Question : If your plans are flexible, have you considered changing your departure day?
Answer : The lowest-cost day to fly in May is Friday. Having flexibility in your travel plans means you can save more, so be sure to plan ahead when possible.
Question : Is the price you found a good deal?
Answer : Flight prices are fluctuating more for this route than the majority of routes in the United States, as they're ranging from $220 to $628. However, the sooner you book, the better price you tend to get.
Question : Who's offering the cheapest round-trip flight to Chicago Midway International Airport (MDW) over the coming months?
Answer : Delta Air Lines is your best bet for finding that coveted low fare. They're offering fares as low as $220, while prices for other flights are as high as $628.
Question : Should you take that vacation to Chicago in the next 30 days?
Answer : Since low prices are preferred, look at May 5th. As of Apr 24th, it's showing the cheapest ticket sales at $220. That is 32% below the average price for this route, so you can spend that extra money on an adventure in Chicago.
Question : How long do most people stay in Chicago?
Answer : Of course you're not most people, but if you were, you'd stay roughly five days.