Cheap flights from CLT to MDW (Charlotte-Douglas Intl. to Midway Intl.)

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Cheap Flights from CLT to MDW starting at $53 One Way, $137 Round Trip

Prices starting at $137 for return flights and $53 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Apr 18 - Mon, Apr 20
CLT
Charlotte
MDW
Chicago
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Apr 18 from Charlotte to Chicago, returning Mon, Apr 20, priced at $137 found 2 days ago
Sat, Apr 18 - Mon, Apr 20
CLT
Charlotte
MDW
Chicago
$140 Roundtrip, found 2 days ago
$140
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Apr 18 from Charlotte to Chicago, returning Mon, Apr 20, priced at $140 found 2 days ago
Fri, Apr 10 - Mon, Apr 13
CLT
Charlotte
MDW
Chicago
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Apr 10 from Charlotte to Chicago, returning Mon, Apr 13, priced at $160 found 1 day ago
Fri, Apr 17 - Mon, Apr 20
CLT
Charlotte
MDW
Chicago
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Apr 17 from Charlotte to Chicago, returning Mon, Apr 20, priced at $161 found 2 days ago
Wed, Apr 15 - Sun, Apr 19
CLT
Charlotte
MDW
Chicago
$169 Roundtrip, found 4 days ago
$169
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Apr 15 from Charlotte to Chicago, returning Sun, Apr 19, priced at $169 found 4 days ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$93 nightly
The price is $109 total per night from Feb 19 to Feb 20
$109 total
Feb 19 - Feb 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,895 reviews)
Enjoyed our stay for the most part. Room was clean and location was convenient. The only problem was there was no way to control the thermostat and it was EXTREMELY hot. They did provide a fan to us and offered to crack the window for us, they dropped one fan off but did not open the window so it ...

Reviewed on Feb 16, 2026

Congress Plaza Hotel
Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

3.5 out of 5
105 N MAY STREET Chicago IL
$135 nightly
The price is $158 total per night from Mar 1 to Mar 2
$158 total
Mar 1 - Mar 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,188 reviews)
Great area. Easy walk to Garcia's Chicago . Breakfast was a welcomed addition. Had the doulbe queen suit. Great size and breathing room for our 4 adults. Entire hotel was very clean. Friendly staff. Will definitely book again when returning to the venue.

Reviewed on Feb 12, 2026

Hyatt House Chicago West Loop
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
$111 nightly
The price is $131 total per night from Feb 22 to Feb 23
$131 total
Feb 22 - Feb 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,970 reviews)
Friendly front desk. Good bagels at restaurant . Great pocation

Reviewed on Feb 13, 2026

Crowne Plaza Chicago West Loop by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$93 nightly
The price is $109 total per night from Feb 19 to Feb 20
$109 total
Feb 19 - Feb 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,895 reviews)
Enjoyed our stay for the most part. Room was clean and location was convenient. The only problem was there was no way to control the thermostat and it was EXTREMELY hot. They did provide a fan to us and offered to crack the window for us, they dropped one fan off but did not open the window so it ...

Reviewed on Feb 16, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$123 nightly
The price is $144 total per night from Mar 4 to Mar 5
$144 total
Mar 4 - Mar 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.2/10 Wonderful! (3,354 reviews)
The hotel is very nice and the staff are super friendly and helpful. The breakfast buffet has everything you could want!

Reviewed on Feb 16, 2026

Hotel Riu Plaza Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$164 nightly
The price is $192 total per night from Feb 27 to Feb 28
$192 total
Feb 27 - Feb 28
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,614 reviews)
Outdated rooms and our heater stopped working overnight and the temp fell to 60's which felt freezing given it was zero outside with snow flurries But Matt the maintenance guy came quickly at 6 am thankfully and got it back up and running. Other than that, a truly beautiful hotel and the restaurant ...

Reviewed on Feb 8, 2026

Hilton Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$42 nightly
The price is $48 total per night from Feb 23 to Feb 24
$48 total
Feb 23 - Feb 24
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,822 reviews)
As expected

Reviewed on Feb 14, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$91 nightly
The price is $101 total per night from Feb 19 to Feb 20
$101 total
Feb 19 - Feb 20
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.2/10 Good! (1,266 reviews)
Clean, good breakfast

Reviewed on Feb 14, 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$61 nightly
The price is $69 total per night from Feb 22 to Feb 23
$69 total
Feb 22 - Feb 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,876 reviews)
Be

Reviewed on Feb 14, 2026

Comfort Suites Chicago O'Hare Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$70 nightly
The price is $83 total per night from Feb 23 to Feb 24
$83 total
Feb 23 - Feb 24
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (2,757 reviews)
Room was clean, cozy and very comfortable. Staff were all friendly, and the atmosphere around the bar and café area was eclectic. Hustle and bustle, close to so much including the Magnificent Mile, Navy Pier, Water Tower Place, etc. It's got a different feel from chain hotels and if you're looking ...

Reviewed on Feb 15, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$76 nightly
The price is $89 total per night from Feb 22 to Feb 23
$89 total
Feb 22 - Feb 23
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (2,515 reviews)
Yes and everything was purfect. By the time i got there and the check in was great. Once i went to sleep i didnt even hear the trains til i woke up to actually hear all the noise. I would do it again and will recomend to anyone

Reviewed on Feb 13, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$42 nightly
The price is $48 total per night from Feb 23 to Feb 24
$48 total
Feb 23 - Feb 24
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,822 reviews)
As expected

Reviewed on Feb 14, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$132 nightly
The price is $155 total per night from Feb 24 to Feb 25
$155 total
Feb 24 - Feb 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,818 reviews)
Clean room, great location, good ambience, excellent breakfast.

Reviewed on Feb 10, 2026

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$176 nightly
The price is $202 total per night from Feb 24 to Feb 25
$202 total
Feb 24 - Feb 25
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (2,288 reviews)
Service, history,

Reviewed on Feb 12, 2026

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$103 nightly
The price is $120 total per night from Feb 24 to Feb 25
$120 total
Feb 24 - Feb 25
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.4/10 Very Good! (5,650 reviews)
Average

Reviewed on Feb 12, 2026

Embassy Suites by Hilton Chicago Downtown River North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

CLT to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
CLT Address & GPS
Address:
5501 Josh Birmingham Parkway
Charlotte NC, 28204
United States
IATA Code:
CLT
Longitude:
-80.935833
Latitude:
35.219167
Time Zone:
America/New_York
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from Charlotte Airport to Chicago Airport?
Listen up. We're about to make your upcoming escape even more exciting. Southwest Airlines flies directly from Charlotte Airport to Chicago Airport, so you'll be starting your next awesome adventure in no time.
What is the shortest flight from Charlotte Airport to Chicago Airport?
Getting from Charlotte Airport to Midway Intl. Airport (MDW) will take a minimum of 4 hours and 48 minutes. Treat yourself to a wine and watch a show or two — this is your chance to just relax.
How many hours flight from Charlotte Airport to Midway Intl. Airport (MDW)?
Don't get too relaxed in your seat — the average flight time from Charlotte Airport to Midway Airport is only 4 hours and 52 minutes.
What airlines have the most flights from Charlotte Airport to Chicago Airport?
One of the leading airlines operating on the CLT to MDW route, Southwest Airlines is the start of your next great adventure. You can select from 49 flights every month with this carrier.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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