDW - BOS
2 stops6h 45mSouthwest
Deal found 10/9$132
This Southwest deal was found by Cheapflights users on 10/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/229:10 amBOS - MDW
1 stop10h 20mSouthwest
Thu 10/236:05 amMDW - BOS
Nonstop2h 15mSouthwest
Deal found 10/9$133
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:00 amBOS - MDW
1 stop14h 42mFrontier
Mon 12/88:42 pmMDW - BOS
1 stop26h 19mFrontier
Deal found 10/9$136
This Southwest deal was found by Cheapflights users on 10/8. 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 10/305:00 amBOS - MDW
1 stop5h 05mSouthwest
Fri 10/318:00 amMDW - BOS
1 stop6h 55mSouthwest
Deal found 10/8$137
This Southwest deal was found by Cheapflights users on 10/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/12:00 pmBOS - MDW
1 stop7h 50mSouthwest
Tue 11/42:30 pmMDW - BOS
2 stops6h 45mSouthwest
Deal found 10/9$142
This Delta deal was found by Cheapflights users on 10/8. 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.
Mon 11/245:40 amPVD - MDW
1 stop4h 14mDelta
Thu 11/275:34 pmMDW - PVD
1 stop5h 20mDelta
Deal found 10/8$251
This Delta deal was found by Cheapflights users on 10/8. 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.
Mon 11/245:40 amPVD - MDW
1 stop4h 14mDelta
Wed 12/36:00 amMDW - PVD
1 stop4h 58mDelta
Deal found 10/8$274
This Southwest deal was found by Cheapflights users on 10/8. 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 10/295:45 pmPVD - MDW
Nonstop2h 35mSouthwest
Sat 11/19:45 amMDW - PVD
Nonstop2h 10mSouthwest
Deal found 10/8$278

Cheap flight deals from Rhode Island to Midway

Keep the following information in mind while searching for Rhode Island to Midway flight deals. Data was last updated October 10, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$121
(Kiwi.com)

One-way from

$69
(Southwest)

Popular in

March

Cheapest in

September

Average price

$252

Good round-trip deal

$343 or less

Good one-way deal

$189 or less
Provider with most accurate pricing for Boston Logan Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Chicago (CHI) flights.
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From Rhode Island to Chicago Midway
Search Deals
One-way flight from Rhode Island to Chicago Midway
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Highest demand for flights based on searches. 6% potential increase in price ($16 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 October 2025
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Price to beat on a round-trip flight from Rhode Island to Chicago Midway.
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Price to beat on a one-way flight from Rhode Island to Chicago Midway.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Rhode Island to Midway 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 October 10, 2025.
Use the filters below to find and compare flights from Rhode Island to Chicago Midway Airport that are best for you.

Fly from

Rhode Island

Fly to

Midway

Route

Depart

Return

Price

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 10/31

2:05 pm-6:50 pm

1 stop5h 45m

Chicago Midway

Sat 11/1

5:35 pm-8:50 pm

Nonstop2h 15m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 10/29

11:55 am-7:10 pm

2 stops8h 15m

Chicago Midway

Thu 10/30

6:05 am-9:20 am

Nonstop2h 15m

$132

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 10/22

9:10 am-6:30 pm

1 stop10h 20m

Chicago Midway

Thu 10/23

6:05 am-9:20 am

Nonstop2h 15m

$133

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 10/29

5:40 pm-10:05 pm

1 stop5h 25m

Chicago Midway

Fri 10/31

8:00 am-3:55 pm

1 stop6h 55m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 1/16

12:00 pm-7:35 pm

2 stops8h 35m

Chicago Midway

Sun 1/18

6:50 am-2:20 pm

1 stop6h 30m

$142

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 12/5

5:30 am-7:15 am

Nonstop2h 45m

Chicago Midway

Mon 12/8

1:30 pm-4:45 pm

Nonstop2h 15m

$177

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 11/5

5:30 am-7:15 am

Nonstop2h 45m

Chicago Midway

Wed 11/12

6:15 pm-9:35 pm

Nonstop2h 20m

$177

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 10/25

8:15 am-11:40 am

1 stop4h 25m

Chicago Midway

Sat 10/25

12:45 pm-4:00 pm

Nonstop2h 15m

$187

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Tue 12/9

5:30 am-7:15 am

Nonstop2h 45m

Chicago Midway

Fri 12/12

5:00 am-12:50 pm

1 stop6h 50m

$187

ProvidenceChicago

PVD - MDW

PVDMDW

Providence-TFGreen

Sat 1/17

2:10 pm-9:46 pm

1 stop8h 36m

Chicago Midway

Sun 1/18

5:59 pm-11:23 pm

1 stop4h 24m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/7

Showing 1-10 of 39 results
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Best time to book a flight from Rhode Island to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway Airport

What is the cheapest month to book a flight from Rhode Island to Chicago Midway Airport?

Currently, August is the cheapest month in which you can book a flight from Rhode Island to Chicago Midway Airport (average of $170). Flying from Rhode Island to Chicago Midway Airport in January is currently the most expensive (average of $447). 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 MDW?

Find hourly flight availability from Rhode Island to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 10, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 15% on flights from Rhode Island to Chicago Midway Airport by exploring options for tickets in the afternoon.

Related info for your journey

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

    Departing from Rhode Island to Chicago Midway Airport will take you 5h 45m. The distance from Rhode Island to Chicago Midway Airport is about 857 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    While on average a flight from Rhode Island to Chicago Midway Airport is generally $332, our data shows the cheapest flight currently is $125. When looking at the most popular route, (Boston Logan Intl - Chicago Midway), you can expect to pay $117 for that flight.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Rhode Island to Chicago Midway Airport (average of $170). Flying from Rhode Island to Chicago Midway Airport in January is currently the most expensive (average of $447). 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor
Chesterton

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Alternative routes for Rhode Island to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Rhode Island to Midway

Discover the top 2 airlines that operate flights from Rhode Island to Midway. 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 October 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$207Average$359FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$232Average$434FlexibilityNo cancel feeOn-time71%

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