$109+ Cheap flights from Midway (MDW) to Denver (DEN)
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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DEN
Aug 7 — Aug 141
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Denver 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.Cheapflights Tip: The best prices from Chicago Midway to Denver Intl are usually found in October or November, booked 63 days in advance, depart on a Friday or Thursday and return on a Friday
Cheap flight deals from Midway to Denver
Cheapest
Best
Last-minute
One-way
Cheapest flights from Midway to DenverExplore the most affordable flight options available from Midway to Denver. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 8, 2026.
Explore the most affordable flight options available from Midway to Denver. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 8, 2026.
This Southwest deal was found by Cheapflights users on 7/7. 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 8/59:00 am
MDW
- DEN
1 stop4h 55m
Southwest
Wed 8/1211:15 am
DEN
- MDW
1 stop4h 45m
Southwest
Deal found 7/7![Southwest logo]()
$170
This Southwest deal was found by Cheapflights users on 7/7. 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 8/189:00 am
MDW
- DEN
1 stop4h 55m
Southwest
Mon 8/244:55 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/7![Southwest logo]()
$171
This Southwest deal was found by Cheapflights users on 7/7. 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 8/108:15 pm
MDW
- DEN
Nonstop2h 35m
Southwest
Thu 8/138:25 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/7![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 7/7. 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.
Thu 8/135:50 pm
MDW
- DEN
1 stop5h 10m
Southwest
Sat 8/156:00 am
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/7![Southwest logo]()
$175
This Southwest deal was found by Cheapflights users on 7/7. 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 8/119:00 am
MDW
- DEN
1 stop4h 55m
Southwest
Sat 8/1511:10 am
DEN
- MDW
1 stop5h 00m
Southwest
Deal found 7/7![Southwest logo]()
$176
This Southwest deal was found by Cheapflights users on 7/7. 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.
Thu 10/16:05 am
MDW
- DEN
Nonstop2h 40m
Southwest
Sat 10/33:20 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/7![Southwest logo]()
$178
This Southwest deal was found by Cheapflights users on 7/7. 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.
Thu 8/1310:35 am
MDW
- DEN
1 stop5h 10m
Southwest
Mon 8/174:55 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/7![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 7/6. 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 10/176:35 am
MDW
- DEN
1 stop5h 00m
Southwest
Tue 10/2011:55 am
DEN
- MDW
1 stop4h 15m
Southwest
Deal found 7/6![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 7/7. 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 10/147:50 am
MDW
- DEN
1 stop4h 50m
Southwest
Thu 10/1511:20 am
DEN
- MDW
1 stop4h 55m
Southwest
Deal found 7/7![Southwest logo]()
$188
Best flights from Midway to DenverDiscover carefully curated flight deals from Midway to Denver that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 8, 2026.
Discover carefully curated flight deals from Midway to Denver that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 8, 2026.
This Southwest deal was found by Cheapflights users on 7/7. 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.
Thu 8/1312:05 pm
MDW
- DEN
1 stop4h 55m
Southwest
Mon 8/1711:00 am
DEN
- MDW
1 stop5h 05m
Southwest
Deal found 7/7![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 7/7. 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 8/287:25 pm
MDW
- DEN
1 stop5h 09m
Delta
Mon 8/316:00 am
DEN
- MDW
1 stop6h 10m
Delta
Deal found 7/7![Delta logo]()
$209
This Southwest deal was found by Cheapflights users on 7/7. 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 9/289:20 am
MDW
- DEN
Nonstop2h 35m
Southwest
Tue 9/296:30 am
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/7![Southwest logo]()
$212
This Southwest deal was found by Cheapflights users on 7/7. 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.
Thu 8/66:20 am
MDW
- DEN
1 stop4h 00m
Southwest
Tue 8/187:25 pm
DEN
- MDW
Nonstop2h 25m
Southwest
Deal found 7/7![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 7/3. 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 9/23:50 pm
MDW
- DEN
Nonstop2h 30m
Southwest
Wed 9/98:25 am
DEN
- MDW
Nonstop2h 25m
Southwest
Deal found 7/3![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 7/3. 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 8/1811:10 am
MDW
- DEN
1 stop4h 50m
Southwest
Tue 8/257:25 pm
DEN
- MDW
Nonstop2h 25m
Southwest
Deal found 7/3![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 7/7. 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 8/1012:05 pm
MDW
- DEN
1 stop4h 55m
Southwest
Thu 8/133:15 pm
DEN
- MDW
1 stop3h 30m
Southwest
Deal found 7/7![Southwest logo]()
$234
This Southwest deal was found by Cheapflights users on 7/3. 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 8/156:50 am
MDW
- DEN
Nonstop2h 30m
Southwest
Fri 8/218:25 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/3![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 7/4. 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 8/129:00 am
MDW
- DEN
1 stop4h 55m
Southwest
Tue 8/184:30 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/4![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 7/5. 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 8/1211:10 am
MDW
- DEN
1 stop4h 50m
Southwest
Sun 8/168:30 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/5![Southwest logo]()
$261
This Southwest deal was found by Cheapflights users on 7/7. 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 8/15:25 am
MDW
- DEN
Nonstop2h 35m
Southwest
Wed 8/57:25 pm
DEN
- MDW
Nonstop2h 25m
Southwest
Deal found 7/7![Southwest logo]()
$266
This Southwest deal was found by Cheapflights users on 7/6. 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 8/87:45 am
MDW
- DEN
1 stop4h 55m
Southwest
Mon 8/108:25 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/6![Southwest logo]()
$275
Last-minute flights from Midway to DenverDiscover last-minute flight deals from Midway to Denver. Data last updated July 8, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Denver. Data last updated July 8, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/7. 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 8/108:15 pm
MDW
- DEN
Nonstop2h 35m
Southwest
Thu 8/138:25 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/7![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 7/7. 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 8/119:00 am
MDW
- DEN
1 stop4h 55m
Southwest
Sat 8/1511:10 am
DEN
- MDW
1 stop5h 00m
Southwest
Deal found 7/7![Southwest logo]()
$176
This Southwest deal was found by Cheapflights users on 7/7. 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.
Thu 8/1310:35 am
MDW
- DEN
1 stop5h 10m
Southwest
Mon 8/174:55 pm
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/7![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 7/7. 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.
Thu 8/133:10 pm
MDW
- DEN
1 stop5h 10m
Southwest
Sat 8/1511:10 am
DEN
- MDW
1 stop5h 00m
Southwest
Deal found 7/7![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 7/7. 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 8/1412:15 pm
MDW
- DEN
Nonstop2h 35m
Southwest
Sat 8/156:00 am
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/7![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 7/7. 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 8/1412:15 pm
MDW
- DEN
Nonstop2h 35m
Southwest
Tue 8/1811:15 am
DEN
- MDW
1 stop4h 45m
Southwest
Deal found 7/7![Southwest logo]()
$194
This Southwest deal was found by Cheapflights users on 7/7. 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 8/181:55 pm
MDW
- DEN
2 stops6h 55m
Southwest
Sat 8/227:15 am
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/7![Southwest logo]()
$170
This Southwest deal was found by Cheapflights users on 7/7. 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.
Thu 8/205:00 pm
MDW
- DEN
1 stop3h 50m
Southwest
Sat 8/227:15 am
DEN
- MDW
Nonstop2h 20m
Southwest
Deal found 7/7![Southwest logo]()
$171
One-way flights from Midway to DenverSearch for one-way flight options from Midway to Denver. Find affordable one-way fares based on user searches. Data last updated July 8, 2026.
Search for one-way flight options from Midway to Denver. Find affordable one-way fares based on user searches. Data last updated July 8, 2026.
This Super.com deal was found by Cheapflights users on 7/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1811:50 am
MDW
- DEN
1 stop11h 15m
Frontier
Deal found 7/3![Frontier logo]()
$109
This Frontier deal was found by Cheapflights users on 7/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:50 am
MDW
- DEN
1 stop11h 20m
Frontier
Deal found 7/7![Frontier logo]()
$111
This Super.com deal was found by Cheapflights users on 7/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:05 am
MDW
- DEN
1 stop8h 55m
Frontier
Deal found 7/4![Frontier logo]()
$112
This Delta deal was found by Cheapflights users on 7/2. 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 7/289:54 am
MDW
- DEN
1 stop6h 36m
Delta
Deal found 7/2![Delta logo]()
$113
This Super.com deal was found by Cheapflights users on 7/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:05 am
MDW
- DEN
1 stop8h 55m
Frontier
Deal found 7/6![Frontier logo]()
$114
This Super.com deal was found by Cheapflights users on 7/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:05 am
MDW
- DEN
1 stop8h 56m
Frontier
Deal found 7/7![Frontier logo]()
$117
This Super.com deal was found by Cheapflights users on 7/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:05 am
MDW
- DEN
1 stop8h 56m
Frontier
Deal found 7/6![Frontier logo]()
$118
This Super.com deal was found by Cheapflights users on 7/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:05 am
MDW
- DEN
1 stop8h 56m
Frontier
Deal found 7/7![Frontier logo]()
$119
This Frontier deal was found by Cheapflights users on 7/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:25 am
MDW
- DEN
1 stop7h 35m
Frontier
Deal found 7/7![Frontier logo]()
$120
Find flight deals from Midway to Denver
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Denver (DEN). 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 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $170 (Southwest) |
One-way from | $109 (Super.com) |
Popular in | June |
Cheapest in | October |
Average price | $282 |
Good round-trip deal | $286 or less |
Good one-way deal | $195 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Denver 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 8, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Denver that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Thu 8/13
12:05 pm-4:00 pm
1 stop4h 55m
Denver Intl
Mon 8/17
11:00 am-5:05 pm
1 stop5h 05m
$191
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Fri 8/28
7:25 pm-11:34 pm
1 stop5h 09m
Denver Intl
Mon 8/31
6:00 am-1:10 pm
1 stop6h 10m
$209
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Mon 9/28
9:20 am-10:55 am
Nonstop2h 35m
Denver Intl
Tue 9/29
6:30 am-9:50 am
Nonstop2h 20m
$212
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Thu 8/6
6:20 am-9:20 am
1 stop4h 00m
Denver Intl
Tue 8/18
7:25 pm-10:50 pm
Nonstop2h 25m
$222
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Wed 9/2
3:50 pm-5:20 pm
Nonstop2h 30m
Denver Intl
Wed 9/9
8:25 am-11:50 am
Nonstop2h 25m
$227
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Tue 8/18
11:10 am-3:00 pm
1 stop4h 50m
Denver Intl
Tue 8/25
7:25 pm-10:50 pm
Nonstop2h 25m
$233
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Mon 8/10
12:05 pm-4:00 pm
1 stop4h 55m
Denver Intl
Thu 8/13
3:15 pm-7:45 pm
1 stop3h 30m
$234
Quickest round-trip
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Sat 8/15
6:50 am-8:20 am
Nonstop2h 30m
Denver Intl
Fri 8/21
8:25 pm-11:45 pm
Nonstop2h 20m
$246
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Wed 8/12
9:00 am-12:55 pm
1 stop4h 55m
Denver Intl
Tue 8/18
4:30 pm-7:50 pm
Nonstop2h 20m
$251
ChicagoDenver
MDW - DEN
MDWDEN
Chicago Midway
Wed 8/12
11:10 am-3:00 pm
1 stop4h 50m
Denver Intl
Sun 8/16
8:30 pm-11:50 pm
Nonstop2h 20m
$261
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Midway to Denver
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 Midway to Denver in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Denver flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Denver flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Denver flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Denver 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 Chicago Midway Airport-Denver 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 Midway to Denver
Have a flexible travel schedule? Discover the best time to fly to Denver from Midway with our price prediction graph.
MDW-DEN
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 Chicago Midway Airport to Denver
Prices
Delays
How far ahead should I book a flight from Chicago Midway Airport to Denver?
The price you pay for your flight from Chicago Midway Airport to Denver may vary depending on when you book. For the best chance of a lower fare, look to book 62 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago Midway Airport to Denver?
Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Denver (average of $173). Flying from Chicago Midway Airport to Denver in June is currently the most expensive (average of $365). 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 MDW to DEN?
Find hourly flight availability from Midway to Denver. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 8, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Denver at noon. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight in the morning.
What is the cheapest day to fly from Chicago Midway Airport to Denver?
Use this chart to determine the cheapest time to fly round-trip from Midway to Denver. Price data was last updated on July 4, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Denver flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Chicago to Denver delayed?
About 22% of weekly flights between Chicago and Denver have experienced delays in the past year, with the average delay time being 133 minutes.
What is the most punctual flight time for Chicago to Denver flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Wednesday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Denver flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 22% of flights being delayed.
The best insider tips for Chicago Midway Airport to Denver flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Denver trip
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Reviews of airlines servicing Denver
Get insights into the airlines that provide service to Denver. 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 Denver. Reviews last updated July 8, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Denver, such as Southwest and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Midway to Denver. 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 Denver?
Book flights to Denver if you plan to visit one of these locationsThornton
Black Hawk
Westminster
Centennial
Lakewood
Broomfield
Golden
Greeley
Lone Tree
Wheat Ridge
Silverthorne
Central City
Fort Morgan
Cripple Creek
Winter Park
Manitou Springs
Frisco
Englewood
Glendale
Evergreen
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Top 2 airlines flying from Midway to Denver
Discover the top 2 airlines that operate flights from Midway to Denver. 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 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$185 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$164 | Average$299 | FlexibilityNo cancel fee | On-time63% |