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

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from CLT to MDW starting at $130 One Way, $259 Round Trip

Prices starting at $259 for return flights and $130 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.

Wed, Oct 14 - Sat, Oct 17
CLT
Charlotte
MDW
Chicago
$259 Roundtrip, found 2 hours ago
$259
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Wed, Oct 14 from Charlotte to Chicago, returning Sat, Oct 17, priced at $259 found 2 hours ago
Sat, Jun 27 - Tue, Jun 30
CLT
Charlotte
MDW
Chicago
$264 Roundtrip, found 22 hours ago
$264
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, Jun 27 from Charlotte to Chicago, returning Tue, Jun 30, priced at $264 found 22 hours ago
Sat, Jul 11 - Tue, Jul 21
CLT
Charlotte
MDW
Chicago
$265 Roundtrip, found 9 hours ago
$265
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Sat, Jul 11 from Charlotte to Chicago, returning Tue, Jul 21, priced at $265 found 9 hours ago
Mon, Aug 10 - Thu, Aug 13
CLT
Charlotte
MDW
Chicago
$268 Roundtrip, found 2 days ago
$268
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Aug 10 from Charlotte to Chicago, returning Thu, Aug 13, priced at $268 found 2 days ago
Wed, Oct 14 - Sat, Oct 17
CLT
Charlotte
MDW
Chicago
$269 Roundtrip, found 2 hours ago
$269
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Wed, Oct 14 from Charlotte to Chicago, returning Sat, Oct 17, priced at $269 found 2 hours ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
$324 nightly
The price is $385 total per night from Jun 7 to Jun 8
$385 total
Jun 7 - Jun 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,093 reviews)
"Staff was nice and helpful"

Reviewed on May 27, 2026

Hyatt Regency McCormick Place Chicago
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
$222 nightly
The price is $264 total per night from Jun 14 to Jun 15
$264 total
Jun 14 - Jun 15
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 ...
9/10 Wonderful! (2,217 reviews)
"The parking situation was terrible. At check-in, our room was not even ready. Once we finally got into the room, it was very dirty. There was hair in the bed, ashes from smoking, and crumbs all over the carpet. The carpet had clearly not been vacuumed at all."

Reviewed on May 26, 2026

Crowne Plaza Chicago West Loop by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$188 nightly
The price is $223 total per night from Jun 3 to Jun 4
$223 total
Jun 3 - Jun 4
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! (10,148 reviews)
"Hotel is pretty "okay" if you are going for business, but our experience was not nice. The Air Conditioner wasn't working on a 65-80 degree outside, I told the front desk if they can help or make a room change but the solution was to give me a floor fan, not the type of help I was hoping and did ..."

Reviewed on May 27, 2026

Congress Plaza Hotel
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
$188 nightly
The price is $223 total per night from Jun 3 to Jun 4
$223 total
Jun 3 - Jun 4
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! (10,148 reviews)
"Hotel is pretty "okay" if you are going for business, but our experience was not nice. The Air Conditioner wasn't working on a 65-80 degree outside, I told the front desk if they can help or make a room change but the solution was to give me a floor fan, not the type of help I was hoping and did ..."

Reviewed on May 27, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$251 nightly
The price is $298 total per night from Jun 16 to Jun 17
$298 total
Jun 16 - Jun 17
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 ...
9.4/10 Exceptional! (4,265 reviews)
"Staff was super friendly. Rooftop bar is awesome. The breakfast was fantastic. This may sound weird, but the toilet seats had abnormally large openings."

Reviewed on May 27, 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
$192 nightly
The price is $229 total per night from Jun 16 to Jun 17
$229 total
Jun 16 - Jun 17
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,480 reviews)
"Just parking"

Reviewed on May 27, 2026

The Chicago Hotel Collection - Magnificent Mile
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
$55 nightly
The price is $62 total per night from May 28 to May 29
$62 total
May 28 - May 29
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! (1,931 reviews)
"Pros: Free parking, fairly low price on short notice. Inside of room was clean enough, in decent enough repair, didn't smell bad or anything, plenty of space, large bed which was comfortable enough. Once there, staff seemed pleasant enough. Cons: When I called the hotel directly the evening I booked, ..."

Reviewed on May 26, 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
$98 nightly
The price is $108 total per night from Jun 21 to Jun 22
$108 total
Jun 21 - Jun 22
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 ...
7.6/10 Good! (1,446 reviews)
"The front desk people were very unhelpful. I presented them with pictures & videos of rodents in the bed. They said I can reach out to Expedia for a full refund, when I reached out to Expedia they said the hotel only approved of a $24 refund. This is completely ridiculous. I didn’t pay to sleep with ..."

Reviewed on May 27, 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
$104 nightly
The price is $120 total per night from May 28 to May 29
$120 total
May 28 - May 29
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! (3,015 reviews)
"Easy access to food and shuttle to airport."

Reviewed on May 27, 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
$171 nightly
The price is $204 total per night from Jun 10 to Jun 11
$204 total
Jun 10 - Jun 11
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. ...
8/10 Very Good! (3,037 reviews)
"The Hotel is in bad need of a update & remodel. Rooms are very small and dark and Dingy. carpet is very warn. We went to the room we were given an there was some kind of very loud running contently outside the window had to go to the front desk and ask for a new room. The next room was on the same ..."

Reviewed on May 27, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$161 nightly
The price is $192 total per night from Jun 3 to Jun 4
$192 total
Jun 3 - Jun 4
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! (2,609 reviews)
"The good: The staff was incredible, friendly and helpful. The location can hardly be beat. The building felt very secure. The bad: no fridge or microwave in the room. And the bathroom was so small that a larger person would have difficulty completing important bodily tasks. (The toilet is so close ..."

Reviewed on May 26, 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
$55 nightly
The price is $62 total per night from May 28 to May 29
$62 total
May 28 - May 29
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! (1,931 reviews)
"Pros: Free parking, fairly low price on short notice. Inside of room was clean enough, in decent enough repair, didn't smell bad or anything, plenty of space, large bed which was comfortable enough. Once there, staff seemed pleasant enough. Cons: When I called the hotel directly the evening I booked, ..."

Reviewed on May 26, 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
$278 nightly
The price is $331 total per night from Jun 11 to Jun 12
$331 total
Jun 11 - Jun 12
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! (2,858 reviews)
"We stayed here with out 3 kids and it was ok. Close to the Riverwalk and had different eating places. But the place was under construction so the there as only 2 working elevators. The staff were not helpful at all. We kept getting bounced around when we asked for help. We asked how we can apply ..."

Reviewed on May 27, 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
$315 nightly
The price is $375 total per night from Jun 21 to Jun 22
$375 total
Jun 21 - Jun 22
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 ...
8.6/10 Excellent! (2,461 reviews)
"Beautiful facility! Room was perfect for what we needed it for. Staff were very helpful when we asked for anything"

Reviewed on May 27, 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
$220 nightly
The price is $261 total per night from Jun 14 to Jun 15
$261 total
Jun 14 - Jun 15
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 ...
8.6/10 Excellent! (5,940 reviews)
"Was decent"

Reviewed on May 26, 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.

More to Explore