Cheap flights from TPE to MDW (Taoyuan 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 TPE to MDW starting at $1,167 One Way, Round Trip

Prices starting at for return flights and $1,167 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.

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

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
$169 nightly
The price is $198 total per night from Jul 6 to Jul 7
$198 total
Jul 6 - Jul 7
Total includes taxes and fees
Stay at this 3.5-star 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! (1,214 reviews)
"Great"

Reviewed on Jul 4, 2025

Crowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
3 out of 5
506 West Harrison Street, Chicago, IL
$166 nightly
The price is $194 total per night from Jul 8 to Jul 9
$194 total
Jul 8 - Jul 9
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,003 reviews)
Great access to everything
"It was so close to everything in city. Great access to the blue line and cheap parking right next to the hotel. Couldnt have picked a better spot"

Reviewed on Jul 1, 2025

Holiday Inn & Suites Chicago - Downtown by IHG
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop
3.5 out of 5
105 N MAY STREET, Chicago, IL
$209 nightly
The price is $245 total per night from Jul 6 to Jul 7
$245 total
Jul 6 - Jul 7
Total includes taxes and fees
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
8.8/10 Excellent! (1,000 reviews)
"Everyone was very nice and helpful Staff was always polite and made a point to talk to you! Room was exactly like pictured. Very clean and comfortable. Bathroom not very private , can hear everything happening in there ! Great breakfast! Would not recommend parking your car here though. Parking deck ..."

Reviewed on Jul 2, 2025

Hyatt House Chicago West Loop
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

InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
$260 nightly
The price is $300 total per night from Jul 6 to Jul 7
$300 total
Jul 6 - Jul 7
Total includes taxes and fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,965 reviews)
"We enjoyed our stay at the Intercontinental! Great rooms. Clean. Great service. Will stay again."

Reviewed on Jul 3, 2025

InterContinental Chicago Magnificent Mile by IHG
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
$143 nightly
The price is $168 total per night from Aug 5 to Aug 6
$168 total
Aug 5 - Aug 6
Total includes taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,874 reviews)
"The history of the hotel is amazing and she might be an old girl with old features but she still shines like a diamond. Plus, the lake side view cannot be beat."

Reviewed on Jul 4, 2025

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
$159 nightly
The price is $186 total per night from Jul 7 to Jul 8
$186 total
Jul 7 - Jul 8
Total includes taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,372 reviews)
"Very nice hotel! No pool though it was out of service"

Reviewed on Jul 3, 2025

Hilton Chicago/Magnificent Mile Suites
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 Jul 22 to Jul 23
$62 total
Jul 22 - Jul 23
Total includes 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! (1,523 reviews)
"Nice and quiet!!"

Reviewed on Jul 3, 2025

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 Jul 6 to Jul 7
$101 total
Jul 6 - Jul 7
Total includes taxes and fees
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
6.8/10 (1,028 reviews)
"I had a great stay"

Reviewed on Jul 1, 2025

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
$93 nightly
The price is $106 total per night from Jul 20 to Jul 21
$106 total
Jul 20 - Jul 21
Total includes taxes and fees
Stay at this 3-star 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! (2,532 reviews)
"Room was as expected!"

Reviewed on Jul 3, 2025

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
$113 nightly
The price is $133 total per night from Jul 7 to Jul 8
$133 total
Jul 7 - Jul 8
Total includes taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (2,022 reviews)
"It was great! My overhead light wasn’t working but it wasn’t that big of a deal. This place is in a really nice spot in River North with lots of places to eat and hang out. It’s really close to public transit too"

Reviewed on Jul 3, 2025

Freehand Chicago
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2 out of 5
65 E Harrison St, Chicago, IL
$107 nightly
The price is $126 total per night from Jul 6 to Jul 7
$126 total
Jul 6 - Jul 7
Total includes 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 ...
7/10 Good! (2,225 reviews)
"Good for the price near downtown."

Reviewed on Jul 4, 2025

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 Jul 22 to Jul 23
$62 total
Jul 22 - Jul 23
Total includes 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! (1,523 reviews)
"Nice and quiet!!"

Reviewed on Jul 3, 2025

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
$196 nightly
The price is $230 total per night from Jul 7 to Jul 8
$230 total
Jul 7 - Jul 8
Total includes taxes and fees
Stay at this 4-star 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! (2,706 reviews)
"The pool was nice, breakfast was great. Bus line was close by. We walked to Navy Pier and Magnificent mile. Staff was friendly. I would stay here again."

Reviewed on Jul 5, 2025

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
$207 nightly
The price is $239 total per night from Aug 4 to Aug 5
$239 total
Aug 4 - Aug 5
Total includes taxes and fees
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,771 reviews)
"beautiful hotel, friendly and helpful staff."

Reviewed on Jul 2, 2025

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
$188 nightly
The price is $221 total per night from Jul 7 to Jul 8
$221 total
Jul 7 - Jul 8
Total includes taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,324 reviews)
"The hotel is very nice and this was my second visit to this location. The only drawbacks are the constant sirens from emergency services, and the pool is too cold. For smokers there is a corner that you stand in next to the garage. Lol!"

Reviewed on Jul 2, 2025

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.

TPE to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
TPE Address & GPS
Address:
Taipei ,
Republic of China Taiwan
IATA Code:
TPE
Longitude:
121.23248
Latitude:
25.075512
Time Zone:
Asia/Taipei
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

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.