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

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Cheap Flights from CLT to MDW starting at $90 One Way, $191 Round Trip

Prices starting at $191 for return flights and $90 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, Sep 5 - Tue, Sep 15
CLT
Charlotte
MDW
Chicago
$191 Roundtrip, found 4 hours ago
$191
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Sat, Sep 5 from Charlotte to Chicago, returning Tue, Sep 15, priced at $191 found 4 hours ago
Sat, Sep 5 - Tue, Sep 15
CLT
Charlotte
MDW
Chicago
$201 Roundtrip, found 4 hours ago
$201
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Sat, Sep 5 from Charlotte to Chicago, returning Tue, Sep 15, priced at $201 found 4 hours ago
Sat, Sep 5 - Tue, Sep 15
CLT
Charlotte
MDW
Chicago
$206 Roundtrip, found 4 hours ago
$206
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Sat, Sep 5 from Charlotte to Chicago, returning Tue, Sep 15, priced at $206 found 4 hours ago
Sat, Sep 5 - Tue, Sep 15
CLT
Charlotte
MDW
Chicago
$211 Roundtrip, found 4 hours ago
$211
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Sep 5 from Charlotte to Chicago, returning Tue, Sep 15, priced at $211 found 4 hours ago
Sat, Sep 12 - Tue, Sep 15
CLT
Charlotte
MDW
Chicago
$212 Roundtrip, found 3 days ago
$212
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Sep 12 from Charlotte to Chicago, returning Tue, Sep 15, priced at $212 found 3 days 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
$203 nightly
The price is $241 total per night from Jul 2 to Jul 3
$241 total
Jul 2 - Jul 3
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! (1,121 reviews)
"Perfectly serviceable convention hotel, efficient and tidy service. No surprises and 4star max but just fine, given convenience to meeting halls"

Reviewed on Jun 11, 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
$157 nightly
The price is $186 total per night from Jul 1 to Jul 2
$186 total
Jul 1 - Jul 2
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! (2,243 reviews)
"Hotel in good location - not far from Union Station or Downtown. Staff l interacted with were really welcoming and friendly. Room was very clean and great that there was a microwave on the floor near the elevator (handy when we took too long with our pizza slices from Whole Foods!) Breakfast served ..."

Reviewed on Jun 11, 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
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
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! (10,248 reviews)
"Old building that could really use a remodel. I've stayed in many hotels in the loop and somehow the sound from outside penetrated much more than most. The doormen were excellent though. They were very helpful and nice."

Reviewed on Jun 11, 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
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
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! (10,248 reviews)
"Old building that could really use a remodel. I've stayed in many hotels in the loop and somehow the sound from outside penetrated much more than most. The doormen were excellent though. They were very helpful and nice."

Reviewed on Jun 11, 2026

Congress Plaza Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$135 nightly
The price is $154 total per night from Jun 28 to Jun 29
$154 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,647 reviews)
"The shuttle was a plus!"

Reviewed on Jun 10, 2026

Hyatt Regency O'Hare Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$208 nightly
The price is $244 total per night from Jul 3 to Jul 4
$244 total
Jul 3 - Jul 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,336 reviews)
"Todo estuvo muy bueno"

Reviewed on Jun 11, 2026

Hilton 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.

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
$65 nightly
The price is $73 total per night from Jun 29 to Jun 30
$73 total
Jun 29 - Jun 30
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! (1,948 reviews)
"Bed was clean, bus was easy to use close to the hotel. You get what you pay for."

Reviewed on Jun 9, 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
$101 nightly
The price is $112 total per night from Jun 21 to Jun 22
$112 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! (1,498 reviews)
"The room was okay for cleanliness(certainly not perfect), however the ac was broken(could not control the temp and it was 50 degrees in the room without blankets) and the management told us to unplug it(which was tricky since the cord end wasn't even visible to us). The next day they did fix it, ..."

Reviewed on Jun 11, 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
$105 nightly
The price is $120 total per night from Jun 22 to Jun 23
$120 total
Jun 22 - Jun 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! (3,056 reviews)
"The staff was very accommodating."

Reviewed on Jun 11, 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
$145 nightly
The price is $172 total per night from Jul 5 to Jul 6
$172 total
Jul 5 - Jul 6
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! (3,095 reviews)
"I booked at king size bed room and ended up being put in a room with other guest when i didnt book a a quad room i booked a king size private room. Very disappointed."

Reviewed on Jun 10, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$135 nightly
The price is $161 total per night from Jul 1 to Jul 2
$161 total
Jul 1 - Jul 2
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! (2,627 reviews)
"The hotel is within walking distance to many must-do locations in Chicago (Field Museum, Shedd Aquarium, Adler Planetarium and The Bean). Lots of good good options near by as well. The staff was friendly and efficient. The room was clean upon arrival. The bathroom fan was not working. The main issue ..."

Reviewed on Jun 10, 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
$65 nightly
The price is $73 total per night from Jun 29 to Jun 30
$73 total
Jun 29 - Jun 30
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! (1,948 reviews)
"Bed was clean, bus was easy to use close to the hotel. You get what you pay for."

Reviewed on Jun 9, 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
$221 nightly
The price is $263 total per night from Jul 7 to Jul 8
$263 total
Jul 7 - Jul 8
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! (2,885 reviews)
"Excellent breakfast. Omelets made to order."

Reviewed on Jun 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
$209 nightly
The price is $248 total per night from Jul 2 to Jul 3
$248 total
Jul 2 - Jul 3
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! (2,493 reviews)
"Staff was helpful"

Reviewed on Jun 10, 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
$180 nightly
The price is $214 total per night from Jul 5 to Jul 6
$214 total
Jul 5 - Jul 6
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! (5,964 reviews)
"Great location ! Staff was helpful, and rooms are cleaned daily. I appreciated the complimentary happy hour and morning breakfast. Overall Great Place!"

Reviewed on Jun 10, 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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