$78 Find Cheap Flights from Chicago Midway Airport to Rhode Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Rhode Island departing on 5/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Rhode Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Rhode Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Rhode Island, as well as popular online travel agencies
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Flight Deals

Book Cheap Midway to Rhode Island Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Rhode Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Rhode Island

Fri, May 8 - Sat, May 9
Frontier Logo
4:52 pm - 9:12 am
MDW
-
BOS
15h 20m
1 stop
Frontier Logo
12:01 pm - 10:02 pm
BOS
-
MDW
11h 01m
1 stop
$144Frontier
Sat, May 9 - Sun, May 10
Southwest Logo
3:30 pm - 6:45 pm
MDW
-
BOS
2h 15mnonstop
Southwest Logo
6:10 am - 7:55 am
BOS
-
MDW
2h 45mnonstop
$159Southwest
Wed, May 13 - Wed, May 20
Frontier Logo
12:04 pm - 1:24 am
MDW
-
BOS
12h 20m
1 stop
Frontier Logo
6:00 am - 11:09 am
BOS
-
MDW
6h 09m
1 stop
$160Frontier
Wed, May 6 - Sat, May 9
Southwest Logo
12:45 pm - 4:05 pm
MDW
-
BOS
2h 20mnonstop
Southwest Logo
3:30 pm - 5:15 pm
BOS
-
MDW
2h 45mnonstop
$164Southwest
Fri, May 15 - Sun, May 24
Frontier Logo
12:04 pm - 1:24 am
MDW
-
BOS
12h 20m
1 stop
Frontier Logo
6:00 am - 11:12 am
BOS
-
MDW
6h 12m
1 stop
$165Frontier
Tue, May 12 - Tue, May 19
Southwest Logo
12:45 pm - 4:05 pm
MDW
-
BOS
2h 20mnonstop
Southwest Logo
10:45 am - 12:25 pm
BOS
-
MDW
2h 40mnonstop
$167Southwest
Wed, Apr 29 - Sat, May 2
Frontier Logo
2:15 pm - 1:31 am
MDW
-
BOS
10h 16m
1 stop
Frontier Logo
10:25 am - 6:37 pm
BOS
-
MDW
9h 12m
1 stop
$168Frontier
Thu, May 7 - Sat, May 9
Southwest Logo
9:25 am - 12:40 pm
MDW
-
BOS
2h 15mnonstop
Southwest Logo
7:15 am - 9:05 am
BOS
-
MDW
2h 50mnonstop
$169Southwest
Sat, May 30 - Sat, Jun 6
Frontier Logo
11:59 am - 1:24 am
MDW
-
BOS
12h 25m
1 stop
Frontier Logo
6:00 am - 10:02 pm
BOS
-
MDW
17h 02m
1 stop
$170Frontier
Mon, May 4 - Wed, May 6
Frontier Logo
2:15 pm - 1:31 am
MDW
-
BOS
10h 16m
1 stop
Frontier Logo
12:01 pm - 10:02 pm
BOS
-
MDW
11h 01m
1 stop
$171Frontier
Booking Insights

KAYAK's insights & trends for Midway to Rhode Island flights

Get data-powered insights and trends into flights from Midway to Rhode Island to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Rhode Island flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Rhode Island from Chicago Midway Airport found in the last 72 hours was to Providence, at $317 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Providence (PVD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $317.

What is the cheapest time of day to fly to Rhode Island?

The average price for all round-trip flights from Chicago Midway Airport to Rhode Island depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Rhode Island is generally in the evening, when round-trip flights cost $215 on average. Morning departures are around 15% more expensive than evening flights, on average. The most expensive time of day to fly to Rhode Island is generally in the morning, which is peak travel time and where the average cost of a ticket is $247.

Can I save money by flying with a layover from Chicago Midway Airport to Rhode Island?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $386 on average.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Rhode Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Rhode Island is July, when tickets cost $247 (return) on average. On the other hand, the most expensive months are January and April, when the average cost of round-trip tickets is $414 and $325 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Rhode Island?

The average price of all round-trip flights from Chicago Midway Airport to Rhode Island clicked on KAYAK for each day over the last 12 months.

For Chicago Midway Airport to Rhode Island, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Rhode Island back to Chicago Midway Airport, the best deals are generally found on Wednesday, with Sunday being the most expensive.

How far in advance should I book a flight from Chicago Midway Airport to Rhode Island?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Rhode Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Rhode Island, you should book around 2 weeks before departure, which saves you about 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$78
Best time to beat the crowds but there is an average 40% increase in price.
Most popular time to fly with an average 1% increase in price.
Flight from Chicago Midway Airport to Boston

FAQs - booking Rhode Island flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Rhode Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Rhode Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Rhode Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Rhode Island is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Rhode Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Rhode Island with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Rhode Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Rhode Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Rhode Island

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Boston $110 one-way - $221 round-trip

Reviews of the top airline flying from Midway to Rhode Island

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Rhode Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Rhode Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4330 reviews
7.0Food
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

The seat was not comfortable. 1D. My back was sore all night and the next day.

8.0 ExcellentJolene, Apr 2026
LAS - DAL
Read more Southwest reviews

The seat was not comfortable. 1D. My back was sore all night and the next day.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

Everything you need to know for your flight from Midway to Rhode Island

Information on your arrival and departure airports