$122+ Cheap flights from Colorado Springs (COS) to Midway (MDW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MDW
Aug 27 — Sep 31
Round-trip
1 adult, Economy
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Find cheap flights from Colorado Springs to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Colorado Springs to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Colorado Springs to MidwayExplore the most affordable flight options available from Colorado Springs to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.
Explore the most affordable flight options available from Colorado Springs to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Tue 9/13:35 pm
MDW
- COS
Nonstop2h 25m
Southwest
Deal found 7/27![Southwest logo]()
$243
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:40 pm
COS
- MDW
Nonstop2h 20m
Southwest
Fri 10/3011:50 am
MDW
- COS
Nonstop2h 35m
Southwest
Deal found 7/28![Southwest logo]()
$248
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Sat 8/296:50 am
MDW
- COS
1 stop4h 10m
Southwest
Deal found 7/24![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:20 pm
COS
- MDW
1 stop8h 16m
Delta
Sat 8/226:11 am
MDW
- COS
1 stop7h 04m
Delta
Deal found 7/28![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:20 pm
COS
- MDW
1 stop8h 16m
Delta
Tue 8/259:59 am
MDW
- COS
2 stops8h 37m
Delta
Deal found 7/28![Delta logo]()
$268
This Delta deal was found by Cheapflights users on 7/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am
COS
- MDW
2 stops11h 33m
Delta
Sat 8/291:25 pm
MDW
- COS
2 stops9h 13m
Delta
Deal found 7/27![Delta logo]()
$273
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:45 pm
COS
- MDW
1 stop10h 55m
Southwest
Tue 10/2011:30 am
MDW
- COS
2 stops9h 20m
Southwest
Deal found 7/27![Southwest logo]()
$274
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:55 am
COS
- MDW
Nonstop2h 20m
Southwest
Wed 10/73:35 pm
MDW
- COS
Nonstop2h 35m
Southwest
Deal found 7/27![Southwest logo]()
$277
Best flights from Colorado Springs to MidwayDiscover carefully curated flight deals from Colorado Springs to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
Discover carefully curated flight deals from Colorado Springs to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
This Southwest deal was found by Cheapflights users on 7/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Tue 9/86:50 am
MDW
- COS
1 stop6h 45m
Southwest
Deal found 7/23![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:20 pm
COS
- MDW
1 stop8h 16m
Delta
Tue 8/256:05 am
MDW
- COS
1 stop7h 10m
Delta
Deal found 7/28![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 7/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Tue 9/84:40 pm
MDW
- COS
2 stops6h 10m
Southwest
Deal found 7/25![Southwest logo]()
$258
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:15 am
COS
- MDW
1 stop4h 45m
Southwest
Tue 9/12:00 pm
MDW
- COS
2 stops7h 10m
Southwest
Deal found 7/26![Southwest logo]()
$264
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:55 am
COS
- MDW
2 stops9h 15m
Southwest
Thu 8/2010:05 am
MDW
- COS
2 stops9h 00m
Southwest
Deal found 7/26![Southwest logo]()
$273
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Sun 9/64:30 pm
MDW
- COS
Nonstop2h 30m
Southwest
Deal found 7/28![Southwest logo]()
$282
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/164:15 pm
COS
- MDW
1 stop5h 40m
Southwest
Sun 9/205:40 am
MDW
- COS
1 stop6h 55m
Southwest
Deal found 7/24![Southwest logo]()
$322
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/143:00 pm
COS
- MDW
1 stop4h 40m
Southwest
Thu 9/1710:30 am
MDW
- COS
1 stop10h 30m
Southwest
Deal found 7/24![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:20 am
COS
- MDW
2 stops7h 25m
Southwest
Sat 8/296:50 am
MDW
- COS
1 stop4h 10m
Southwest
Deal found 7/24![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 7/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/213:00 pm
COS
- MDW
2 stops5h 55m
Southwest
Thu 8/276:40 am
MDW
- COS
1 stop7h 05m
Southwest
Deal found 7/23![Southwest logo]()
$337
Last-minute flights from Colorado Springs to MidwayDiscover last-minute flight deals from Colorado Springs to Midway. Data last updated July 28, 2026 and is based on user searches.
Discover last-minute flight deals from Colorado Springs to Midway. Data last updated July 28, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:20 pm
COS
- MDW
1 stop8h 16m
Delta
Sat 8/226:11 am
MDW
- COS
1 stop7h 04m
Delta
Deal found 7/28![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:20 pm
COS
- MDW
1 stop8h 16m
Delta
Tue 8/259:59 am
MDW
- COS
2 stops8h 37m
Delta
Deal found 7/28![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:15 pm
COS
- MDW
1 stop5h 55m
Southwest
Sat 8/2910:15 am
MDW
- COS
2 stops6h 15m
Southwest
Deal found 7/24![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Tue 9/13:35 pm
MDW
- COS
Nonstop2h 25m
Southwest
Deal found 7/27![Southwest logo]()
$243
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Sat 8/296:50 am
MDW
- COS
1 stop4h 10m
Southwest
Deal found 7/24![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 7/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am
COS
- MDW
2 stops11h 33m
Delta
Sat 8/291:25 pm
MDW
- COS
2 stops9h 13m
Delta
Deal found 7/27![Delta logo]()
$273
One-way flights from Colorado Springs to MidwaySearch for one-way flight options from Colorado Springs to Midway. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
Search for one-way flight options from Colorado Springs to Midway. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Deal found 7/27![Southwest logo]()
$122
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am
COS
- MDW
1 stop8h 17m
Delta
Deal found 7/28![Delta logo]()
$132
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am
COS
- MDW
2 stops11h 33m
Delta
Deal found 7/28![Delta logo]()
$137
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am
COS
- MDW
2 stops11h 22m
Delta
Deal found 7/24![Delta logo]()
$142
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:15 pm
COS
- MDW
Nonstop2h 20m
Southwest
Deal found 7/26![Southwest logo]()
$156
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:20 pm
COS
- MDW
1 stop8h 16m
Delta
Deal found 7/28![Delta logo]()
$166
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/214:20 pm
COS
- MDW
1 stop4h 45m
Southwest
Deal found 7/24![Southwest logo]()
$172
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:00 am
COS
- MDW
2 stops11h 33m
Delta
Deal found 7/24![Delta logo]()
$176
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/137:50 pm
COS
- MDW
1 stop8h 50m
Southwest
Deal found 7/28![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 am
COS
- MDW
1 stop5h 34m
Delta
Deal found 7/24![Delta logo]()
$196
Find flight deals from Colorado Springs to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Colorado Springs (COS) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $243 (Southwest) |
One-way from | $122 (Southwest) |
Popular in | March |
Cheapest in | April |
Average price | $474 |
Good round-trip deal | $361 or less |
Good one-way deal | $216 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Colorado Springs to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 28, 2026.
Use the filters below to find and compare flights from Colorado Springs to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Tue 8/25
1:15 pm-4:35 pm
Nonstop2h 20m
Chicago Midway
Tue 9/8
6:50 am-12:35 pm
1 stop6h 45m
$253
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Wed 9/2
1:15 pm-4:35 pm
Nonstop2h 20m
Chicago Midway
Tue 9/8
4:40 pm-9:50 pm
2 stops6h 10m
$258
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Sat 8/22
1:20 pm-10:36 pm
1 stop8h 16m
Chicago Midway
Tue 8/25
6:05 am-12:15 pm
1 stop7h 10m
$263
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Tue 8/25
6:15 am-12:00 pm
1 stop4h 45m
Chicago Midway
Tue 9/1
2:00 pm-8:10 pm
2 stops7h 10m
$264
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Tue 8/18
6:55 am-5:10 pm
2 stops9h 15m
Chicago Midway
Thu 8/20
10:05 am-6:05 pm
2 stops9h 00m
$273
Quickest round-trip
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Fri 9/4
1:15 pm-4:35 pm
Nonstop2h 20m
Chicago Midway
Sun 9/6
4:30 pm-6:00 pm
Nonstop2h 30m
$282
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Wed 9/16
4:15 pm-10:55 pm
1 stop5h 40m
Chicago Midway
Sun 9/20
5:40 am-11:35 am
1 stop6h 55m
$322
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Mon 9/14
3:00 pm-8:40 pm
1 stop4h 40m
Chicago Midway
Thu 9/17
10:30 am-8:00 pm
1 stop10h 30m
$327
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Fri 8/21
11:20 am-7:45 pm
2 stops7h 25m
Chicago Midway
Sat 8/29
6:50 am-10:00 am
1 stop4h 10m
$337
Colorado SpringsChicago
COS - MDW
COSMDW
Colorado Springs
Fri 8/21
3:00 pm-9:55 pm
2 stops5h 55m
Chicago Midway
Thu 8/27
6:40 am-12:45 pm
1 stop7h 05m
$337
Showing 1-10 of 19 resultsSorted by cheapest first
Compare providers for flights from Colorado Springs to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Colorado Springs to Midway in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Colorado Springs-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Colorado Springs-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Colorado Springs-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Colorado Springs-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Colorado Springs-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Colorado Springs to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Colorado Springs with our price prediction graph.
COS-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Colorado Springs to Chicago Midway Airport
What is the cheapest month to book a flight from Colorado Springs to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from Colorado Springs to Chicago Midway Airport (average of $288). Flying from Colorado Springs to Chicago Midway Airport in March is currently the most expensive (average of $671). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from COS to MDW?
Find hourly flight availability from Colorado Springs to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 28, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Colorado Springs to Chicago Midway Airport as you normally would.
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated July 28, 2026.
Peruse reviews from past customers who have flown with Southwest from Colorado Springs to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Colorado Springs to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 28, 2026.
Colorado Springs and Midway flights
Browse other Colorado Springs and Midway flight options. Last updated on July 28, 2026.
Other flights from Colorado Springs
Browse through other flights departing from Colorado Springs. Flights are based on user searches made on Cheapflights and were last updated on July 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Colorado Springs to Midway
Discover the top airline that operate flights from Colorado Springs to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$227 | Average$381 | FlexibilityNo cancel fee | On-time63% |