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Find cheap flights from Chicago Midway Airport to United States from $44

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 7/14. 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
0 bags
Sat 6/15
Sat 6/22

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Best United States Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

New York
New York1 stop$98
Los Angeles
Los Angeles1 stop$167
Orlando
Orlandononstop$75
Las Vegas
Las Vegasnonstop$89
Miami
Miaminonstop$37
San Francisco
San Franciscononstop$98
Boston
Boston1 stop$116
Washington, D.C.
Baltimorenonstop$58
Denver
Denvernonstop$55
Seattle
Seattle1 stop$166
Fort Lauderdale
Fort Lauderdale1 stop$100
Atlanta
Atlantanonstop$38
Dallas
Dallasnonstop$55
Tampa
Tampanonstop$58
Houston
Houstonnonstop$58
Honolulu
Honolulu1 stop$437
San Diego
San Diego1 stop$137
Philadelphia
Philadelphianonstop$55

Good to know

Low season

January

High season

March

Cheapest flight

$44
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Chicago Midway Airport to Miami

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 to United States from Chicago Midway Airport 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 to United States with an airline and back to Chicago Midway Airport 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 to United States from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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 $74 one-way - $130 round-trip; Denver $49 one-way - $91 round-trip; Orlando $78 one-way - $151 round-trip
  • Morning departure is around 2% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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.
8.1
SouthwestOverall score based on 6040 reviews
7.3Food
8.7Crew
7.8Entertainment
8.1Comfort
8.3Boarding
Airline reviews

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

8.0 ExcellentLarry, May 2024OAK - ONT
Read more about Southwest reviews

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

Our first flight was so delayed that we had 10 mins to board the next one. We requested if the flight attendant could allow us off there plane first and they denied our request even though I have seen this done before. Luck was on our side that we didn’t miss our next flight.

Delay after delay after delay. Very disappointing I am about ready to give up on Southwest. One of the crewmembers sat and played games on her phone for the entire trip from Chicago to Baltimore. Unbelievable, very unprofessional, and very disappointing.

C Am handicapped and couldn't get help with my luggage.

Southwest is going downhill. I'm more apt to fly other airlines now. And I'd appreciate it if your gate agents didn't invent non-existent laws. If Southwest is having issues getting flight crews, you need to go out of your way to accommodate passengers instead of saying it's weather related and not in your hands. We can all see the other carriers are getting their planes off the ground and to/from the cities/regions you claim are weather-impacted.

Southwest is a discount airline. I get it. You take the (usually) good pricing with the bad (cramped). But Southwest is becoming more and more like the cut-rate airlines *cough* Spirit *cough*. It used to actually be a fun experience. e.g. paying for WiFi is bad enough - having to pay for it on each leg of a flight is ridiculous. Yes, I've seen your numbers that it only "impacts a small percentage", but you and I both know that is misleading at best. While I used to try to fly SW exclusively when flying domestically, now I'll look elsewhere very frequently and price being equal (or close) I'm going to the other carriers.

Not good.,At first delayed due to weather, then still had to load all the luggage, then a mechanical issue. Upon finally arriving, clothes wet as suitcases sat out in the rain. In a hard side suitcase! Ruined some paper items inside. Not happy!

The flight itself was good. Delays were the problem. Original flight was scheduled for 8:10 pm. Got notifications all day -- actual time is 8:40; then 8:25; then 8:35; then 8:45. Then once I get through security, it's actually 9:35.

Crew was great but because of fog they diverted us to Ontario instead of our Santa Barbara destination. Instead of cancelling the flight as soon as we landed in Ontario, they instead held us in Ontario for almost 4 hours before cancelling the flight. I had to rent a car in Ontario to get back to ventura on time to get an elderly relative his medication and take over his caretaking… otherwise if I had taken the buses you offered from Ontario I wouldn’t have even arrived to Santa Barbara till at least midnight (according to southwest airlines employees at Ontario), and then would have had to drive back down to ventura. At least renting the car I could get up to ventura by 10 pm to take care of my loved one.

Boarding was quick. The flight itself was good. However, no charging ports for cell phones. Also, the food provided was just a few snacks. For a 5-hr flight, I would expect at least a sandwich.

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

The net issue I had was with the gate agent. We had added a carryon to our boarding pass when we checked bags. When I got to the boarding gate the agent was rude asking why I had a backpack - I said I added it - even had an orange tag on it. She ripped my tag off and swung her monitor around to show me how she was right- saying it isn’t wasn’t listed - only a checked bag. I explained again that I wasn’t sure what the issue was but I wouldn’t have an orange tag if I hadn’t added it. Then she finally checked my husband’s boarding pass and found that the agent at checkin had added my carryon to his boarding pass instead of mine. She sent me on my way without my orange tag. Was a bit embarrassing for me the tone she used with me assuming I was trying to get away with something.

Gate agent asked if I could switch seats so a family could sit together. Agent moved me to a seat in the front of the plane, no charge. It was easy. The agent did a great job.

Great seat space. However food and drink prices outrageous. Jabbing to pay for a carry on bag or stuck paying at the gate too much.

Every Allegiant Air flight I've ever taken has been delayed. This flight was delayed a full 2 hours. It was excuse after excuse after excuse. It was a flight from southern Florida. They made us board the plane on time, but made us wait for 2 hours on the tarmac. Because the engines were kept shut off, so was the air conditioning. One can only imagine how hot the air was in the cabin over those 2 hours on the tarmac, while in the hot Florida sun. Just terrible.

Actually, for the price, I'm willing to put up with a little discomfort (upright chairs) and at times inconveniences (like any airline), lack of entertainment (I can bring my own). My flight was non stop and smooth. I would fly this route again.

The flight was delayed 6 hours and we were only offered an $8 food credit. My husband stood in line to get the credit for 45 minutes and when he got close to the end of the line the computers went down.

Worst ever! Flight cancelled supposedly for weather even though we k ow of many others who flew into Bangor same time no problem. At the airport there was no customer service at all just refund and no possibility of rebook for 3-4 days. Aweful won’t fly with them again!!

It’s a budget airline so adjust expectations accordingly. Nothing is without a fee but such is necessary for tickets to remain so affordable.

No complaints. It’s a budget airline so can’t expect any frills.

My TSA number was missing from my ticket which shouldn’t have happened since it’s in my file. The on board flight attendant who was a male, did not want to help me put my luggage in the overhead bin and made a very rude comment and was very unpleasant. The good… the woman who fixed my ticket with the TSA number was excellent and I had extra legroom which was perfect.

Never been on this flight as i had missed it due to delayed connecting flight

Horrible. Delays, no customer support and fake promises and everything. i am suffering to help as due to connecting flight getting missed no support on ground and customer support window is closed and we are sitting o ground without anything

Missed our departing flight due to poor baggage drop staff. At the airport with 2 & 1/2 hours to spare and waited in bag check in until 15 minutes prior to gates closing before baggage staff asked us to move to the front of the line. We weren’t the only passengers that missed the flight. Poor organizational operations by Spirit staff. Otherwise , the return trip was fine.

My experience with Spirit was perfect. Did not expect it to be this good

Worst airline experience ever. Lost my IPad going thru security. Charged for my dog carriage at the gate not at ticket counter. Gave away my seat 6D. Expressed I wanted my seat back after charging me 99 for dog carriage. Should have thrown it out. Had a 16 yr old Yorkie heading to Boston after being a snowbird. Seats small. Very bad experience. Still don’t have my IPad. Horrible

My mother was HARASSED AND ACCOSTED by the gate agent for her bag. I pre purchased the bag fee and the gate agent made my 78 year old mother board, deplane, re pay for her bag fee and board again. The gate agent made my mother pick up her own bag and REFUSED to help her, she is an older woman who wasn’t bothering anyone on a flight that had maybe 30’total passengers. I am going to sue this airlines for their HORRIBLE customer service and treatment of my mother, and all this occurred the day after Mother’s Day!!!

The boarding gate was moved so many times that I missed my flight. No attendants would help me. The wrong gate was even on my boarding pass. I had to repurchase everything. I’ll never fly again. Really a terrible day as I had planned to see a former student who is dying in Louisville Never ever will I forget that day. Your airline is totally uncaring.

Horrible, first flight delayed. They switched my connecting flight while I was en route and even though I was originally supposed to be on the flight going back home to boston, refused to let me board and told me I would have to wait for next flight that was 14 hours later. Ended up renting a car and driving 6.5 hours back home. Still getting messages about flight and it is now showing that the other flight they put me on is now canceled and I would have to wait 24 hours for the next one. I will never book with spirit again

Hated it I would not use Kayak or Spirit ever again.

They stuck us with multiple extra fees. I will never fly spirit again

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Book cheap flights from Chicago to the United States

Recent round-trip flight deals

6/3Mon
nonstopFrontier
3h 11mMDW-MIA
6/5Wed
nonstopFrontier
3h 11mMIA-MDW
$47
6/11Tue
nonstopFrontier
3h 08mMDW-MIA
6/19Wed
nonstopFrontier
3h 11mMIA-MDW
$52
8/7Wed
nonstopSouthwest
2h 30mMDW-HOU
8/9Fri
1 stopSouthwest
3h 55mHOU-MDW
$183
7/22Mon
1 stopDelta
5h 06mMDW-EWR
7/30Tue
1 stopDelta
5h 04mEWR-MDW
$188
5/30Thu
1 stopDelta
5h 09mMDW-DCA
7/4Thu
1 stopDelta
6h 36mDCA-MDW
$188
6/3Mon
nonstopSouthwest
2h 15mMDW-BOS
6/5Wed
nonstopSouthwest
2h 35mBOS-MDW
$212
5/31Fri
1 stopAllegiant Air
19h 43mMDW-EWR
6/7Fri
1 stopAllegiant Air
9h 49mEWR-MDW
$220
7/1Mon
1 stopAllegiant Air
11h 57mMDW-EWR
7/5Fri
1 stopAllegiant Air
10h 22mEWR-MDW
$238
6/3Mon
3 stops
24h 41mMDW-EWR
6/7Fri
1 stop
9h 49mEWR-MDW
$257
6/14Fri
2 stops
14h 05mMDW-EWR
6/17Mon
1 stop
10h 23mEWR-MDW
$293

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Recent one-way flight deals

7/14Sun
nonstopFrontier
3h 04mMDW-MIA
$44
6/8Sat
nonstopFrontier
2h 01mMDW-ATL
$44
6/22Sat
nonstopFrontier
3h 06mMDW-MIA
$45
6/5Wed
nonstopDelta
1h 56mMDW-ATL
$79
8/7Wed
1 stopDelta
5h 19mMDW-EWR
$94
6/7Fri
1 stopAllegiant Air
19h 51mMDW-EWR
$99
7/15Mon
1 stopAllegiant Air
11h 58mMDW-EWR
$102
7/8Mon
nonstopSouthwest
2h 05mMDW-LGA
$114
6/28Fri
1 stopSouthwest
7h 10mMDW-DCA
$148
6/4Tue
2 stopsAlaska Airlines
18h 39mMDW-SEA
$383

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Last minute flights from Midway to the United States

Last minute flight, train and bus deals

5/21Tue
nonstopFrontier
2h 03mMDW-ATL
5/28Tue
nonstopFrontier
1h 59mATL-MDW
$102
5/21Tue
nonstopFrontier
2h 05mMDW-ATL
5/22Wed
nonstopFrontier
1h 58mATL-MDW
$114
5/21Tue
multi-stopDelta
7h 13mMDW-BOS
6/18Tue
multi-stopDelta
4h 57mBOS-MDW
$316
5/18Sat
nonstopDelta
1h 56mMDW-ATL
5/20Mon
nonstopDelta
1h 56mATL-MDW
$331
5/20Mon
nonstopSouthwest
2h 05mMDW-LGA
5/23Thu
nonstopSouthwest
2h 25mLGA-MDW
$331
5/20Mon
multi-stopSouthwest
5h 45mMDW-LGA
5/23Thu
nonstopSouthwest
2h 25mLGA-MDW
$340
5/17Fri
multi-stop
24h 56mMDW-LGA
6/3Mon
multi-stop
14h 43mLGA-MDW
$505
5/20Mon
multi-stop
11h 58mMDW-LGA
6/3Mon
multi-stop
14h 43mLGA-MDW
$534
5/20Mon
multi-stopVolaris
12h 30mMDW-LAX
5/27Mon
multi-stopVolaris
31h 02mLAX-MDW
$691
5/17Fri
multi-stopVolaris
12h 30mMDW-LAX
5/19Sun
multi-stopVolaris
13h 00mLAX-MDW
$850

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Chicago Midway Airport - United States Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

United States - Chicago Midway Airport

Cabin classes:

$636
$598
$695
$27

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