$82 Find Cheap Flights from Chicago Midway Airport to United States

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 the United States departing on 9/8. 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.
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1 adult, Economy, 0 bags

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Cheap Flights from Midway to the United States

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
New York
New Yorknonstop$178
Orlando
Orlandononstop$191
Los Angeles
Los Angelesnonstop$199
Las Vegas
Las Vegas2 stops$225
San Francisco
San Francisco1 stop$297
Miami
Miami1 stop$196
Boston
Bostonnonstop$181
Fort Lauderdale
Fort Lauderdalenonstop$163
Washington, D.C.
Baltimore1 stop$236
Denver
Denvernonstop$171
Seattle
Seattlenonstop$355
Atlanta
Atlantanonstop$106
Dallas
Dallasnonstop$145
Tampa
Tampa1 stop$191
Houston
Houstonnonstop$179
San Diego
San Diegononstop$285
Honolulu
Honolulu1 stop$674
Philadelphia
Philadelphianonstop$219
New York
New Yorknonstop$178
Orlando
Orlandononstop$191
Los Angeles
Los Angelesnonstop$199
Las Vegas
Las Vegas2 stops$225
San Francisco
San Francisco1 stop$297
Miami
Miami1 stop$196
Boston
Bostonnonstop$181
Fort Lauderdale
Fort Lauderdalenonstop$163
Washington, D.C.
Baltimore1 stop$236
Denver
Denvernonstop$171
Seattle
Seattlenonstop$355
Atlanta
Atlantanonstop$106
Dallas
Dallasnonstop$145
Tampa
Tampa1 stop$191
Houston
Houstonnonstop$179
San Diego
San Diegononstop$285
Honolulu
Honolulu1 stop$674
Philadelphia
Philadelphianonstop$219

Book Cheap Midway to the United States 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 the United States 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 the United States

Tue, Aug 11 - Sat, Aug 15
Frontier Logo
5:46 pm - 8:20 pm
MDW
-
DFW
2h 34mnonstop
Frontier Logo
3:01 pm - 5:26 pm
DFW
-
MDW
2h 25mnonstop
$145Frontier
Sat, Aug 1 - Wed, Aug 12
Frontier Logo
6:41 pm - 9:21 pm
MDW
-
DFW
2h 40mnonstop
Frontier Logo
1:30 pm - 3:50 pm
DFW
-
MDW
2h 20mnonstop
$146Frontier
Tue, Aug 11 - Wed, Aug 12
Frontier Logo
5:46 pm - 8:20 pm
MDW
-
DFW
2h 34mnonstop
Frontier Logo
1:30 pm - 3:50 pm
DFW
-
MDW
2h 20mnonstop
$150Frontier
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
6:10 pm - 10:05 pm
MDW
-
FLL
2h 55mnonstop
Southwest Logo
4:55 pm - 7:00 pm
FLL
-
MDW
3h 05mnonstop
$163Southwest
Wed, Aug 19 - Wed, Aug 26
Southwest Logo
8:35 am - 12:40 pm
MDW
-
FLL
3h 05mnonstop
Southwest Logo
7:20 am - 9:20 am
FLL
-
MDW
3h 00mnonstop
$171Southwest
Tue, Sep 1 - Tue, Sep 8
Southwest Logo
6:10 pm - 10:05 pm
MDW
-
FLL
2h 55mnonstop
Southwest Logo
6:15 pm - 9:50 pm
FLL
-
MDW
4h 35m
1 stop
$173Southwest
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
5:00 am - 8:00 am
MDW
-
LGA
2h 00mnonstop
Southwest Logo
8:55 pm - 10:15 pm
LGA
-
MDW
2h 20mnonstop
$178Southwest
Wed, Jul 29 - Wed, Aug 5
Delta Logo
9:19 am - 3:54 pm
MDW
-
EWR
5h 35m
1 stop
Delta Logo
1:00 pm - 6:33 pm
EWR
-
MDW
6h 33m
1 stop
$192Delta
Wed, Aug 12 - Tue, Aug 18
Delta Logo
5:10 pm - 10:05 pm
MDW
-
HOU
4h 55m
1 stop
Delta Logo
10:50 am - 4:15 pm
HOU
-
MDW
5h 25m
1 stop
$199Delta
Thu, Jul 30 - Wed, Aug 5
Delta Logo
1:18 pm - 7:30 pm
MDW
-
EWR
5h 12m
1 stop
Delta Logo
1:00 pm - 6:33 pm
EWR
-
MDW
6h 33m
1 stop
$202Delta
Booking Insights

KAYAK's insights & trends for Midway to the United States flights

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

What is the cheapest Chicago Midway Airport to the United States flight route?

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

The cheapest ticket to the United States from Chicago Midway Airport found in the last 5 days was to Atlanta, at $112 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Atlanta (ATL), and the cheapest round-trip airline ticket found on this route in the last 5 days was $112.

What is the cheapest time of day to fly to the United States?

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

The cheapest time of day to fly to the United States is generally in the evening, when round-trip flights cost $215 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to the United States is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $350.

Can I save money by flying with a layover from Chicago Midway Airport to the United States?

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.

No, with an average price for the route of $396, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago Midway Airport to the United States?

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 the United States, 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 the United States is September, when tickets cost $213 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $407 and $350 respectively.

Good to know

Low seasonJanuary
Cheapest flight$82
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Chicago Midway Airport to Fort Lauderdale

FAQs - booking United States flights

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

    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 United States.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to United States 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 United States?

    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 United States 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 United States?

    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 United States 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 the United States

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Atlanta $135 one-way - $220 round-trip; New York $131 one-way - $262 round-trip; Orlando $162 one-way - $338 round-trip

Reviews of the top 5 airlines serving from Midway to the United States

 
Need help choosing which airline to fly with from Midway to the United States? 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.
7.9
SouthwestOverall score based on 4237 reviews
8.6Crew
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Seats were very uncomfortable and being charged for snacks and water.........

Allegiant actually impressed me, original inbound flight from PBG was so late they gave us a bird inbound from Des Moines and only left 1h late and gained 40 minutes back in the air. Comfortable flight with no frills but no complaints.

Flight was delayed. Crew was good but hot coffee was not available.

Great. No choice for n/a. No food or entertainment options

No food is available without purchasing it and there is no in-flight entertainment. Both of these are OK because we got an inexpensive flight from Allegiant and, otherwise, our experience was excellent.

just had water and there was plenty of leg & seat room. But then i don't weight 220#s!!

Not totally their fault- screaming kids that had zero parent intervention.

It was cold on the flight. The crew was very pleasant. I didn't order any food. We were delayed due to Captain waiting on maintenance log. He kept us informed though. The flight itself was smooth. I would definitely fly with Allegiant again!

I had a fantastic experience with Allegiant. I had wheelchair assistance and they helped me find my luggage and brought me to my car. Even loaded my luggage. Wonderful service!! Thank you Allegiant!

Superb. Staff great. Great flight. As with other airlines, seating too tight and restrictive.

It was inexplicably canceled and we are stuck in LA, haven't gotten home and it has been an inconvenience having lost work (on unpaid leave for my husband).

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

You should have had Wifi to make it much enjoyable.

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable

Whole experience was poor. Delayed 2 hours. Lied about the delays. Was all jet blues fault and tried to blame on air traffic control. Sent out other let trips and wouldn't allow people to switch aircraft.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

Nice plane, clean, wifi available and movies. All the flight attendants were courteous.

The gate attendant in Boston had a high raspy voice and spoke much too fast to be understood. Not pleasant.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

Everything you need to know for your flight from Midway to the United States

Information on your arrival and departure airports