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First Class Flights to Chicago Midway Airport in 2026

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Cheap First Class Flight Deals to Chicago Midway Airport

Recent first class round-trip flight deals to Chicago Midway Airport

Enter your travel dates to find the best prices.
JetBlue Logo
12:15 pm - 5:56 pm
ATL
-
MDW
6h 41m
1 stop
JetBlue Logo
6:23 am - 9:26 am
MDW
-
ATL
2h 03mnonstop
$391JetBlue
Thu, May 21 - Mon, May 25
Delta Logo
7:00 am - 8:42 am
MSP
-
MDW
1h 42mnonstop
Delta Logo
1:59 pm - 3:40 pm
MDW
-
MSP
1h 41mnonstop
$451Delta
Wed, May 27 - Thu, May 28
Delta Logo
6:10 am - 12:42 pm
MSP
-
MDW
6h 32m
1 stop
Delta Logo
9:23 am - 11:00 am
MDW
-
MSP
1h 37mnonstop
$461Delta
Wed, May 27 - Thu, May 28
Delta Logo
4:24 pm - 6:01 pm
MSP
-
MDW
1h 37mnonstop
Delta Logo
9:59 am - 11:42 am
MDW
-
MSP
1h 43mnonstop
$487Delta
Thu, Aug 27 - Sat, Aug 29
Delta Logo
9:00 am - 12:39 pm
MSP
-
MDW
3h 39m
1 stop
Delta Logo
9:59 am - 11:42 am
MDW
-
MSP
1h 43mnonstop
$497Delta
Thu, Aug 27 - Sat, Aug 29
Delta Logo
11:40 am - 1:19 pm
MSP
-
MDW
1h 39mnonstop
Delta Logo
7:16 pm - 8:59 pm
MDW
-
MSP
1h 43mnonstop
$537Delta
Wed, Jun 3 - Sun, Jun 7
Delta Logo
11:00 am - 4:27 pm
JFK
-
MDW
6h 27m
1 stop
Delta Logo
4:30 pm - 11:09 pm
MDW
-
JFK
5h 39m
1 stop
$577Delta
Tue, Sep 15 - Sat, Sep 19
Delta Logo
6:04 am - 12:38 pm
MSP
-
MDW
6h 34m
1 stop
Delta Logo
9:49 am - 11:32 am
MDW
-
MSP
1h 43mnonstop
$580Delta
Thu, Jul 16 - Sat, Jul 18
Delta Logo
6:04 am - 12:38 pm
MSP
-
MDW
6h 34m
1 stop
Delta Logo
9:19 am - 1:11 pm
MDW
-
MSP
3h 52m
1 stop
$590Delta
Thu, Jul 16 - Sat, Jul 18
Delta Logo
1:00 pm - 6:31 pm
EWR
-
MDW
6h 31m
1 stop
Delta Logo
10:35 am - 5:47 pm
MDW
-
EWR
6h 12m
1 stop
$592Delta
Wed, Sep 16 - Sat, Sep 19

First Class Flights to Chicago Midway Airport - Travel Insights & Trends

Get data-powered insights and trends for First Class flights to Chicago Midway Airport to help you craft the best travel plan

Can stopping save me money on United States to Chicago Midway Airport flights?

You could potentially save up to 22% on your flight if you consider stops on a United States to Chicago Midway Airport flight.

What is the cheapest airline that flies First Class from United States to Chicago Midway Airport?

Delta is a popular carrier operating the cheapest First Class flights from United States to Chicago Midway Airport

How long does it take to fly to Chicago Midway Airport?

On average, it takes 2h 43m to fly from United States to Chicago Midway Airport if you fly out of New York (the most popular airport in United States) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Boston and into Chicago O'Hare Intl Airport, then the flight time is around 2h 54m.

How many flights depart from United States to Chicago Midway Airport on average per day?

46 flights are operational daily from United States to Chicago Midway Airport as of May 2026. The most popular departure time for this route is 3:00PM, with 33% of flights per day taking off at noon.

How many flights depart from United States to Chicago Midway Airport on average per week?

323 flights are operational weekly from United States to Chicago Midway Airport as of May 2026. The most popular departure day for this route is Fri, with 19% of flights per week taking off on this day.

Popular Airlines for First Class Flights to Chicago Midway Airport

Book reliable First Class tickets to Chicago Midway Airport from top-rated airlines
AirlineRatingFirst ClassPrice
DeltaPriceFrom $88First ClassRating
7.9
See reviews
8.1

Boarding

7.9

Comfort

8.5

Crew

7.8

Entertainment

7.2

Food

Reviews

1 / 10
Nothing special!
Search Delta flights

  • How much does a first class flight to Chicago Midway Airport cost?

    You can catch a first class flight to Chicago Midway Airport starting at just $398 on average, and if you’re flexible, flying from United States may even cost as little as $257 (price last reported on May 9). Please be aware that travel dates and airline, among other factors, may have an impact on final prices.

  • Which airlines have first class flights to Chicago Midway Airport?

    Choose Delta, United Airlines, American Airlines, Spirit Airlines if you are planning to fly first class to Chicago Midway Airport. Depending on the airline, some additional premium perks may be available to travelers.

  • What is the cheapest business class flight to Chicago Midway Airport?

    An alternative to first class seats, business class flights to Chicago Midway Airport will cost you about $1,077. You will still get similar premium perks, like comfortable seats, while saving 170% on average (compared to flying first class).

  • Which cabin class is available for Southwest flights to Chicago Midway Airport?

    Southwest, the most popular airline for flights to Chicago Midway Airport, has a cabin alternative to Economy seats: first class. For flyers that want more travel options, try looking at another airline or departing origin.

About First Class Flights to Chicago Midway Airport

Helpful overview information on Chicago Midway Airport First Class ticket prices, flight duration, and airlines

Fastest flight time

1h 15m

Closest Airport

Milwaukee-Mitchell

Most Popular Airline

Delta
The quickest First Class flight you can catch to Chicago takes 1h 15m, which departs from Detroit Metropolitan Wayne County to Chicago Midway.
The nearest airport for all arrivals to Chicago is Milwaukee-Mitchell. First Class flyers can expect to travel 80.5 mi to get to downtown.
The most popular airline for First Class flights to Chicago found on momondo this week is Delta, with a user rating of 7.9/10. There is one airline in total servicing this route with First Class options.
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Frequently asked questions about Chicago Midway Airport First Class flights

Is it worth flying First Class to Chicago Midway Airport?

Some travelers think it is, while some don’t. Regardless, the First Class cabin is undoubtedly one of the many most unique experiences in flying. It can be more worth it when the price is right, and that’s where momondo comes in. We help you search from hundreds of travel sites to find the cheapest deals for First Class flights to Chicago Midway Airport so you can compare and book your next trip.

How long does it take to fly to Chicago Midway Airport?

While the flight duration may vary for First Class travelers depending on the departure and arrival airports, here are some average flight times from popular locations you might be interested in:

New York LaGuardia Airport to Chicago Midway Airport: 2 hours 20 minutes
Atlanta to Chicago Midway Airport: 2 hours 8 minutes
Boston to Chicago Midway Airport: 2 hours 27 minutes
Washington, D.C. Reagan-National Airport to Chicago Midway Airport: 1 hour 56 minutes
Hartford to Chicago Midway Airport: 2 hours 14 minutes
Minneapolis to Chicago Midway Airport: 1 hour 28 minutes
Baltimore to Chicago Midway Airport: 1 hour 57 minutes
San Francisco to Chicago Midway Airport: 4 hours 25 minutes

Why should I use momondo to find a First Class flight deal to Chicago Midway Airport?

Finding the right First Class flight to Chicago Midway Airport is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. These options can then be filtered down to find the best fit. That is what momondo does. We make finding First Class flights to Chicago Midway Airport quick and easy, saving you time and money.

Can I find First Class flights to Chicago Midway Airport with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for First Class flights to Chicago Midway Airport to just show those with flexible booking policies.

How can momondo help me find deals for First Class flight tickets to Chicago Midway Airport?

momondo helps you find the best First Class flight ticket to Chicago Midway Airport by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a First Class flight to Chicago Midway Airport right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on First Class flights to Chicago Midway Airport. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

When did momondo last update prices for flights from United States to Chicago Midway Airport?

Prices for flights from United States to Chicago Midway Airport are updated daily.

How many operators does momondo search for flights from United States to Chicago Midway Airport?

As of May 2026, there are 5 operators available to choose from for flights from United States to Chicago Midway Airport.

How old do you have to be to fly from United States to Chicago Midway Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from United States to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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