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Cheap First Class flights to Chicago Midway Airport

Explore and compare the cheapest first class flights to Chicago Midway Airport from hundreds of sites

YYZ — MDW
4 May — 11 May1
1 adult
Sat 4/5
Sat 11/5
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Cheap first class flights to Chicago Midway Airport in 2024

Find the latest flights to Chicago Midway Airport in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 490,828 searches and data were last updated on 29 April 2024.

Top Rated Airline

United Airlines

No. of Airlines

1
Most popular airline to fly first class with to Midway in the past 7 days
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Airline that offers first class options for this route
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Chicago Midway Airport round-trip first class flight deals

Discover return first class flight deals to Chicago Midway Airport. Fares were last updated on 29 April 2024. In the last 7 days, Cheapflights users made a total of 490,828 searches.
19 May - 28 May
YYC

Calgary

MDW

Chicago Midway

1 stop

9h 12m

7:55 a.m.-6:07 p.m.
MDW

Chicago Midway

YYC

Calgary

2 stops

9h 26m

9:46 a.m.-6:12 p.m.
C$ 1,286

Delta

Pick Dates

Deal found 28/4

9 Aug. - 13 Aug.
YYC

Calgary

MDW

Chicago Midway

1 stop

7h 42m

12:30 a.m.-9:12 a.m.
MDW

Chicago Midway

YYC

Calgary

1 stop

10h 48m

10:11 a.m.-7:59 p.m.
C$ 1,293

Delta

Pick Dates

Deal found 28/4

11 May - 17 May
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

2 stops

11h 13m

6:00 a.m.-4:13 p.m.
MDW

Chicago Midway

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

10h 17m

12:42 p.m.-11:59 p.m.
C$ 1,294

Delta

Pick Dates

Deal found 29/4

23 May - 27 May
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

2 stops

8h 06m

10:00 a.m.-5:06 p.m.
MDW

Chicago Midway

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

7h 12m

9:32 a.m.-5:44 p.m.
C$ 1,363

Delta

Pick Dates

Deal found 29/4

17 May - 19 May
YEG

Edmonton

MDW

Chicago Midway

1 stop

7h 37m

9:30 a.m.-6:07 p.m.
MDW

Chicago Midway

YEG

Edmonton

1 stop

7h 08m

9:46 a.m.-3:54 p.m.
C$ 1,521

Delta

Pick Dates

Deal found 27/4

18 May - 29 May
YYC

Calgary

MDW

Chicago Midway

1 stop

10h 22m

12:30 a.m.-11:52 a.m.
MDW

Chicago Midway

YYC

Calgary

2 stops

9h 26m

9:46 a.m.-6:12 p.m.
C$ 1,830

Delta

Pick Dates

Deal found 28/4

Chicago Midway Airport one-way first class flight deals

Discover one-way first class flight deals to Chicago Midway Airport. Fares were last updated on 29 April 2024. In the last 7 days, Cheapflights users made a total of 490,828 searches.
9 Aug.
YYZ

Toronto Pearson Intl

MDW

Chicago Midway

1 stop

8h 18m

9:45 a.m.-5:03 p.m.
C$ 508

Delta

Pick Dates

Deal found 28/4

26 Aug.
YYC

Calgary

MDW

Chicago Midway

1 stop

6h 18m

9:45 a.m.-5:03 p.m.
C$ 653

Delta

Pick Dates

Deal found 29/4

21 Jul.
YYC

Calgary

MDW

Chicago Midway

1 stop

5h 20m

6:45 a.m.-1:05 p.m.
C$ 1,904

Delta

Pick Dates

Deal found 28/4

Frequently asked questions about Chicago Midway Airport first class tickets

Find answers to common questions related to first class tickets for flights to Chicago Midway Airport. Get information on booking, amenities, upgrade options, and more. This FAQ section was last updated on 29 April 2024.

  • What airlines can I book First Class flights to Chicago Midway Airport with?

    Flying First Class to Chicago Midway Airport? Users reported booking with United Airlines the most.

  • How many premium cabins does United Airlines have for flights to Chicago Midway Airport?

    United Airlines has 3 premium cabins on its schedule for flights to Chicago Midway Airport: Business Class, First Class and Prem Economy Class. If you prefer to see more cabin class options, you can try switching up different departure and/or arrival dates.

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Airlines operating first class flights to Chicago
Take a look at the available airlines operating first class flights to Chicago at this time.

United Airlines flights to Chicago O'Hare Intl

Search flights to Chicago Midway Airport by cabin class

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