Cheap Business Class flights to Chicago Midway Airport
LAX — MDW
Sep 11 — Sep 181
Round-trip
1 adult, Business
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap business class flights to Chicago Midway Airport in 2026
Find the latest flights to Chicago Midway Airport in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data were last updated on August 12, 2026.
Find business class flight deals to Chicago Midway Airport
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Cheapest business class flights to MidwayExplore the most affordable business class flight options available to Midway. Find the lowest fares based on data from user searches, with prices last updated on August 12, 2026.
Explore the most affordable business class flight options available to Midway. Find the lowest fares based on data from user searches, with prices last updated on August 12, 2026.
This Expedia deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2310:45 pm -
Nonstop1h 58m
Tue 10/277:25 am -
Nonstop1h 58m
Deal found 8/12![Frontier logo]()
$363
This Orbitz deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:59 am -
Nonstop1h 59m
Tue 11/37:25 am -
Nonstop1h 58m
Deal found 8/9![Frontier logo]()
$458
This Expedia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:50 am -
1 stop11h 01m
Wed 9/166:25 am -
1 stop9h 53m
Deal found 8/10![Frontier logo]()
$480
This Orbitz deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/305:55 am -
1 stop6h 00m
Tue 9/111:50 am -
1 stop12h 13m
Deal found 8/10![Frontier logo]()
$482
This Orbitz deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:20 am -
1 stop5h 35m
Fri 9/116:25 am -
1 stop9h 53m
Deal found 8/11![Frontier logo]()
$487
This Expedia deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:16 pm -
1 stop6h 31m
Tue 9/811:50 am -
1 stop10h 41m
Deal found 8/11![Frontier logo]()
$496
Best business class flights to MidwayDiscover carefully curated business class flight deals to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 12, 2026.
Discover carefully curated business class flight deals to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 12, 2026.
This Expedia deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2310:45 pm -
Nonstop1h 58m
Tue 10/277:25 am -
Nonstop1h 58m
Deal found 8/12![Frontier logo]()
$363
This Expedia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:50 am -
1 stop11h 01m
Wed 9/166:25 am -
1 stop9h 53m
Deal found 8/10![Frontier logo]()
$480
This Expedia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:50 am -
1 stop10h 56m
Sat 9/266:25 am -
1 stop9h 53m
Deal found 8/10![Frontier logo]()
$480
This Orbitz deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/305:55 am -
1 stop6h 00m
Tue 9/111:50 am -
1 stop12h 13m
Deal found 8/10![Frontier logo]()
$482
This Orbitz deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:20 am -
1 stop5h 35m
Fri 9/116:25 am -
1 stop9h 53m
Deal found 8/11![Frontier logo]()
$487
This Expedia deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:16 pm -
1 stop6h 31m
Tue 9/811:50 am -
1 stop10h 41m
Deal found 8/11![Frontier logo]()
$496
This Expedia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:35 am -
1 stop7h 16m
Deal found 8/10![Frontier logo]()
$219
This Expedia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/269:44 am -
Nonstop2h 23m
Deal found 8/10![Frontier logo]()
$229
This Expedia deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:50 pm -
1 stop9h 08m
Deal found 8/9![Frontier logo]()
$248
This Expedia deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:55 am -
1 stop6h 00m
Deal found 8/12![Frontier logo]()
$258
This Expedia deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:59 am -
1 stop5h 59m
Deal found 8/8![Frontier logo]()
$259
This Expedia deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:20 am -
1 stop5h 35m
Deal found 8/8![Frontier logo]()
$264
One-way business class flights to MidwaySearch for one-way business class flight options to Midway. Find affordable one-way fares based on user searches. Data last updated August 12, 2026.
Search for one-way business class flight options to Midway. Find affordable one-way fares based on user searches. Data last updated August 12, 2026.
This Expedia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:35 am -
1 stop7h 16m
Deal found 8/10![Frontier logo]()
$219
This Expedia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/269:44 am -
Nonstop2h 23m
Deal found 8/10![Frontier logo]()
$229
This Expedia deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:50 pm -
1 stop9h 08m
Deal found 8/9![Frontier logo]()
$248
This Expedia deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:55 am -
1 stop6h 00m
Deal found 8/12![Frontier logo]()
$258
This Expedia deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:59 am -
1 stop5h 59m
Deal found 8/8![Frontier logo]()
$259
This Expedia deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:20 am -
1 stop5h 35m
Deal found 8/8![Frontier logo]()
$264
Quickest business class flights to MidwayExplore quickest business class flight options to Midway based on user searches, and compare prices and availability for your desired travel dates. Data last updated August 12, 2026.
Explore quickest business class flight options to Midway based on user searches, and compare prices and availability for your desired travel dates. Data last updated August 12, 2026.
This Expedia deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2310:45 pm -
Nonstop1h 58m
Tue 10/277:25 am -
Nonstop1h 58m
Deal found 8/12![Frontier logo]()
$363
This Orbitz deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:59 am -
Nonstop1h 59m
Tue 11/37:25 am -
Nonstop1h 58m
Deal found 8/9![Frontier logo]()
$458
This Orbitz deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:25 pm -
Nonstop2h 01m
Tue 11/249:11 am -
Nonstop2h 02m
Deal found 8/11![Frontier logo]()
$556
This Expedia deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/219:36 am -
Nonstop2h 23m
Wed 9/236:25 am -
1 stop12h 18m
Deal found 8/8![Frontier logo]()
$508
This Orbitz deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:20 am -
1 stop5h 35m
Fri 9/116:25 am -
1 stop9h 53m
Deal found 8/11![Frontier logo]()
$487
This Expedia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:20 am -
1 stop5h 35m
Mon 9/711:50 am -
1 stop10h 02m
Deal found 8/10![Frontier logo]()
$1,052
This Expedia deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:01 pm -
Nonstop2h 21m
Deal found 8/11![Frontier logo]()
$313
This Expedia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/269:44 am -
Nonstop2h 23m
Deal found 8/10![Frontier logo]()
$229
This Travelocity deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:44 am -
Nonstop2h 23m
Deal found 8/10![Frontier logo]()
$269
This Expedia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:07 pm -
Nonstop2h 24m
Deal found 8/10![Frontier logo]()
$293
This Expedia deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:07 pm -
Nonstop2h 24m
Deal found 8/8![Frontier logo]()
$363
This Expedia deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:20 am -
1 stop5h 35m
Deal found 8/8![Frontier logo]()
$264
Travel insights for business class flights from USA to Midway
Get recent, data-driven insights about business class flights from USA to Midway including ideal travel times, pricing trends, and more.
US0-MDW
ATL-MDW
IAD-MDW
EWR-MDW
DFW-MDW
What airlines can I book Business Class flights to Chicago Midway Airport with?
Here is a popular airline that offers Business Class flight tickets to Chicago Midway Airport: Delta. Review airlines’ policies before you book!
Rainfall in Midway by month
Plan your trip to Midway by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.
Temperature in Midway by month
Plan your trip to Midway by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Top business class airline flying to Chicago Midway Airport
Explore the top four business class airlines operating flights to Chicago Midway Airport. Find out more about these airlines and their offerings, including amenities, in-flight services, and customer reviews. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on August 12, 2026.
| Airline | Rating | First Class | Price | |
|---|---|---|---|---|
| PriceFrom $326 | First Class | Rating 7.8 | Reviews 1 / 10 I liked the comfort of the seats. The portion of the snack they passed out could have been bigger, was a tiny little 1/2 oz bag of chips and you could only pick one snack. |
Frequently asked questions about Chicago Midway Airport business class tickets
Find answers to common questions related to Business Class tickets for flights to Chicago Midway Airport. Get information on booking, amenities, upgrade options, and more. This FAQ section was last updated on August 12, 2026.
Browse thousands of different options on Cheapflights for your next trip
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